Czech J. Food Sci., 2007, 25(3):101-118 | DOI: 10.17221/744-CJFS

Biosynthesis of food constituents: Vitamins. 2. Water-soluble vitamins: Part 2 - a review

Jan Velíšek, Karel Cejpek
Department of Food Chemistry and Analysis, Faculty of Food and Biochemical Technology, Institute of Chemical Technology in Prague, Prague, Czech Republic

This review article gives a survey of the biosynthetic pathways that lead to water-soluble vitamins in microorganisms, plants and some animals. The biosynthetic pathways leading to some the B-group vitamins (biotin, folacin, cobalamins) and to vitamin C are described in detail using reaction schemes and mechanisms with enzymes involved and detailed explanations based on chemical principles and mechanisms.

Keywords: biosynthesis; B-group vitamins; biotin; folates; folic acid; cobalamins; vitamin B12; vitamin C; L-ascorbic acid; D-erythro-ascorbic acid

Published: June 30, 2007  Show citation

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Velíšek J, Cejpek K. Biosynthesis of food constituents: Vitamins. 2. Water-soluble vitamins: Part 2 - a review. Czech J. Food Sci. 2007;25(3):101-118. doi: 10.17221/744-CJFS.
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    References

    1. Begley T.P., Xi J., Kinsland C., Taylor S., McLafferty F. (1999): The enzymology of sulfur activation during thiamin and biotin biosynthesis. Current Opinion in Chemical Biology, 3: 623-629. Go to original source... Go to PubMed...
    2. Davey M.W., Gilot C., Persiau G., Østergaard J., Han Y., Bauw G.C., Van Montagu M.C. (1999): Ascorbate biosynthesis in Arabidopsis cell suspension culture. Plant Physiology, 121: 535-543. Go to original source... Go to PubMed...
    3. Dewick P.M. (2002): Medicinal Natural Products. A Biosynthetic Approach. 2nd Ed. Wiley, New York. Go to original source...
    4. Friedrich W. (1988): Vitamins. Walter de Gruyter, Berlin. Go to original source...
    5. Hancock R.D., Galpin J.R., Viola R. (2000): Biosynthesis of l-ascorbic acid (vitamin C) by Saccharomyces cerevisiae. FEMS Microbiology Letters, 186: 245-250. Go to original source... Go to PubMed...
    6. Jensen K.P., Mikkelsen K.V. (2001): Semi-empirical studies of cobalamins, corrin models, and cobaloximes. The nucleotide loop does not strain the corrin ring in cobalamins. Inorganica Chimica Acta, 323: 5-15. Go to original source...
    7. Loewus F.A. (1999): Biosynthesis and metabolism of ascorbic acid in plants and analogs of ascorbic acid in fungi. Phytochemistry, 52: 193-210. Go to original source...
    8. Marsh E.N.G., Drennan C.L. (2001): Adenosylcobalamin-dependent isomerases. New insights into structure and mechanism. Current Opinion in Chemical Biology, 5: 499-505. Go to original source... Go to PubMed...
    9. Marques H.M., Ngoma B., Egan T.J., Brown K.L. (2001): Parameters for the AMBER force field for the molecular mechanics modelling of the cobalt corrinoids. Journal of Molecular Structure, 561: 71-91. Go to original source...
    10. Ploux O. (2000): Biotin. In: De Leenheer A.P., Lambert W.E., Van Bocxlaer J.F. (eds): Modern Chromatographic Analysis of Vitamins. 3 rd Ed. Marcel Dekker, New York: 479-509. Go to original source...
    11. Roessner C.A., Santander P.J., Scott A.I. (2001): Multiple biosynthetic pathways for vitamin B12: Variations on a central theme. Vitamins and Hormones, 61: 267-297. Go to original source... Go to PubMed...
    12. Sirovatka J.M., Rappé A.K., Finke R.G. (2000): Molecular mechanics studies of coenzyme B12 complexes with constrained Co-N (axial base) bond lengths: introduction of the universal force field (UFF) to coenzyme B12 chemistry and its use to probe the plausibility of an axil-base-induced, ground-state corrin butterfly conformational steric effect. Inorganica Chimica Acta, 300-302: 545-555. Go to original source...
    13. Smirnoff N. (2001): l-Ascorbic acid biosynthesis. Vitamins and Hormones, 61: 241-266. Go to original source... Go to PubMed...
    14. Stok E., De Voss J.J. (2000): Expression, purification, and characterisation of Biol: a carbon-carbon bond cleaving cytochrome P450 involved in biotin biosynthesis in Bacillus subtilis. Archives of Biochemistry and Biophysics, 384: 351-360. Go to original source... Go to PubMed...
    15. Valpuesta V., Botella M.A. (2004): Biosynthesis of l-ascorbic acid in plants: new pathway for an old antioxidant. Trends in Plant Science, 9: 573-577. Go to original source... Go to PubMed...
    16. Velíšek J. (2002): Chemie potravin. Ossis, Tábor.
    17. Velíšek J., Cejpek K. (2005): Biosynthesis of food constituents: Saccharides. 1. Monosaccharides, oligosaccharides, and related compounds - a review. Czech Journal of Food Sciences, 23: 129-144. Go to original source...
    18. Velíšek J., Cejpek K. (2006a): Biosynthesis of food constituents: Amino acids. 3. Modified proteinogenic amino acids - a review. Czech Journal of Food Sciences, 24: 59-61. Go to original source...
    19. Velíšek J., Cejpek K. (2006b): Biosynthesis of food constituents: Lipids. 1. Fatty acids and their derivatives - a review. Czech Journal of Food Sciences, 24: 193-216. Go to original source...
    20. Velíšek J., Cejpek K. (2007): Biosynthesis of food constituents:Vitamins. 2. Water-soluble vitamins: Part 1 - a review. Czech Journal of Food Sciences, 25: 49-64. Go to original source...
    21. Velíšek J., Kubec R., Cejpek K. (2006): Biosynthesis of food constituents: Amino acids. 4. Non-protein amino acids - a review. Czech Journal of Food Sciences, 24: 93-109. Go to original source...
    22. Wheeler G.L., Jones M.A., Smirnoff N. (1998): The biosynthetic pathway of vitamin C in higher plants. Nature, 393: 365-369. Go to original source... Go to PubMed...
    23. IUPAC (International Union of Pure and Applied Chemistry). Available from http://www.chem.qmul.ac.uk/iupac/.
    24. KEGG, Genome Net, Bioinformatics Centre, Institute for Chemical Research, Kyoto University. Available from http://www.genome.ad.jp/.

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