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Volumn 23, Issue 4, 2011, Pages 338-354

Investigations on the formose reaction with partial formaldehyde conversion: A chance for the production of synthetic carbohydrates

Author keywords

Formose reaction; Monosaccharide; Partial conversion; Selectivity; Space mission; Synthetic carbohydrate

Indexed keywords


EID: 84859811300     PISSN: 2079052X     EISSN: 20790538     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (2)

References (57)
  • 2
    • 0006227421 scopus 로고
    • Evidence for a Hydride Shift in the Alkaline Rearragements of D-Ribose
    • Barker, R. and W. B. Gleason. 1971. Evidence for a Hydride Shift in the Alkaline Rearragements of D-Ribose. Can. J. Chem. 49:1433-1440.
    • (1971) Can. J. Chem. , vol.49 , pp. 1433-1440
    • Barker, R.1    Gleason, W.B.2
  • 3
    • 0010833786 scopus 로고
    • Oxidation of Pentoses in Alkaline Solution
    • Barker, R. and W. B. Gleason. 1971. Oxidation of Pentoses in Alkaline Solution. Can. J. Chem. 49:1425-1432.
    • (1971) Can. J. Chem. , vol.49 , pp. 1425-1432
    • Barker, R.1    Gleason, W.B.2
  • 4
    • 0016245316 scopus 로고
    • New reactions of PF and formaldehyde with inorganic compounds
    • Becker, R. S., T. Bercovici, and K. Hong. 1974. New reactions of PF and formaldehyde with inorganic compounds. J. Mol. Evol. 4:173-178.
    • (1974) J. Mol. Evol. , vol.4 , pp. 173-178
    • Becker, R.S.1    Bercovici, T.2    Hong, K.3
  • 5
    • 33947454369 scopus 로고
    • The kinetics of hexose formation from trioses in alkaline solution
    • Berl, W. G. and C. E. Feazel. 1951. The kinetics of hexose formation from trioses in alkaline solution. J. Am. Chem. Soc. 73:2054-2057.
    • (1951) J. Am. Chem. Soc. , vol.73 , pp. 2054-2057
    • Berl, W.G.1    Feazel, C.E.2
  • 6
    • 0015962986 scopus 로고
    • Growth of microorganisms on chemically synthesized carbohydrate ('Formose') syrups
    • Bok, S. H. and A. L. Demain. 1974. Growth of microorganisms on chemically synthesized carbohydrate ('Formose') syrups. Biotechnol. Bioeng. 16:209-230.
    • (1974) Biotechnol. Bioeng. , vol.16 , pp. 209-230
    • Bok, S.H.1    Demain, A.L.2
  • 7
    • 49749205718 scopus 로고
    • On the mechanism of the formose reaction
    • Breslow, R. 1959. On the mechanism of the formose reaction. Tetrahedron Lett. 21:22-26.
    • (1959) Tetrahedron Lett , vol.21 , pp. 22-26
    • Breslow, R.1
  • 8
    • 77953587668 scopus 로고
    • Bildung einer zuckerartigen Substanz durch Synthese
    • Butlerow, A. 1861. Bildung einer zuckerartigen Substanz durch Synthese. Liebigs Ann. Chem. 120:295-298.
    • (1861) Liebigs Ann. Chem. , vol.120 , pp. 295-298
    • Butlerow, A.1
  • 10
    • 0345195851 scopus 로고
    • Reactions in the formol biod: the origin of the branched-chains of isoprenoids, valine, and leucines
    • Decker, P. and H. Schweer. 1984. Reactions in the formol biod: the origin of the branched-chains of isoprenoids, valine, and leucines. Origin of Life 14:335-342.
    • (1984) Origin of Life , vol.14 , pp. 335-342
    • Decker, P.1    Schweer, H.2
  • 11
    • 4444254313 scopus 로고    scopus 로고
    • Formation of 3-hexuloses in aldol reactions, analysis of the products as their O-isopropylidene derivatives by GC-MS
    • Ekeberg, D. and S. Morgenlie. 2004. Formation of 3-hexuloses in aldol reactions, analysis of the products as their O-isopropylidene derivatives by GC-MS. Carbohydr. Res. 339:2171-2176.
    • (2004) Carbohydr. Res. , vol.339 , pp. 2171-2176
    • Ekeberg, D.1    Morgenlie, S.2
  • 12
    • 66049133265 scopus 로고    scopus 로고
    • Analysis of formose sugar and formaldehyde by highperformance liquid chromatography
    • Iqbal, M. Z. and S. Novalin. 2009. Analysis of formose sugar and formaldehyde by highperformance liquid chromatography. J. Chromatogr. A. 1216:5116-5121.
