Artículo

Estamos trabajando para incorporar este artículo al repositorio
Consulte el artículo en la página del editor
Consulte la política de Acceso Abierto del editor

Registro:

Documento: Artículo
Título:Oxidative reactions and degradations of sugars and polysaccharides
Autor:Varela, O.
Filiación:CIHIDECAR (CONICET), Departamento de Quimica Organica, Fac. de Ciencias Exactas y Naturales, 1428 Buenos Aires, Argentina
Palabras clave:bromine; dimethyl sulfoxide; halogen; hydrogen peroxide; manganese oxide; oxidizing agent; permanganate potassium; phenylhydrazine; polycarboxylate cement; polysaccharide; ruthenium; sugar; carbohydrate metabolism; catalysis; chemical analysis; chemical reaction kinetics; electron transport; epimerization; molecular interaction; oxidation; oxidation reduction reaction; priority journal; proton transport; reaction analysis; review
Año:2003
Volumen:58
Página de inicio:307
Página de fin:369
DOI: http://dx.doi.org/10.1016/S0065-2318(03)58006-4
Título revista:Advances in Carbohydrate Chemistry and Biochemistry
Título revista abreviado:Adv. Carbohydr. Chem. Biochem.
ISSN:00652318
CODEN:ACBYA
CAS:bromine, 7726-95-6; dimethyl sulfoxide, 67-68-5; hydrogen peroxide, 7722-84-1; manganese oxide, 11129-60-5, 1317-35-7; permanganate potassium, 7722-64-7; phenylhydrazine, 100-63-0, 59-88-1; polycarboxylate cement, 85898-47-1; ruthenium, 7440-18-8
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00652318_v58_n_p307_Varela

Referencias:

  • Green, J.W., Oxidative reactions and degradations (1980) The Carbohydrates: Chemistry and Biochemistry, 2nd Edn., 1 B, pp. 1101-1166. , W. Pigman and D. Horton (eds.), Academic Press, New York
  • Van Bekkum, H., Studies on selective carbohydrate oxidation (1991) Carbohydrates As Organic Raw Materials, pp. 289-310. , F. W. Lichtenthaler (Ed.), Wiley-VCH, Weinheim
  • Besemer, A.C., Van Bekkum, H., Calcium sequestering agents based on carbohydrates (1996) Carbohydrates As Organic Raw Materials III, pp. 273-293. , H. van Bekkum, H. Röper, and F. Voragen (Eds.), Wiley-VCH, Weinheim
  • Trost, B.M., Fleming, I., Oxidation (1991) Comprehensive Organic Synthesis, 7. , Pergamon, Oxford
  • Butterworth, R.F., Hanessian, S., Selected methods of oxidation in carbohydrate chemistry (1971) Synthesis, pp. 70-88
  • Brimacombe, J.S., The synthesis of rare sugars (1969) Angew. Chem. Int. Ed. Engl., 8, pp. 401-409
  • Swain, C.G., Wiles, R.A., Bader, R.F.W., Use of substituent effects on isotope effects to distinguish between proton and hydride transfers. Part I. Mechanism of oxidation of alcohols by bromine in water (1961) J. Am. Chem. Soc., 83, pp. 1945-1950
  • Vaska, L., DiLuzio, J.W., On the origin of hydrogen in metal hydride complexes formed by reaction with alcohols (1962) J. Am. Chem. Soc., 8, pp. 4989-4990
  • Rhaman, M., Rocek, J., Chromium(IV) oxidation of primary and secondary alcohols (1971) J. Am. Chem. Soc., 93, pp. 5455-5462
  • Mechanism of chromic acid oxidation of isopropyl alcohol. Evidence for oxidation (1971) J. Am. Chem. Soc., 93, pp. 5462-5464
  • Lewis, E.S., Symons, M.C.R., Mechanisms for carbon-hydrogen bond breakage (1958) Quart. Rev. Chem. Soc., 12, pp. 230-249
  • Ballinger, P., Long, F.A., Acid ionization constants of alcohols II. Acidities of some substituted methanols and related compounds (1960) J. Am. Chem. Soc., 82, pp. 795-798
  • Smith, M.B., (1994) Organic Synthesis, pp. 221-234. , Mc Graw-Hill, New York
  • Baker, B.R., Haines, A.H., Facile displacement reactions in the D-mannitol Series. I (1963) J. Org. Chem., 28, pp. 438-441
  • Lindberg, B., Slessor, K.N., The anomeric methyl D-erythro-pentopyranosid-3-uloses (1965) Carbohyr. Res., 1, pp. 492-493
  • Giese, B., (1986) Radicals in Organic Synthesis. Formation of Carbon-Carbon Bonds, pp. 17-18. , Pergamon, Oxford
  • Kochi, J.K., Electron-transfer Oxidation, p. 850. , in Ref. 3
  • Jones, G., Photochemistry and Photophysics of Organic Charge Transfer Complexes (1988) Photoinduced Electron Transfer, p. 245. , M. A. Fox and M. Chanon (Eds.), Elsevier, Amsterdam
  • Stewart, R., Mocek, M.M., The mechanisms of permanganate oxidation VII. The oxidation of fluoral hydrate (1963) Can. J. Chem., 41, pp. 1160-1169
  • Holst, G., The chemistry of bleaching and oxidizing agents (1963) Chem. Rev., 54, pp. 169-194
  • The Merck Index An Encyclopedia of Chemicals, Drugs, and Bilogicals, 10th Edn., , M. Windholz (Ed.), Merck & Co., Rhaway, NY
  • Fedoronko, M., The electrochemistry of carbohydrates and their derivatives (1974) Adv. Carbohydr. Chem. Biochem., 29, pp. 107-171
  • Chou, T.C., Do, J.S., Hwang, B.J., Jow, J.J., The roles of redox mediators in the anodic-oxidation of glucose (1987) Chem. Eng. Commun., 51, pp. 47-62
  • Subbiah, P., Jayaraman, K., Thirunavukkarasu, P., Balakrishnan, T.D., Udupa, K.S., Catalytic oxidation of lactose using electrogenerated bromide/ hypobromite redox mediator (1987) Bull. Electrochem., 3, pp. 1-453
  • (1988) Chem. Abstr., 108, p. 157927
  • Jankiewicz, B., Soloniewicz, R., Teodorczyk, M., A continuous method for electrochemical oxidation of glucose (1989) Acta Pol. Pharm., 46, pp. 39-42
  • (1990) Chem. Abstr., 112, p. 198941
  • Fatiadi, A.J., Bromine oxidation of inositols for preparation of inosose phenylhydrazones and phenylosazones (1968) Carbohydr. Res., 8, pp. 141-147
