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Chemical Analysis of Pyridoxine Vitamers

  • K. Dakshinamurti
  • M. S. Chauhan

Abstract

The metabolic function of vitamin B-6 is related to the role of pyridoxal phosphate as the coenzyme of over 50 enzymes. Most are involved in catabolic reactions of various amino acids. Other pyridoxal phosphate-dependent enzymes are glycogen phosphorylase and dihydrosphingosine synthetase. There is increasing recognition of the vital role of pyridoxine in the development and maintenance of the integrity of the nervous system. Both the metabolism of neurotransmitters and the process of myelination are affected in pyridoxine deficiency. There is much evidence that even a moderate deficiency of vitamin B-6 is deleterious. The need for an increased requiremnt of this vitamin under certain normal physiological con­ditions and the occurrence of iatrogenic deficiency are also well recognized. Yet, the assessment of the vitamin B-6 status of var­ious population groups has been excluded in most national nutritional surveys in view of technical difficulties. The assessment is com­plicated as vitamin B-6 exists as pyridoxine (PN), pyridoxal (PL), pyridoxamine (PM) as well as their phosphorylated derivatives. In the assessment of the vitamin B-6 status of an individual, the concentrations of the various vitamers should be taken into consideration.

Keywords

Manganese Dioxide Pyridoxal Phosphate Glyoxylic Acid Sodium Cyanoborohydride Acute Intermittent Porphyria 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature Cited