    • (2009) J. Chromatogr. A. , vol.1216 , pp. 5116-5121
    • Iqbal, M.Z.1    Novalin, S.2
  • 13
    • 0010979991 scopus 로고
    • Selective Formose Reaction initiated by Photo- and γ-irradiation
    • Irie, S. 1984. Selective Formose Reaction initiated by Photo- and γ-irradiation. Chem. Lett. 13:2153-2156.
    • (1984) Chem. Lett. , vol.13 , pp. 2153-2156
    • Irie, S.1
  • 14
    • 77149164140 scopus 로고    scopus 로고
    • The silicate-mediated formose reaction: Bottom-Up synthesis of sugar silicates
    • Joseph, B. Lambert, A. Senthil, G. Thangavelu and K. Ma. 2010. The silicate-mediated formose reaction: Bottom-Up synthesis of sugar silicates. Science 327:984-986.
    • (2010) Science , vol.327 , pp. 984-986
    • Lambert, J.B.1    Senthil, A.2    Thangavelu, G.3    Ma, K.4
  • 16
    • 24044453628 scopus 로고
    • Homogeneously catalyzed formaldehyde condensation to carbohydrates IV. Alkaline earth hydroxide catalysts used with glycolaldehyde co-catalyst
    • Khomenko, T. I., O. A. Golovina, M. M. Shakharov and O. A. Krylov. 1976. Homogeneously catalyzed formaldehyde condensation to carbohydrates. IV. Alkaline earth hydroxide catalysts used with glycolaldehyde co-catalyst. J. Catal. 45: 356-366.
    • (1976) J. Catal. , vol.45 , pp. 356-366
    • Khomenko, T.I.1    Golovina, O.A.2    Shakharov, M.M.3    Krylov, O.A.4
  • 19
    • 19944415654 scopus 로고    scopus 로고
    • Prebiotic carbohydrate synthesis: Zinc-proline catalyzes direct aqueous aldol reactions of α-hydroxy aldehydes and ketones
    • Kofoed, J., Jean-L. Reymond, and T. Darbre. 2005. Prebiotic carbohydrate synthesis: Zinc-proline catalyzes direct aqueous aldol reactions of α-hydroxy aldehydes and ketones. Org. Biomol. Chem. 3:1850-1855.
    • (2005) Org. Biomol. Chem. , vol.3 , pp. 1850-1855
    • Kofoed, J.1    Reymond, J.-L.2    Darbre, T.3
  • 20
    • 84859841445 scopus 로고
    • Über die Beschleunigung der Formaldehyd-Kondensation mit organischen Katalysatoren
    • Langenbeck, W. 1949. Über die Beschleunigung der Formaldehyd-Kondensation mit organischen Katalysatoren. Angew. Chem. 61:186-188.
    • (1949) Angew. Chem. , vol.61 , pp. 186-188
    • Langenbeck, W.1
  • 23
    • 33947437584 scopus 로고
    • The chemical reactions of pentaerythritol and its derivatives
    • Marrian, S. F. 1948. The chemical reactions of pentaerythritol and its derivatives. Chem. Rev. 43(1):149-202.
    • (1948) Chem. Rev. , vol.43 , Issue.1 , pp. 149-202
    • Marrian, S.F.1
  • 24
    • 45949124025 scopus 로고
    • Homogeneous catalytic condensation of methylene glycol (the formose reaction). Effects of oxygen and reducing sugars
    • Maurer, H. W., J. N. Bemiller and G. V. Smith. 1987. Homogeneous catalytic condensation of methylene glycol (the formose reaction). Effects of oxygen and reducing sugars. J. Catal. 103: 239-248.
    • (1987) J. Catal. , vol.103 , pp. 239-248
    • Maurer, H.W.1    Bemiller, J.N.2    Smith, G.V.3
  • 26
    • 84859813679 scopus 로고
    • One-step synthesis of straight-chain carbohydrates from formaldehyde and syngas
    • Okano, T., H. Ito, H. Konishi and J. Kiji. 1986. One-step synthesis of straight-chain carbohydrates from formaldehyde and syngas. Chem. Lett. 15:1731-1735.