  • Larm, O., Scholander, E., Theander, O., Bromine oxidation of methyl α- and β-pyranosides of D-galactose, D-glucose and D-mannose (1976) Carbohydr. Res., 49, pp. 69-77
  • Deary, M.E., Davies, D.M., Evidence for cyclodextrin dioxiranes (1998) Carbohydr. Res., 309, pp. 17-29. , and references therein
  • Perrin, C.L., Reverse anomeric effect: Fact or fiction? (1995) Tetrahedron, 51, pp. 11901-11935
  • Isbell, H.S., Oxidation of aldoses with bromine (1962) J. Res. Nat. Bur. Stand., 66 A, pp. 233-239
  • Perlmutter-Hayman, B., Persky, A., The kinetics of oxidation of D-glucose by bromine and hypobromous acid (1960) J. Am. Chem. Soc., 82, pp. 276-283
  • Lewin, M., Bleaching and oxidation of cellulose by hypobromite and hypochlorite-bromine solutions (1965) Tappi, 48, pp. 333-343
  • Floor, M., Kieboom, A.P.G., Van Bekkum, H., Preparation and calcium complexation of oxidized polysaccharides. 1. Oxidation of maltodextrin and starch with alkaline sodium-hypochlorite (1989) Starch-Starke, 41, pp. 348-354
  • Peplow, P.V., Somers, P.J., Structural analysis by hypoiodite oxidation of periodate-oxidised carbohydrates (1972) Carbohydr. Res., 22, pp. 281-291
  • Singh, M.K., Prasad, N., Sinha, H.K., Kinetics of oxidation of galactose and mannose with iodine in alkaline media (1994) Asian J. Chem., 6, pp. 636-640
  • (1994) Chem. Abstr., 121, pp. 179998y
  • Singh, M.K., Prasad, N., Sinha, H.K., Singh, V.P., Kinetics and mechanisms of oxidation of arabinose and xylose by iodine in alkaline solutions (1993) J. Indian Chem. Soc., 70, pp. 74-75
  • (1994) Chem. Abstr., 120, p. 107576. , and references therein
  • Decker, P., Schweer, H., G.L.C. of the oxidation products of pentitols and hexitols as trifluoroacetylated O-methyloxime and O-butyloxime derivatives (1982) Carbohydr. Res., 107, pp. 1-6
  • Schweer, H., G.L.C.-M.S. of the oxidation products of pentitols and hexitols as O-butyloximes trifluoroacetates (1982) Carbohydr. Res., 111, pp. 1-7
  • Mombarg, E.J.M., Abbadi, A., Van Rantwijk, F., Van Bekkum, H., Oxidation of methyl α-D-glucopyranose and some related compounds catalysed by nickel peroxide (1996) J. Carbohydr. Chem., 15, pp. 513-522
  • Pagliaro, M., Autocatalytic oxidations of primary hydroxyl groups of cellulose in phosphoric acid with halogen oxides (1998) Carbohydr. Res., 308, pp. 311-317
  • Filgueiras, C.A.L., Balancing a chemical equation: What does it mean? (1992) J. Chem. Ed., 69, pp. 276-277
  • Regna, P.P., Caldwell, B.P., The preparation of 2-ketopolyhydroxyacids (1944) J. Am. Chem. Soc., 66, pp. 243-244
  • Isbell, H.S., Synthesis of vitamin C from peptic substances (1944) J. Res. Nat. Bur. Stand., 33, pp. 45-61
  • Jeanes, A., Isbell, H.S., Chemical reactions of the chlorites with carbohydrates (1941) J. Res. Nat. Bur. Stand., 27, pp. 125-142
  • Launer, H.F., Tomimatsu, Y., Kinetics of the chlorite-glucose reaction (1954) J. Am. Chem. Soc., 76, pp. 2591-2593
  • Whistler, R.L., Mittag, T.W., Ingle, T.R., Chlorinolysis of glycosidic bonds (1965) J. Am. Chem. Soc., 87, pp. 4218-4219
  • Mukhrjee, J., Banerji, K.K., Kinetics and mechanism of the oxidation of primary alcohols by N-bromoacetamide in acid medium (1981) J. Org. Chem., 46, pp. 2323-2326
  • Beebe, R.T., Hii, P., Reinking, P., Oxidative cleavage of 1,2-diols with N-iodosuccinimide (1981) J. Org. Chem., 46, pp. 1927-1929
  • Kiss, J., Oxidations of sugar derivatives with bromocarbamide (1964) Chem. Ind. (London), p. 73
  • Kong, X., Grindley, T.G., An improved method for the regioselective oxidation of stannylene acetals and dimerization of the α-hydroxyketone products (1993) J. Carbohydr. Chem., 12, pp. 557-571
  • Kistayya, I., Reddy, M.S., Kandlikar, S., Kinetics of Ru(III) catalyzed oxidation of aldoses by N-bromosuccinimide in aqueous acetic acid (1986) Indian J. Chem., Sect. A, 25, pp. 905-907
  • (1987) Chem. Abstr., 106, p. 176755
  • Singh, A.K., Singh, A., Saxema, M., Gupta, R., Singh, B., Kinetic studies of ruthenium(VIII) catalyzed oxidation of some hexoses by N-bromoacetamide solution (1992) Oxid. Commun., 15, pp. 56-62
  • Kistayya, T., Siddiqui, M.A.A., Kandlikar, S., Kinetics of oxidation of aldoses by N-bromosuccinimide in aqueous acetic acid (1987) Oxid. Commun., 10, pp. 11-18
  • Iyengar, T.A., Swamy, P., Mahadevappa, D.S., Kinetics and mechanism of the oxidation of some hexoses by N-chlorobenzenesulphonamide in the presence of sodium hydroxide (1990) Carbohydr. Res., 197, pp. 119-130
  • Iyengar, T.A., Swamy, P., Mahadevappa, D.S., Oxidation of some aldopentoses by chloramine-B in alkaline medium: A kinetic and mechanistic study (1990) Carbohydr. Res., 204, pp. 197-204
  • Rangappa, K.S., Raghavendra, M.P., Mahadevappa, D.S., Gowda, D.C., Kinetics and mechanism of oxidation of erythro-series pentoses and hexoses by N-chloro-p-toluensulfonamide (1998) Carbohydr. Res., 306, pp. 57-67
  • Iyengar, T.A., Mahadevappa, D.S., Oxidation of pentoses by sodium N-bromo-p-toluenesulphonamide: A kinetic and mechanistic study (1992) J. Carbohydr. Chem., 11, pp. 37-58
  • Kiviniemi, A.M., Tomperi, P., Virtanen, P.O.I., Kinetics of the oxidation of monosaccharides with bromamide-T (1994) J. Carbohydr. Chem., 13, pp. 457-463
  • Müller, W., Schneider, H.-J., Regio- and stereospecific hydroxylation of allylic hydrocarbons with substituted perbenzoic acids (1979) Angew. Chem. Int. Ed. Engl., 18, pp. 407-408
