Conclusions
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1.
We synthesized a number of keto analogs of pyridoxal by the condensation of 4-methyl-5-propoxyoxazole with various dienophiles.
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2.
A study was made of the UV spectra of the obtained analogs, the reaction rate with phenylhydrazine was studied, and a conclusion was made regarding the role of the electronic and geometric state of the carbonyl group of pyridoxal 5′-phosphate in the enzymatic catalysis process.
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Literature cited
V. L. Florentiev, V. I. Ivanow, and M. Ya. Karpeisky, in: “Methods in Enzymology, Part A,” D. B. McCormick and L. D. Wright (Editors), Academic Press (1970), Vol. 18, p. 567.
M. Ya. Karpeiskii, N. Sh. Padyukova, K. F. Turchin, and V. L. Florent'ev, Izv. Akad. Nauk SSSR, Ser. Khim., 2280 (1969).
H. J. Bernstein and W. G. Sheider, J. Chem. Phys.,24, 469 (1956).
N. A. Drobinskaya, L. V. Ionova, M. Ya. Karpeiskii, N. Sh. Padyukova, K. F. Turchin, and V. L. Florent'ev, Khim. Geterotsikl. Soedin., 37 (1970).
M. Ya. Karpeiskii, N. Sh. Padyukova, and V. L. Florent'ev, Khim. Geterotsikl. Soedin., 499 (1971).
N. A. Drobinskaya, L. V. Ionova, M. Ya. Karpeiskii, and V. L. Florent'ev, Khim. Geterotsikl. Soedin., 373 (1971).
E. Braude and F. Sondheimer, J. Chem. Soc., 3754 (1955).
O. Mikes, Collection Czech. Chem. Commun,22, 831 (1957).
W. Kyriakides, J. Chem. Soc., 534 (1914).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1101–1106, May, 1973.
The authors wish to thank Yu. V. Morozov and A. Ya. Lomakin for resolving the total ultraviolet spectra into the spectra of the individual ionic forms on an BÉSM-4 high-speed electronic computer.
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Padyukova, N.S., Florent'ev, V.L. & Karpeiskii, M.Y. Synthesis and physicochemical properties of keto analogs of pyridoxal and their derivatives. Russ Chem Bull 22, 1057–1061 (1973). https://doi.org/10.1007/BF00854249
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DOI: https://doi.org/10.1007/BF00854249