    • (1986) Chem. Lett. , vol.15 , pp. 1731-1735
    • Okano, T.1    Ito, H.2    Konishi, H.3    Kiji, J.4
  • 27
    • 14844353999 scopus 로고    scopus 로고
    • Kinetics of oligomerization reactions in formaldehyde solutions: NMR experiments up to 373 K and thermodynamically consistent model
    • Ott, M., H. H. Fischer, M. Maiwald, K. Albert, H. Hasse. 2005. Kinetics of oligomerization reactions in formaldehyde solutions: NMR experiments up to 373 K and thermodynamically consistent model. Chem. Eng. Process: Process Intensification. 44:653-660.
    • (2005) Chem. Eng. Process: Process Intensification. , vol.44 , pp. 653-660
    • Ott, M.1    Fischer, H.H.2    Maiwald, M.3    Albert, K.4    Hasse, H.5
  • 28
    • 24044451445 scopus 로고
    • Branched-chain carbohydrate structures resulting from formaldehyde condensation
    • Partridge, R. D., A. H. Weiss and D. Todd. 1972. Branched-chain carbohydrate structures resulting from formaldehyde condensation. Carbohydr. Res. 24:29-44.
    • (1972) Carbohydr. Res. , vol.24 , pp. 29-44
    • Partridge, R.D.1    Weiss, A.H.2    Todd, D.3
  • 29
    • 27644573487 scopus 로고    scopus 로고
    • Putative mechanism of the sugar formation on prebiotic Earth initiated by UVradiation
    • Pestunova, O., A. Simonov, V. Snytnikov, V. Stoyanovsky and V. Parmon. 2005. Putative mechanism of the sugar formation on prebiotic Earth initiated by UVradiation. Adv. Space Res. 36:214-219.
    • (2005) Adv. Space Res. , vol.36 , pp. 214-219
    • Pestunova, O.1    Simonov, A.2    Snytnikov, V.3    Stoyanovsky, V.4    Parmon, V.5
  • 30
    • 84957138156 scopus 로고
    • Kinetik und Reaktions-Mechanismus der Formaldehyd - Kondensation
    • Pfeil, E. and G. Schroth. 1952. Kinetik und Reaktions-Mechanismus der Formaldehyd - Kondensation. Chemie Berichte. 85:293-307.
    • (1952) Chemie Berichte , vol.85 , pp. 293-307
    • Pfeil, E.1    Schroth, G.2
  • 31
    • 49649141253 scopus 로고
    • Fundamental studies on the interaction of alkaline-earth metals with carbohydrates I. Reaction of -glucose and maltose with the hydroxides of barium, calcium, and strontium
    • Roy, N. and A. K. Mitra. 1972. Fundamental studies on the interaction of alkaline-earth metals with carbohydrates I. Reaction of -glucose and maltose with the hydroxides of barium, calcium, and strontium. Carbohydr. Res. 24:175-179.
    • (1972) Carbohydr. Res. , vol.24 , pp. 175-179
    • Roy, N.1    Mitra, A.K.2
  • 32
    • 84896298097 scopus 로고
    • Die Bildung von Zuckern aus Formaldehyd unter der Einwirkung von Laugen
    • Ruckert, H. and E. Pfeil. 1961. Die Bildung von Zuckern aus Formaldehyd unter der Einwirkung von Laugen. Annalen. 641:121-131.
    • (1961) Annalen , vol.641 , pp. 121-131
    • Ruckert, H.1    Pfeil, E.2
  • 34
    • 84859873217 scopus 로고
    • Über die Wärmetönung der Aldolkondensation der Hexose-1-phosphorsäure
    • Schulz, W. and O. Meyerhof. 1936. Über die Wärmetönung der Aldolkondensation der Hexose-1-phosphorsäure. Biochem. Z. 289:87-96.
    • (1936) Biochem. Z. , vol.289 , pp. 87-96
    • Schulz, W.1    Meyerhof, O.2
  • 35
    • 0014926602 scopus 로고
    • Make Sugars From Formaldehyde
    • Shapira, J and A. H. Weiss. 1970. Make Sugars From Formaldehyde. Hydrocarbon Process. 49:119-126.
    • (1970) Hydrocarbon Process , vol.49 , pp. 119-126
    • Shapira, J.1    Weiss, A.H.2
  • 36
    • 33947297163 scopus 로고
    • Physicochemical methods for the synthesis of potential foods
    • Shapira, J. 1970. Physicochemical methods for the synthesis of potential foods. J. Agric. Food Chem. 18:992-996.