  • Mello, R., Fiorentino, M., Fusco, C., Curci, R., Oxidations by methyl (trifluoromethyl)-dioxirane. 2-Oxyfunctionalization of saturated hydrocarbons (1989) J. Am. Chem. Soc., 111, pp. 6749-6757
  • MacDonald, D.L., Fischer, H.O.L., The degradation of sugars by means of their disulfones (1952) J. Am. Chem. Soc., 74, pp. 2087-2090
  • MacDonald, D.L., Fischer, H.O.L., Degradation of aldoses by means of their disulfones (1953) Biochim. Biophys. Acta, 12, pp. 203-206
  • Barker, R., MacDonald, D.L., The disulfones derived from the dithioacetals of certain hexoses (1960) J. Am. Chem. Soc., 82, pp. 2297-2301
  • Hough, L., Taylor, T.J., The preparation of aldotetroses from aldopentoses via 1:1-diethylsulphonyl-3:4:5-trihydroxypent-1-enes (1955) J. Chem. Soc., pp. 1212-1218
  • 1:1-Diethylsulphonyl derivatives of L-rhamnose and their conversion into 5-deoxy-L-arabinose (1955) J. Chem. Soc., pp. 3544-3551
  • The disulphones derived by oxidation of the diethyl dithioacetals of D-galactose, D-mannose, and D-glucose with peroxy-propionic acid, and their conversion into aldopentoses (1956) J. Chem. Soc., pp. 970-980
  • Hough, L., Richardson, A.C., Diethylsulphonyl-(2-O-methyl-α-D-arabopyranosyl)-methane and its behaviour with base (1961) J. Chem. Soc., pp. 5561-5563
  • The nucleophilic degradation of diethylsulphonylglycopyranosylmethane derivatives (1962) J. Chem. Soc., pp. 1019-1023
  • Conformational and electronic factors influencing the nucleophilic degradation of diethylsulphonylglycopyranosylmethane derivatives (1962) J. Chem. Soc., pp. 1024-1032
  • Hall, L.D., Hough, L., Shute, S.H., Taylor, T.J., Diethylsulphonyl derivatives of D-glycero-L-manno-heptose and D-glycero-L-gluco-heptose (1965) J. Chem. Soc., pp. 1154-1160
  • Farrington, A., Hough, L., Furanoid disulphone derivatives (1971) Carbohydr. Res., 16, pp. 59-64
  • Horton, D., Norris, P., Dialkyl dithioacetals of sugars (1997) Preparative Carbohydrate Chemistry, pp. 35-52. , S. Hanessian (Ed.), Marcel Dekker, New York
  • Aspinall, G.O., King, R.R., Base-catalyzed degradations of carbohydrates. III. Formation of a novel perester from 1-O-acetyl-3-deoxy-2,4,6-tri-O-methyl-α -D-erythrohex-2-enopyranose (1973) Can. J. Chem., 51, pp. 388-393
  • Aspinall, G.O., Pawlak, Z., Base catalyzed degradations of carbohydrates. IV. Formation of 2,3-anhydro-2-methoxy-α-D-allopyranose derivatives from 3-deoxy-D-erythro-hex-2-enopyranoses (1973) Can. J. Chem., 51, pp. 394-401
  • Sakakibara, T., Tachimori, K., Sudoh, R., Kinetically controlled nucleophilic addition-reactions to methyl 4,6-O-benzylidene-2,3-dideoxy-2-nitro-α-D-erythro-hex-2-enopyranoside (1984) Carbohydr. Res., 131, pp. 197-208
  • Halcomb, R.L., Danishefsky, S.J., On the direct epoxidation of glicals: Application of a reiterative strategy for the synthesis of β-linked oligosaccharides (1989) J. Am. Chem. Soc., 111, pp. 6661-6666
  • Caviccioli, M., Mele, A., Montanari, V., Resnati, G., A stereoselective and preparative entry to 1,2-anhydrosugars through oxidation of glycals with perfluoro-cis-2,3-dialkyloxaziridines (1995) J. Chem. Soc. Chem. Commun., pp. 901-902
  • Bellucci, G., Catelani, G., Chiappe, C., D'Andrea, F., A simple and highly diasteroselective preparation of glycal epoxides using the MCPBA-KF complex (1994) Tetrahedron Lett., 35, pp. 8433-8436
  • Köll, P., Dürrfeld, R., Wolfmeier, U., Heyns, K., Abbau von kihlenhydraten Darstellung von onsäure-, uronsäure- und dialdose- derivaten durch Baeyer-Villiger oxidation von hexosulosen (1972) Tetrahedron Lett., pp. 5081-5084
  • Mereyala, H.B., Guntha, S., Stereoselective synthesis of rare (D and L) mono and disaccharides of 5-deoxyhexofuranosiduronic acids by a facile intramolecular rearrangement of hemiacetal heptanolactone alcohols (1995) Tetrahedron, 51, pp. 1741-1762
  • Arts, S.J.H.F., Mombarg, E.J.M., Van Bekkum, H., Sheldon, R.A., Hydrogen peroxide and oxygen in catalytic oxidation of carbohydrates and related compounds (1997) Synthesis, pp. 597-613
  • Isbell, H.S., Enolization and oxidation reactions of reducing sugars (1973) Carbohydrates in Solution, Advances in Chemistry, 117, pp. 70-87. , R. F. Gould (Ed.), ACS, Washington
  • Hardegger, E., Kreis, K., El Khadem, H., Oxidation einiger Mono-und Disaccharide mit Alkali und Saverstoff (1952) Helv. Chim. Acta, 35, pp. 618-623
  • Bamford, C.H., Collins, J.R., Kinetic studies on carbohydrates in alkaline conditions. I. The kinetics of the autoxidation of glucose (1950) Proc. Royal Soc. London A, 204, pp. 62-84
  • Russell, G.A., Moye, A.J., Janzen, E.G., Mak, E.G., Talaty, E.R., Oxidation of carbanions. II. Oxidation of p-nitrotoluene and derivatives in basic solution (1967) J. Org. Chem., 32, pp. 137-150
  • Gersmann, H.R., Nieuwenhuis, H.J.W., Bickel, A.F., The mechanism of autoxidations in alkaline media (1963) Tetrahedron Lett., pp. 1383-1385
  • Arthur Jr., J.C., Derivatives of cellulose. Electron spin resonance studies (1971) High Polym., 5, pp. 977-990
  • Vuorinen, T., Cleavage of the intermediate hydroperoxides in the oxidation of D-glucose and D-fructose with oxygen (1985) Carbohydr. Res., 141, pp. 319-322
  • Heyns, K., Paulsen, H., Selective catalytic oxidation of carbohydrates employing Pt catalysts (1962) Adv. Carbohydr. Chem., 17, pp. 169-221
  • Jacquet, F., Rigal, L., Gaset, A., Optimisation of production conditions for 4-hydroxy-2,6-dioxabicyclo(3,3,0)octan-8-one[1S, 4S, 5R] by catalytic oxidation (1990) J. Chem. Technol. Biotechnol., 48, pp. 493-506