  1. 1.
    Fujita, A., Matsuura, K. Fujino, K. (1955) Fluorometric determination of vitamin B-6. Determination of pyridoxine. J. Vitaminol. 1, 267–274.CrossRefGoogle Scholar
  2. 2.
    Fujita, A., Fujita, D. Fumino, K. (1955) Flurometric determination of vitamin B-6. Determination of pyridoxamine. J. Vitamincl. 1, 275–278;Google Scholar
  3. F.
    Fluorometric determination of vitamin B-6. Fractional determination of pyridoxal and 4-pyridoxic acid. J. Vitaminol. 1, 279–289.Google Scholar
  4. 3.
    Coursin, D. B. Brown, V. C. (1958) Measurement of compounds of vitamin B-6 group in blood. Proc. Soc. Expt. Biol. Med. 98, 315–318.Google Scholar
  5. 4.
    Bonavita, V. (1960) The reaction of pyridoxal 5’-phosphate with cyanide and its analytical use. Arch. Biochem. Biophys. 88, 366–372.Google Scholar
  6. 5.
    Wâda, H. Snell, E. E. (1961) The enzymatic oxidation of pyridoxine and pyridoxamine phosphates. J. Biol. Chem. 236, 2089–2095.Google Scholar
  7. 6.
    Toepfer, E. W., Polansky, M. M. Hewston, E. M. (1961) Fluorometric determination of pyridoxamine by conversion to pyridoxal cyanide compound. Anal. Biochem. 2, 463–469.Google Scholar
  8. 7.
    Storvick, C. A., Benson, E. M., Edward, M. A7 Woodring, M. J. (1964) Chemical and microbiological determination of vitamin B-6. Methods in Biochem. Analysis 12, 183–276.Google Scholar
  9. 8.
    Contractor, S. F. Shane, B. (1965 Estimation of vitamin B-6 compounds in human blood and urine. Clin. Chim. Acta 21, 71–77.Google Scholar
  10. 9.
    Loo, Y. H. Badger, L. (1969) Spectrofluorometric assay of vitamin B-6 analogues in brain tissue. J. Neurochem. 16, 801–804.CrossRefGoogle Scholar
  11. 10.
    Adams, E. (1969) Fluorometric determination of pyridoxal phosphate in enzymes. Anal. Biochem. 31, 118–122.Google Scholar
  12. 11.
    Tamura, Z. Takanishi, S. (1970) Fluorometric determination of pyridoxal and pyridoxal 5’-phosphate in biological materials by the reaction with cyanide. In: Methods in Enzymology (Mccormick, D. B. Wright, L. D.), vol. 18A, pp. 471­475, Academic Press, New York.Google Scholar
  13. 12.
    Takanishi, S. Tamura, Z. (1970) Preliminary studies for fluorometric determination of pyridoxal and of its 5’-phosphate. J. Vitaminol. 16, 129–131.CrossRefGoogle Scholar
  14. 13.
    Takanishi, S., Matrunaga, I. Tamura, Z. (1970) Fluorometric determination of pyridoxal and its 5’-phosphate in biological materials. J. Vitaminol. 16, 132–136.CrossRefGoogle Scholar
  15. 14.
    Durko, I., Yukhnovska, Y. V. Ivanov, Ch. P. (1973) A new fluorometric method for the determination of vitamin B-6 in blood. Clin. Chim. Acta. 49, 407–414.Google Scholar
  16. 15.
    Shrivastava, S. K. Beutler, E. (1973) A new fluorometric method for the determination of pyridoxal 5’-phasphate. Biochim. Biophys. Acta 304, 765–773.Google Scholar
  17. 16.
    Yasumoto, K. E., Tadera, K., Tsuji, H. Mitsuda, H. (1975) Semi-automated system for analysis of vitamin B-6 complex by ion-exchange column chromatography. J. Nutr. Sci. Vitaminol. 21, 117–127.CrossRefGoogle Scholar
  18. 17.
    Chauhan, M. S. Dakshinamurti, K. (1979) Fluorometric assay of pyridoxal. In: Methods in Enzymology (McCormick, D. B. Wright, L. D., eds.), vol. 62D, pp. 405–407, Academic Press, New York.Google Scholar
  19. 18.
    Chauhan, M. S. Dakshinamurti, K. (1979) Fluorometric assay of pyridoxal and pyridoxal 5’-phosphate. Anal. Biochem. 96, 426–432.Google Scholar
  20. 19.
    Duggan, D. E., Bowman, R. L., Brodie, B. B. Udenfriend, S. (1957) A spectrophotofluorometric study of compounds of biological interest. Arch. Biochem. Biophys. 68, 1–14.Google Scholar
  21. 20.
    Toepfer, E. W. Lehman, J. (1961) Procedure for chromato­graphic separation and microbiological assay of pyridoxine, pyridoxal and pyridoxamine in food extract. J. Assoc. Off. Agric. Chem. 44, 426–430.Google Scholar
  22. 21.
    Polansky, M. M., Murphy, E. W. Toepfer, E. W. Components of vitamin B-6 in grains and cereal products. J. Assoc. Off. Agric. Chem. 47, 750–753.Google Scholar
  23. 22.
    Storvick, C. A. Peters, J. M. (1964) Methods for the determination of vitamin B-6 in biological materials. Vit. Norm. 22, 833–854.Google Scholar
  24. 23.
    Thiele, V. F. Brin, M. (1966) Chromatographic separation and microbiological assay of vitamin B-6 in tissues from normal and vitamin B-6 depleted rats. J. Nutr. 90, 347–354.Google Scholar
  25. 24.
    Anderson, B. B., Peart, M. B. Fulford-Jones, E. E. (1970) The measurement of serum pyridoxal by a microbiological assay using Lactobacillus casei. J. Clin. Pathol. 23, 232–242.CrossRefGoogle Scholar
  26. 25.
    Haskell, B. E. Snell, E. E. (1970) Microbiological determination of the vitamin B-6 group. In: Methods in Enzymology (McCormick, D. B. Wright, L. D., eds.), vol. 18A, pp. 512–519, Academic Press, New York.Google Scholar
  27. 26.
    Brin, M. (1970) A simplified Toepfer-Lehman assay for the three vitamin B-6 vitamers. In: Methods in Enzymology (Mccormick, D. B. Wright, L. D., eds.), vol. 18A, pp. 519­523, Academic Press, New YorkGoogle Scholar
  28. 27.
    Dakshinamurti, K. Stephens, M. C. (1969) Pryidoxine deficiency in the neonate rat. J. Neurochem. 16, 1515–1522.Google Scholar
  29. 28.
    Hines, J. D. Love, D. S. (1969) Determination of serum and blood pyridoxal phosphate concentrations with purified rabbit skeletal muscle apophosphorylase b. J. Lab. Clin. Med. 73, 343–349.Google Scholar