    • (1970) J. Agric. Food Chem. , vol.18 , pp. 992-996
    • Shapira, J.1
  • 37
    • 84859850546 scopus 로고
    • Effect of large amounts of DHA in the diet of rats Grant NAS2-3458, Ames Research Centre, NASA-Technical Report
    • Shapira, J. 1972. Effect of large amounts of DHA in the diet of rats Grant NAS2-3458, Ames Research Centre, NASA-Technical Report, West. Pharmacol. Soc. 15:65-67.
    • (1972) West. Pharmacol. Soc. , vol.15 , pp. 65-67
    • Shapira, J.1
  • 39
    • 84859849746 scopus 로고
    • Formose Reactions. III. Evaluation of Various Factors Affecting the Formose Reaction
    • Shigemasa, Y., T. Fujitani, C. Sakazawa and T. Matsuura. 1977. Formose Reactions. III. Evaluation of Various Factors Affecting the Formose Reaction. Bull. Chem. Soc. Jpn. 50:1527-1531.
    • (1977) Bull. Chem. Soc. Jpn. , vol.50 , pp. 1527-1531
    • Shigemasa, Y.1    Fujitani, T.2    Sakazawa, C.3    Matsuura, T.4
  • 41
    • 0001617388 scopus 로고
    • The selective Formose Reaction in Dimethylformamide in the presence of Vitamin B1
    • Shigemasa, Y., H. Matsumoto, Y. Sasaki, N. Ueda and R. Nakashima. 1983. The selective Formose Reaction in Dimethylformamide in the presence of Vitamin B1. J. Carbohydr. Chem. 2:343-348.
    • (1983) J. Carbohydr. Chem. , vol.2 , pp. 343-348
    • Shigemasa, Y.1    Matsumoto, H.2    Sasaki, Y.3    Ueda, N.4    Nakashima, R.5
  • 46
    • 0343747701 scopus 로고
    • Homogeneously catalyzed condensation of formaldehyde to carbohydrates. VII. An overall formose reaction model
    • Socha, R. F., A. H. Weiss and M. M. Sakharov. 1981. Homogeneously catalyzed condensation of formaldehyde to carbohydrates. VII. An overall formose reaction model. J. Catal. 67:207-217.
    • (1981) J. Catal. , vol.67 , pp. 207-217
    • Socha, R.F.1    Weiss, A.H.2    Sakharov, M.M.3
  • 48
    • 24044456913 scopus 로고
    • Homogeneously catalyzed formaldehyde condensation to carbohydrates. II. Instabilities and Cannizzaro effects
    • Tambawala, H. and A. H. Weiss. 1972. Homogeneously catalyzed formaldehyde condensation to carbohydrates. II. Instabilities and Cannizzaro effects. J. Catal. 26:388-400.
    • (1972) J. Catal. , vol.26 , pp. 388-400
    • Tambawala, H.1    Weiss, A.H.2
  • 52
    • 0014745856 scopus 로고
    • Homogeneously catalyzed formaldehyde condensation to carbohydrates
    • Weiss, A. H., R. B. LaPierre, and J. Shapira. 1970. Homogeneously catalyzed formaldehyde condensation to carbohydrates. J. Catal.16:332-347.
    • (1970) J. Catal. , vol.16 , pp. 332-347
    • Weiss, A.H.1    LaPierre, R.B.2    Shapira, J.3
  • 54
    • 34247516993 scopus 로고
    • Homogeneously catalyzed condensation of formaldehyde to carbohydrates. V. Complexing and pH behavior with glucose cocatalyst
    • Weiss, A. H., V. A. Seleznev, M. M. Sakharov, O. V. Krylov, Ya. B. Gorokhovatsky and N. P. Evmenenko. 1977. Homogeneously catalyzed condensation of formaldehyde to carbohydrates. V. Complexing and pH behavior with glucose cocatalyst. J. Catal. 48:354-364.
    • (1977) J. Catal. , vol.48 , pp. 354-364
    • Weiss, A.H.1    Seleznev, V.A.2    Sakharov, M.M.3    Krylov, O.V.4    Gorokhovatsky, Y.B.5    Evmenenko, N.P.6
  • 57
    • 0019612385 scopus 로고
    • Formose sugars from formaldehyde
    • Weiss, A. H. and R. F. Socha. 1981. Formose sugars from formaldehyde. App. Catal. 1:237-246.
    • (1981) App. Catal. , vol.1 , pp. 237-246
    • Weiss, A.H.1    Socha, R.F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.