  • Van Dam, H.E., Kieboom, A.P.G., Van Bekkum, H., Platinum/carbon oxidation catalysts. 7. Glucose-1-phosphate oxidation on platinum-on-carbon catalysts: Side-reactions and effects of catalysts structure on selectivity (1989) Recl. Trav. Chim. Pays-Bas, 108, pp. 404-407
  • Edye, L.A., Meehan, G.U., Richards, G.N., Platinum catalysed oxidation of sucrose (1991) J. Carbohydr. Chem., 10, pp. 11-23
  • Edye, L.A., Meehan, G.U., Richards, G.N., Influence of temperature and pH on the platinum catalysed oxidation of sucrose (1994) J. Carbohydr. Chem., 13, pp. 273-283
  • Johnson, L., Verraest, D.L., Van Haveren, J., Hakala, K., Peters, J.A., Van Bekkum, H., Methyl α-D-fructofuranoside: Synthesis and conversion into carboxylates (1994) Tetrahedron: Asymm., 5, pp. 2475-2484
  • Verraest, D.L., Peters, J.A., Van Bekkum, H., The platinum-catalyzed oxidation of inulin (1998) Carbohydr. Res., 306, pp. 197-203
  • Nakayama, M., Kimura, A., Eguchi, H., Matsui, T., (1982) Chem. Abstr., 97, pp. 39311e. , Saccharide oxides, Eur. Pat. Appl., (1982) 48,974
  • Abbadi, A., Makkee, M., Visscher, W., Van Veen, J.A.R., Van Bekkum, H., Effect of pH in the Pd-catalyzed oxidation of D-glucose to D-gluconic acid (1993) J. Carbohydr. Chem., 12, pp. 573-587
  • Besson, M., Lahmer, F., Gallezot, P., Fuertes, P., Fleche, G., Catalytic oxidation of glucose on bismuth-promoted palladium catalysts (1995) J. Catal., 152, pp. 116-121
  • Saito, H., Ohnaka, S., Fukuda, S., (1985) Chem. Abstr., 103, pp. 196366m. , Gluconic Acid, Eur. Pat. Appl. 142,725 (1985)
  • Besson, M., Gallezot, P., Lahmer, F., Fleche, G., Fuertes, P., Oxidation of glucose on palladium catalysts: Particle size and support effects (1994) Catalysis of Organic Reactions, p. 169. , J. R. Kosak and T. A. Johnson (Eds.), Marcel Dekker, New York
  • Abbadi, A., Van Bekkum, H., Highly selective oxidation of aldonic acids to 2-ketoaldonic acids over Pt-Bi and Pt-Pb catalysts (1995) Appl. Catal. A, 124, pp. 409-417
  • Horowitz, H.S., Longo, J.M., Lewandowski, J.T., Lead ruthenium oxide, Pb2[Ru2-x Pbx 4+]O6.5 (1983) Inorg. Synth., 22, pp. 69-72
  • Felthouse, T.R., Fraundorf, P.B., Friedman, R.M., Schosser, C.L., Expanded lattice ruthenium pyrochlore oxide catalysts. 1. Liquid-phase oxidations of vicinal diols, primary alcohols, and related substrates with molecular oxygen (1991) J. Catal., 127, pp. 393-420
  • Arts, S.J.H.F., Van Rantwijk, F., Sheldon, R.A., Oxidation studies of carbohydrates using molecular oxygen and a bismuth-ruthenium oxide catalyst (1996) J. Carbohydr. Chem., 15, pp. 317-329
  • Vuorinen, T., Alkali-catalyzed oxidation of D-glucose with sodium 2-anthraquinonesulfonate in ethanol-water solutions (1983) Carbohydr. Res., 116, pp. 61-69
  • Hendriks, H.E.J., Kuster, B.F.M., Marin, G.B., Global kinetics of the alkaline oxidative degradations of lactose (1994) J. Mol. Catal., 93, pp. 317-335
  • McGinnis, G.D., Prince, S.E., Biermann, C.J., Lawrimore, J.T., Wet oxidation of model carbohydrate compounds (1984) Carbohydr. Res., 128, pp. 51-60
  • Biermann, C.J., McGinnis, G.D., Ingram, L.L., Kellog, T.F., Wet oxidation of radiolabeled D-glucose (1985) Carbohydr. Res., 143, pp. 256-259
  • Whistler, R.L., Schweiger, R., Oxidation of amylopectin with hydrogen peroxide at different hydrogen ion concentrations (1959) J. Am. Chem. Soc., 81, pp. 3136-3139
  • Isbell, H.S., Frush, H.L., Martin, E.T., Reactions of carbohydrates with hydroperoxides. Part I. Oxidation of aldoses with sodium peroxide (1973) Carbohydr. Res., 26, pp. 287-295
  • Isbell, H.S., Frush, H.L., Reactions of carbohydrates with hydroperoxides. Part II. Oxidation of ketoses with the hydroperoxide anion (1973) Carbohydr. Res., 28, pp. 295-301
  • Isbell, H.S., Naves, R.G., Degradation of reducing disaccharides by alkaline hydrogen peroxide (1974) Carbohydr. Res., 36, pp. C1-C4
  • Isbell, H.S., Frush, H.L., Orhanovic, Z., Oxidation of sodium salts of alduronic and glyculosonic acids by sodium peroxide (1974) Carbohydr. Res., 36, pp. 283-291
  • Oxidation of certain cyclic carbonyl compounds with alkaline hydrogen peroxide (1975) Carbohydr. Res., 43, pp. 93-100
  • Isbell, H.S., Concurrent oxidation and reduction reactions of cyclohexanehexone, rhodizonic acid, and tetrahydroxy-1,4-benzoquinone with hydrogen peroxide (1975) Carbohydr. Res., 39, pp. C4-C7
  • Weaver, J.W., Schroeder, L.R., Thompson, N.S., Formation of organic peroxides from methyl β-D-glucopyranoside in alkaline hydrogen peroxide solutions (1976) Carbohydr. Res., 48, pp. C5-C7
  • Isbell, H.S., Frush, H.L., Naves, R., Soontracharoen, F., Degradation of 2-deoxyaldoses by alkaline hydrogen peroxide (1981) Carbohydr. Res., 90, pp. 111-122
  • Isbell, H.S., Frush, H.L., Mechanisms for hydroperoxide degradation of disaccharides and related compounds (1987) Carbohydr. Res., 161, pp. 181-193. , and references cited therein
  • Van Der Berg, R., Peters, J.A., Van Bekkum, H., Selective alkaline oxidative degradation of mono- and di-saccharides by hydrogen peroxide using borate as catalyst and protective group (1995) Carbohydr. Res., 267, pp. 65-77
  • Van Der Berg, R., Peters, J.A., Van Bekkum, H., The structure and (local) stability constants of borate esters of mono- and di-saccharides as studied by 11B and 13C NMR spectroscopy (1994) Carbohydr. Res., 253, pp. 1-12