  30. 29.
    Chabner, B. Livingston, D. (1970) A simple enzymic assay for pyridoxal phosphate. Anal. Biochem. 34, 413–423.Google Scholar
  31. 30.
    Haskell, B. E. Snell, E. E. (1972) An improved apotrypto­phanase assay for pyridoxal phosphate. Anal. Biochem. 45, 567–576.Google Scholar
  32. 31.
    Bhagavan, H. N., Koogler, J. M., Jr. Coursin, D. B. Enzymatic micro-assay of pyridox 1–5’-phosphate using L-tyro-sine apodecarboxylase and L-(1-1’C) tyrosine. Internat. J. Vit. Nutr. Res. 46, 160–164.Google Scholar
  33. 32.
    Toepfer, E. W. Polansky, M. M. (1964) Recent developments in the analysis for vitamin B-6 in foods. Vit. Horm. 22, 825–832.Google Scholar
  34. 33.
    Ahrens, H. Korytnyk, W. (1970) Thin-layer chromatography and thin-layer electrophoresis of vitamin B-6. In: Methods in Enzymology (McCormick, B. D. Wright, L. D., eds.), vol. 18A, pp. 489–494, Academic Press, New York.Google Scholar
  35. 34.
    Columbini, C. E. McCoy, E. E. (1970) Rapid thin-layer electrophoretic separation and estimation of all B-6 compounds and of some 5-hydroxyindoles. Anal. Biochem. 34, 451–458.Google Scholar
  36. 35.
    Mccoy, E. E., Columbini, E. E. Strynadka, K.---(1979) High voltage electrophoresis and thin-layer chromatographic separation of vitamin B-6 compounds. In: Methods in Enzyncl­ogy (McCormick, D. B. Wright, L. D., eds.), vol. 62D, pp. 410–415, Academic Press, New York.Google Scholar
  37. 36.
    Heyl, D., Luz, E. Harris, S. A. (1951) Phosphates of the vitamin B-6 group. IV. An oxidation product of codecarbox­ylase. J. Am. Chem. Soc. 73, 3437–3439.CrossRefGoogle Scholar
  38. 37.
    Cordes, E. H. Jencks, W. P. (1962) Semicarbazone formation from pyridoxal, pyridoxal phosphate and their Schiff bases. Biochemistry 1, 773–778.Google Scholar
  39. 38.
    Udenfriend, S. (1962) Vitamin B-6 Group. In: Fluorescence Assay in Biology and Medicine, pp. 253–263, Academic Press, New York.Google Scholar
  40. 39.
    Heyl, D. (1948) Phosphates of the vitamin B-6 group. II. 3-pyridoxal phosphoric acid. J. Am. Chem. Soc. 70, 3434–3436.CrossRefGoogle Scholar
  41. 40.
    Fieser, L. F. Fieser, M. (1967) In: Reagents for Organic Synthesis, pp. 456–478; 942–952. John Wiley Sons, Inc., New York.Google Scholar
  42. 41.
    Metzler, D. E., Olivard, J. Snell, E. E. (1959) Transamination of pyridoxamine and amino acids with glyoxylic acid. J. Am. Chem. Soc. 76, 644–648.CrossRefGoogle Scholar
  43. 42.
    Chauhan, M. S. Dakshinamurti, K. (1980) Fluorometric assay of vitamin B-6 vitamers in biological material. Clin. Chim. Acta (In press).Google Scholar
  44. 43.
    Walsh, M. P. (1966) Determination of plasma pyridoxal phos­phate with wheat germ glutamic-aspartic apotransaminase. Am. J. Clin. Path. 46, 282–285.Google Scholar
  45. 44.
    Lumeng, L., Cleary, R. E. Li, T.-K. (1974) Effect of oral contraceptives on the plasma concentration of pyridoxal phos­phate. Am. J. Clin. Nutr. 27, 326–333.Google Scholar
  46. 45.
    Hamfelt, A. Wetterberg, C7- (1969) Pyridoxal phosphate in acute intermittent porphyria. Ann. N.Y. Acad. Sci. 168, 361–364.CrossRefGoogle Scholar
  47. 46.
    Fujita, A. Fujino, K. (1954) Fractional determination of vitamin B-6 components and 4-pyridoxic acid in urine. J. Vitaminol. 1, 290–296.CrossRefGoogle Scholar
  48. 47.
    Yasumoto, K., Tadera, K., Tsuji, H. Mitsuda, H. (1975) Semi-automated system for analysis of vitamin B-6 complex by ion exchange column chromatography. J. Nutr. Sci. Vitaminol. 21, 117–127.CrossRefGoogle Scholar
  49. 48.
    Korytnyk, W., Fricke, G. Paul, B. (1966) Pyridoxine chemistry. XII. Gas chromatography of compounds in the vitamin B-6 group. Anal. Biochem. 17, 66–75.Google Scholar
  50. 49.
    Korytnyk, W. (1970) Gas chromatography of vitamin B-6. In: Methods in Enzymology (McCormick, D. B. Wright, L. D., eds.), vol. 18A, pp. 500–504, Academic Press, New York.Google Scholar
  51. 50.
    Sheppard, A. J. Prosser, A. R. (1970) Gas chromatography of vitamin B-6. In: Methods in Enzymology (McCormick, D. B. Wright, L. D., eds.), vol. 18A, pp. 494–500, Academic Press, New York.Google Scholar
  52. 51.
    Sennello, L. T., Kummerow, F. A. Argondelis, C. J. (1967) Synthesis and properties of trimethylsilyl derivatives of vitamin B-6. J. Heterocyclic. Chem. 4, 295–297.CrossRefGoogle Scholar
  53. 52.
    Imanari, T. Tamura, Z. (1967) Gas chromatography in vitamin B-6 group. Chem. Pharm. Bull. (Tokyo) 15, 896–898.CrossRefGoogle Scholar
  54. 53.
    Williams, A. R. (1974) Vitamin B-6: Gas-liquid chromatography of pyridoxol, pyridoxal and pyridoxamine. J. Agric. Food Chem. 22, 107–109.CrossRefGoogle Scholar
  55. 54.
    Anthony, O. M., Brooks, C. J. W., MacLean, I. Sangster, I. (1969) Cyclic boronates as derivatives for gas chromatography. J. Chromatogr. Sci. 7, 623–631.Google Scholar
  56. 55.
    Biondi, P. A., Fedele, 0., Motta, A. Secchi, C. (1979) Determination of 3,4 dihydroxyphenylethyleneglycol in urine by gas chromatography with a flame ionization detector: a new rapid method. Clin. Chim. Acta 94, 155–161.Google Scholar

Copyright information

© Springer Science+Business Media New York 1981

Authors and Affiliations

  • K. Dakshinamurti
    • 1
  • M. S. Chauhan
    • 1
  1. 1.Department of Biochemistry, Faculty of MedicineUniversity of ManitobaWinnipegCanada

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