  • Van Der Berg, R., Peters, J.A., Van Bekkum, H., Selective alkaline oxidative degradation of mono- and di-saccharides by H2O2 with borate as catalyst and protecting group (1994) J. Chem. Soc. Perkin Trans. 1, pp. 1117-1118
  • Moody, G.J., The action of hydrogen peroxide on carbohydrates and related compounds (1964) Adv. Carbohydr. Chem., 19, pp. 149-179
  • Takamoto, T., Sudoh, R., Nakagawa, T., Study on nitro sugars. Part II. Synthesis of benzyl 3,5-di-O-benzyl-2-deoxy-2-nitro-α-D-xylofuranoside and its transglycosylation with alkali (1973) Carbohydr. Res., 27, pp. 135-140
  • Tadolini, B., Cabrini, L., The influence of pH on OH scavenger inhibition of damage to deoxyribose by Fenton reaction (1990) Mol. Cell. Biochem., 94, pp. 97-104
  • Isbell, H.S., Czubarov, P., Oxidation of carbohydrates by alkaline hydrogen peroxide in the presence and in the absence of ferrous ion (1990) Carbohydr. Res., 203, pp. 287-289
  • Fraser-Reid, B., Jones, J.K.N., Perry, M.B., The demethylation of sugars with hydrogen peroxide (1961) Can. J. Chem., 39, pp. 555-563
  • DeBelder, A.N., Lindberg, B., Theander, O., The oxidation of glycosides. XVIII. The oxidation of methyl β-D-glucopyranoside with Fenton's reagent (1963) Acta Chem. Scand., 17, pp. 1012-1014
  • Kane, R.W., Timpa, J.D., A high-performance liquid chromatography study of D-cellobiose degradation under Fenton conditions (1992) J. Carbohydr. Chem., 11, pp. 779-797
  • Pigman, W.W., Browning, B.L., McPherson, W.H., Calkins, C.R., Leaf Jr., R.L., Oxidation of D-galactose and cellulose with nitric acid, nitrous acid and nitrogen oxides (1949) J. Am. Chem. Soc., 71, pp. 2200-2204
  • Laidlaw, R.A., Percival, E.G.V., The methyl ethers of the aldopentoses and of rhamnose and fucose (1952) Adv. Carbohyd. Chem., 7, pp. 1-36
  • Yackel, E.C., Kenyon, W.O., The oxidation of cellulose by nitrogen dioxide (1942) J. Am. Chem. Soc., 64, pp. 121-127
  • Unruh, C.C., Kenyon, W.O., Investigation of the properties of cellulose oxidized by nitrogen dioxide (1942) J. Am. Chem. Soc., 64, pp. 127-131
  • Jihai, L., Shengyu, F., Production of oxalic acid with nitrogen dioxide (1989) Chem. Ind. (London), p. 423
  • Assarsson, A., Theander, O., The oxidation of glycosides. XIV. The oxidation of methyl β-D-glucopyranoside with nitrogen dioxide (1964) Acta Chem. Scand., 18, pp. 553-580
  • Painter, T.J., Preparation and periodate oxidation of C-6-oxycellulose: Conformational interpretation of hemiacetal stability (1977) Carbohydr. Res., 55, pp. 95-103
  • Painter, T.S., Cesào, A., Delben, F., Paoletti, S., New glucuronoglucans obtained by oxidation of amylose at position 6 (1985) Carbohydr. Res., 140, pp. 61-68
  • Betocchi, C., Konowicz, P., Signore, S., Zanetti, F., Fabbiani, A., Paoletti, S., Crescenzi, V., Synthesis and characterization of polyglucuronan (1995) Carbohydr. Polym., 27, pp. 295-297
  • De Nooy, A.E.J., Pagliano, M., Van Bekkum, H., Besemer, A.C., Autocatalytic oxidation of primary hydroxyl functions in glucans with nitrogen oxides (1997) Carbohydr. Res., 304, pp. 117-123
  • De Nooy, A.E.J., Besemer, A.C., Van Bekkum, H., On the use of stable organic nitroxyl radicals for the oxidation of primary and secondary alcohols (1996) Synthesis, pp. 1153-1174
  • De Nooy, A.E.J., Besemer, A.C., Van Bekkum, H., Highly selective nitroxyl radical-mediated oxidation of primary alcohol groups in water-soluble glucans (1995) Carbohydr. Res., 269, pp. 89-98
  • De Nooy, A.E.J., Rori, V., Masci, G., Dentini, M., Crescenzi, V., Synthesis and preliminary characterisation of charged derivatives and hydrogels from scleroglucan (2000) Carbohydr. Res., 324, pp. 116-126
  • Schnatbaum, K., Shafer, H.J., Electroorganic synthesis. 66: Selective anodic oxidation of carbohydrates mediated by TEMPO (1999) Synthesis, pp. 864-872
  • Lemoine, S., Thomazean, C., Jonnard, D., Trombotto, S., Descotes, G., Bouchu, A., Queneau, Y., Sucrose tricarboxylate by sonacatalysed TEMPO-mediated oxidation (2000) Carbohydr. Res., 326, pp. 176-184
  • Thaburet, J.-F., Merbouh, N., Ibert, M., Marsais, F., Queguiner, G., TEMPO-mediated oxidation of maltodextrins and D-glucose: Effect of pH on the selectivity and sequestring ability of the resulting polycarboxylates (2001) Carbohydr. Res., 330, pp. 21-29
  • Bragd, P.L., Besemer, A.C., Van Bekkum, H., Bromide-free TEMPO-mediated oxidation of primary alcohol groups in starch and methyl α-D-glucopyranoside (2000) Carbohydr. Res., 328, pp. 355-363
  • Angyal, S.J., James, K., Oxidation of carbohydrates with chromium trioxide in acetic acid. I. Glycosides (1970) Aust. J. Chem., 23, pp. 1209-1221
  • Oxidation of carbohydrates with chromium trioxide in acetic acid. II. Acetals. A new synthesis of ketoses (1971) Aust. J. Chem., 24, pp. 1219-1227
  • Angyal, S.J., Evans, M.E., Oxidation of carbohydrates with chromium trioxide in acetic acid. III. Synthesis of the 3-hexuloses (1972) Aust. J. Chem., 25, pp. 1495-1512
  • Bertolini, M., Glaudemans, C.P.J., The chloroacetyl group in synthetic carbohydrate chemistry (1970) Carbohydr. Res., 15, pp. 263-270
  • Angyal, S.J., James, K., Oxidative demethylation with chromium trioxide in acetic acid (1970) Carbohydr. Res., 12, pp. 147-149
  • Hoffman, J., Lindberg, B., Svensson, S., Determination of the anomeric configuration of sugar residues in acetylated oligo- and poly-saccharides by oxidation with chromium trioxide in acetic acid (1972) Acta Chem. Scand., 26, pp. 661-666
  • Wu, G.Y., Sugihara, J.M., The effect of stereochemistry on the oxidation of substituted hexitols (1970) Carbohydr. Res., 13, pp. 89-95
  • Arrick, R.E., Baker, D.C., Horton, D., Chromium trioxide-dipyridine complex as an oxidant for partially protected sugars; preparation of aldehydo and certain keto sugar derivatives (1973) Carbohydr. Res., 26, pp. 441-447
  • Cecovick, Z., Tokic, Z., Oxidation of the monoesters of 1,4-3,6-dianhydro-D-hexitols to the corresponding keto esters (1994) J. Serb. Chem. Soc., 59, pp. 345-352
  • (1994) Chem. Abstr., 121, p. 205811
  • Benhaddou, R., Czernecki, S., Farid, W., Ville, G., Xie, J., Zegar, A., Tetra-n-propyl-ammonium tetraoxo-ruthenate(VII): A reagent of choice for the oxidation of diversely protected glycopyranoses and glycofuranoses to lactones (1994) Carbohydr. Res., 260, pp. 243-250
  • Agrawal, G.L., Tiwari, S., Pyridinium chlorochromate: Kinetic and synthetic aspects (1992) Asian J. Chem. Rev., 31, pp. 42-51
  • (1992) Chem. Abstr., 117, p. 25588
  • Sen Gupta, K.K., Basu, S.N., Mechanism of the reactions involving carbohydrate molecules of biological significance (1992) Top. Chem. Ser., 1 (Chemical Kinetics and Reaction Mechanism), pp. 165-172
  • (1993) Chem. Abstr., 118, p. 234342
  • Sala, L.F., Signorella, S., Rizzotto, M., Frascaroli, M.I., Gandolfo, F., Oxidation of L-rhamnose and D-mannose by Cr(VI) in perchloric acid, a comparative study (1992) Can. J. Chem., 70, pp. 2046-2052
  • Daier, V., Signorella, S., Rizzotto, M., Frascaroli, M.I., Palopoli, C., Brondino, C., Salas-Peregrin, J.M., Sala, L.F., Kinetics and mechanism of the reduction of Cr(VI) to Cr(III) by D-ribose and 2-deoxy-D-ribose (1999) Can. J. Chem., 77, pp. 57-64
  • Signorella, S., Daier, V., Garcia, S., Cargnello, R., González, J.C., Rizzotto, M., Sala, L.F., The relative ability of aldoses and deoxyaldoses to reduce Cr VI and CrV. A comparative kinetic and mechanistic study (1999) Carbohydr. Res., 316, pp. 14-25
  • Rizzotto, M., Signorella, S., Frascaroli, M.I., Daier, V., Sala, L.F., Chromic oxidation of 2-deoxy-D-glucose. Comparative study with aldoses. Part I (1995) J. Carbohlydr. Chem., 14, pp. 45-51
  • Signorella, S., Rizzotto, M., Daier, V., Frascaroli, M.I., Palopoli, C., Martino, D., Boussecksou, A., Sala, L.F., Comparative study of oxidation by chromium (V) and chromium (VI) (1996) J. Chem. Soc. Dalton Trans., pp. 1607-1611
  • Signorella, S., Lafarga, R., Daier, V., Sala, L.F., The reduction of CrVI to CrIII by α and β anomers of D-glucose in dimethyl sulfoxide. A comparative kinetic and mechanistic study (2000) Carbohydr. Res., 324, pp. 127-135
  • Lindberg, B., Theander, O., The occurrence of 3-oxoglucose units in oxidised cellulose (1957) Acta Chem. Scand., 11, pp. 1355-1358
  • Horton, D., Just, E.K., Preparation from chitin of (1→4)-2-amino-2-deoxy-β -D-glucopyranuronan and its 2-sulfoamino analog having blood-anticoagulant properties (1973) Carbohydr. Res., 29, pp. 173-179
  • Pfitzner, K.E., Moffatt, J.G., The synthesis of nucleoside-5′ aldehydes (1963) J. Am. Chem. Soc., 85, p. 3027
  • A new selective oxidation of alcohols (1963) J. Am. Chem. Soc., 85, pp. 3027-3028
  • Lee, T.V., Oxidation Adjacent to Oxygen of Alcohols by Activated DMSO Methods, pp. 291-303. , Ref. 3
  • Ward, D.J., Szarek, W.A., Jones, J.K.N., An evaluation of methods for the preparation of 1,2:3,4-di-O-isopropylidene-α-D-galacto-hexodialdo-1,5-pyranose. Oxidation of 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose with lead tetraacetate/pyridine (1972) Carbohydr. Res., 21, pp. 305-308
  • Lichtenthaler, F.W., Unsaturated glycopyranosiduloses (1972) Methods Carbohydr. Chem., 6, pp. 348-350
  • Mackie, D.M., Perlin, A.S., Synthesis of α,β-unsaturated, carbonyl sugar derivatives by methyl sulfoxide oxidation and elimination (1972) Carbohydr Res., 24, pp. 67-85
  • Lindberg, B., Slessor, K.N., The anomeric methyl D-erythro-pentopyranosid-3-uloses (1966) Carbohydr. Res., 1, pp. 492-493
  • Beynon, P.J., Collins, P.M., Gardiner, D., Overend, W.G., A study of ruthenium tetraoxide as an oxidant for alcohols (1968) Carbohydr. Res., 6, pp. 431-435
  • Parikh, V.M., Jones, J.K.N., Oxidation of sugars with ruthenium dioxide-sodium periodate: A simple method for the preparation of substituted keto sugars (1965) Can. J. Chem., 43, pp. 3452-3453
  • Hall, R.H., Bischofberger, K., The preparation of aldonolactones and lactols by oxidation of aldoses with ruthenium(VIII) oxide (1978) Carbohydr. Res., 65, pp. 139-143
  • Baker, D.C., Horton, D., Tindall Jr., C.G., D-Allose from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose by way of 1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranos-3-ulose hydrate (1976) Methods Carbohydr. Chem., 7, pp. 3-6
  • Stevens, C.L., Bryant, C.P., Oxidation with ruthenium dioxide and hypochlorite (methyl 6-deoxy-2,3-O-isopropylidene-α-D-ribo-hexopyranosid-4-ulose) (1972) Methods Carbohydr. Chem., 6, pp. 337-341
  • Arts, S.J.H.F., Van Rantwijk, F., Sheldon, R.A., Oxidation of methyl 4,6-O-isopropylidene-α-D-glucopyranoside as a model compound for starch (1994) J. Carbohydr. Chem., 13, pp. 851-857
  • Neyhart, G.A., Cheng, C., Thorp, H.H., Kinetics and mechanism of the oxidation of sugars and nucleotides by oxoruthenium(IV): Model studies for predicting cleavage patterns in polymeric DNA and RNA (1995) J. Am. Chem. Soc., 117, pp. 1463-1471
  • Ref. 3, pp. 236-240, 308-310, 542, 564, and 587; Ref. 10, pp. 217, 218, and 281-283; Kochetkov, N.K., Dmitriev, B.A., Application of the Wittig reaction to the synthesis of higher sugars (1972) Methods Carbohydr. Chem., 6, pp. 150-153
  • Sen Gupta, K.K., Sanyal, A., Tribedi, P.S., Sen Gupta, S., Kinetic behaviour and relative reactivities of some aldoses, amino sugars and methylated sugars towards permanganate in perchloric acid medium (1993) J. Chem. Res., S, pp. 484-485
  • Rao, K.V., Rao, M.T., Adinarayana, M., Oxidation of some monosaccharides by hexavalent manganese in aqueous alkaline medium: A kinetic and mechanistic study (1995) Int. J. Chem. Kinet., 27, pp. 555-560
  • Bose, J.L., Foster, A.B., Stacey, M., Webber, J.M., Action of manganese dioxide on simple carbohydrates (1959) Nature, 184, pp. 1301-1303
  • Bose, J.L., Foster, A.B., Salim, N., Stacey, M., Webber, J.M., Action of manganese dioxide on carbohydrates. I: Some disaccharides (1961) Tetrahedron, 14, pp. 201-207
  • Barek, J., Berka, A., Pokorna-Hladikova, A., Oxidation of organic substrates by trivalent manganese compounds. XX. Oxidation of galactose by manganese(III) sulfate (1982) Collect. Czech. Chem. Commun., 47, pp. 2466-2477
  • Fadnis, A.G., Metal-ion oxidation reactions of monosaccharides: A kinetic study (1986) Carbohydr. Res., 146, pp. 97-105
  • Reddy, K.N., Reddy, K.R., Rajanna, K.C., Saiprakash, P.K., Oxidation of epimeric aldo-, and D-, L-ketohexoses by tervalent manganese in sulfuric acid media: A kinetic approach (1996) Oxid. Commun., 19, pp. 381-389
  • Bhatnagar, R.P., Fadnis, A.G., Metal ion oxidations of reducing sugars; kinetic approaches to mechanistic pathways (1986) J. Sci. Ind. Res., 45, pp. 90-95
  • (1986) Chem. Abstr., 105, p. 6676
  • Kaiwar, S.P., Raghaban, M.S.S., Rao, C.P., In vitro reducing abilities towards chromate of various hydroxy-containing compounds, including saccharides and their derivatives (1994) Carbohydr. Res., 256, pp. 29-40
  • Sen Gupta, K.K., Basu, S.N., Kinetics and mechanism of oxidation of D-glucose and D-ribose by chromium(VI) and vanadium(V) in perchloric acid medium (1980) Carbohydr. Res., 80, pp. 223-232
  • Sen Gupta, K.K., Basu, S.N., Kinetics and mechanism of oxidation of D-erythrose and DL-glyceraldehyde by chromium(VI) and vanadium(V) in perchloric acid medium (1980) Carbohydr. Res., 86, pp. 7-16
  • Tracey, A.S., Gresser, M.J., Vanadium(V) oxyanions: Interactions of vanadate with cyclic diols and monosaccharides (1988) Inorg. Chem., 27, pp. 2695-2702
  • Vanadium(V) oxyanions: The esterification of ethanol with vanadate (1995) J. Am. Chem. Soc, 107, pp. 4215-4220
  • Virtanen, P.O.I., Kunokkanen, T., Rauma, T., Effect of pressure on the rates of oxidation of monosaccharides with vanadium(V) (1988) Carbohydr. Res., 180, pp. 29-33
  • Virtanen, P.O.I., Oikarinen, O., Nevala, H., Vanadium(V), Part XXI. A comparison of the rates of oxidation of monosaccharides and selected model compounds with vanadium(V) (1989) J. Carbohydr. Chem., 8, pp. 313-318
  • Bandwar, R.P., Rao, C.P., Relative reducing abilities in vitro of some hydroxy-containing compounds, including monosaccharides, towards vanadium(V) and molybdenum(VI) (1995) Carbohydr. Res., 277, pp. 197-207
  • Sen Gupta, K.K., Sen Gupta, S., Mahapatra, A., Kinetics and mechanism of the oxidation of some aldoses by cerium(IV) (1989) J. Carbohydr. Chem., 8, pp. 713-722
  • Sen Gupta, K.K., Basu, S.N., Kinetics and mechanism of oxidation of some aldoses by vanadium(V) in perchloric acid medium (1979) Carbohydr. Res., 72, pp. 139-149
  • Virtanen, P.O.I., Lindroos, R., Oikarinen, E., Vaskuri, J., Kinetics of oxidation of monosaccharides with cerium(IV) (1987) Carbohydr. Res., 167, pp. 29-37
  • Fadnis, A., Shrivastava, S.K., Kinetics of oxidation of aldoses by thallium(III) in acid perchlorate medium (1982) Carbohydr. Res., 102, pp. 23-29
  • Shukla, S.N., Kesarwani, R.N., The kinetics and mechanism of oxidation of maltose and lactose by Tl(III) in acid media (1984) Carbohydr. Res., 133, pp. 319-323
  • Sen Gupta, K.K., Sen Gupta, S., Chatterjee, U., Tarafder, A., Samanta, T., Sharma, U., Kinetics of oxidation of D-glucose by hexachloroiridate(IV) and tetrachloroaurate(III) (1983) Carbohydr. Res., 117, pp. 81-87
  • Sen Gupta, K.K., Chatterjee, U., Mahapatra, A., Kinetics of oxidation of some aldoses by hexachloroiridate(IV) (1988) J. Chem. Res., S, pp. 260-261
  • Sen Gupta, K.K., Tarafder, A., Mahapatra, A., Kinetics of oxidation of some aldoses by tetrachloroaurate(III) (1987) J. Chem. Res., S, pp. 306-307
  • Sen Gupta, K.K., Chatterjee, U., Basu, S.N., Kinetics of oxidation of D-glucose 6-phosphate by hexachloroiridate(IV) and tetrachlorourate(III) (1984) Carbohydr. Res., 126, pp. 321-325
  • Sala, L.F., Ciullo, L., Lafarga, R., Signorella, S., Kinetics and mechanism of the oxidation of D-galactose by copper(II) in acidic medium (1995) Polyhedron, 14, pp. 1207-1211
  • Signorella, S., Lafarga, R., Ciullo, L., Sala, L.F., Oxidation of D-glucose by Cu(II) in acidic medium (1994) Carbohydr. Res., 259, pp. 35-43
  • Martinez, P., Zuluaga, J., Sieiro, S., Kinetic-thermodynamic study of the complexation of ascorbic acid with cupric ions (1984) An. Quim. A., 80, pp. 179-182
  • Sing, R.S., A study of entropy of activation in the oxidation of some sugars by Cu (II) in presence of ammonium hydroxide (1993) Acta Cienc. Indica. Chem., 19, pp. 54-56
  • (1995) Chem. Abstr., 123, p. 199242
  • Gupta, K.C., Panday, S.P., Kinetics and mechanism of the oxidation of melibiose and cellobiose by tetraamminecopper (2+) in ammoniacal and buffered medium (1985) Z. Phys. Chem. (Leipzig), 266, pp. 787-792
  • Singh, A.K., Sisodia, A.K., Parmar, A., Saxena, M., Bajpai, P.S., Spectrophotometric studies in kinetics and mechanism of oxidation of D-fructose by Cu(C5H5N)2+ 4 in presence of free pyridine (1986) Natl. Acad. Sci. Lett. (India), 9, pp. 309-312
  • (1987) Chem. Abstr., 107, p. 96992
  • Fétizon, M., Golfier, M., Louis, J.M., Highly selective oxidations of diols by silver carbonate (1969) Chem. Commun., p. 1102
  • A new synthesis of lactones: Application to (±)-mevalonolactone (1969) Chem. Commun., pp. 1118-1119
  • Lee, J.B., Clarke, T.G., Silver 11 complexes as oxidising agents (1967) Tetrahedron Lett., pp. 415-418
  • Wong, C.-H., Halcomb, R.L., Ichikawa, Y., Kajimoto, T., Enzymes in organic synthesis: Application to the problems of carbohydrate recognition. Part 1 (1995) Angew. Chem. Int. Ed. Engl., 34, pp. 412-432
  • Enzymes in organic synthesis: Application to the problems of carbohydrate recognition. Part 2 (1995) Angew. Chem. Int. Ed. Engl., 34, pp. 521-546
  • Fang, J.-M., Lin, C.-H., Bradshaw, C.W., Wong, C.-H., Enzymes in organic synthesis: Oxidoreductions (1995) J. Chem. Soc., Perkin Trans. 1, pp. 967-978
  • Sniegoski, L.T., Frush, H.L., Isbell, H.L., Tritium-labelled compounds VII. Isotope effects in the oxidation of D-mannitol-14C and D-mannitol-t to D-fructoses (1961) J. Res. Nat. Bar. Stand., 65 A, pp. 441-449
  • Keilin, D., Hartree, E.F., Specificity of glucose oxidase (Notatin) (1952) Biochem. J., 50, pp. 331-341
  • Bentley, R., Neuberger, A., The mechanism of the action of Notatin (1949) Biochem. J., 45, pp. 584-590
  • Linek, V., Sobotka, M., Dynamic method for measuring aeration capacity in glucose-glucose oxidase systems (1973) Collect. Czech. Chem. Commun., 38, pp. 2819-2822
  • Mühlbauer, M.J., Guilbeau, E.J., Tower, B.C., Model for a thermoelectric enzyme glucose sensor (1989) Anal. Chem., 61, pp. 77-83
  • Strecker, H.J., Korkes, S., Glucose dehydrogenase (1952) J. Biol. Chem., 196, pp. 769-784
  • Maradufu, A., Cree, G.M., Perlin, A.S., Stereochemistry of dehydrogenation by D-galactose oxidase (1971) Can. J. Chem., 49, pp. 3429-3437
  • Maradufu, A., Perlin, A.S., Dimeric nature of the aldehyde produced from methyl β -D-galactopyranoside by D-galactose oxidase (1974) Carbohydr. Res., 32, p. 127
  • Kosman, D.J., Driscoll, J.J., Solvent exchangeable protons and the activation of molecular oxygen: The galactose oxidase reaction (1988) Prog. Clin. Biol. Res., 274, pp. 251-267
  • Root, R.L., Durrwachter, J.R., Wong, C.-H., Enzymatic synthesis of unusual sugars: Galactose oxidase catalysed stereospecific oxidaton of polyols (1985) J. Am. Chem. Soc., 107, pp. 2997-2999
  • Akulov, G.P., Korsakova, N.A., Kudelin, B.K., Use of kinetic isotope effects in enzymatic oxidation of D-[6- 3H]galactose for increasing its molar activity (1989) J. Labelled Comp. Radiopharm., 27, pp. 803-810
  • Rogers, J.K., Thompson, N.S., The oxidation of D-galactopyranosyl residues of polysaccharides to D-galactopyranosyluronic acid residues (1968) Carbohydr. Res., 7, pp. 66-75
  • Myers, J.S., Gabriel, O., Specific conversion of D-galacturonic acid residues in glycoproteins: A facile method for carbohydrate linkage-analysis (1978) Carbohydr. Res., 67, pp. 223-234
  • Huwig, A., Daneel, H.J., Giffhorn, F., Laboratory procedures for producing 2-keto-D-fructose from D-glucose, D-xylose and L-sorbose with inmobilized pyranose oxidase of Peniperora gigantea (1994) J. Biotechnol., 32, pp. 309-315
  • Volc, J., Sedmera, P., Havlicek, V., Prikrylová, V., Daniel, G., D-erythro-hexos-2,3-diulose (2,3-diketo-D-glucose) by enzyme preparations from the basidiomycete Oudemansiella mucida (1995) Carbohydr. Res., 278, pp. 59-70
  • Volc, J., Sedmera, P., Halada, P., Prikrylová, V., Daniel, G., C-2 and C-3 oxidation of D-Glc, and C-2 oxidation of D-Gal by pyranose dehydrogenase from Agaricus bisporus (1998) Carbohydr. Res., 310, pp. 151-156
  • Li Yinan, E., Feather, M.S., The conversion of D-xylose to xylitol and D-xylonic acid by a bovine lens preparation (1994) J. Carbohydr. Chem., 13, pp. 499-505

Citas:

---------- APA ----------
(2003) . Oxidative reactions and degradations of sugars and polysaccharides. Advances in Carbohydrate Chemistry and Biochemistry, 58, 307-369.
http://dx.doi.org/10.1016/S0065-2318(03)58006-4
---------- CHICAGO ----------
Varela, O. "Oxidative reactions and degradations of sugars and polysaccharides" . Advances in Carbohydrate Chemistry and Biochemistry 58 (2003) : 307-369.
http://dx.doi.org/10.1016/S0065-2318(03)58006-4
---------- MLA ----------
Varela, O. "Oxidative reactions and degradations of sugars and polysaccharides" . Advances in Carbohydrate Chemistry and Biochemistry, vol. 58, 2003, pp. 307-369.
http://dx.doi.org/10.1016/S0065-2318(03)58006-4
---------- VANCOUVER ----------
Varela, O. Oxidative reactions and degradations of sugars and polysaccharides. Adv. Carbohydr. Chem. Biochem. 2003;58:307-369.
http://dx.doi.org/10.1016/S0065-2318(03)58006-4