Skip to main content
SpringerLink
Log in

A quantum chemical approach to the mechanism of the biochemical action of nicotinamide

  • Published:
Theoretical and Experimental Chemistry Aims and scope

Abstract

The reaction of protonated nicotinamide with hydride ion, which models the transfer of hydrogen from a substrate to the nicotinamideadeninedinucleotide (NAD+) molecule, i.e., the principal biological function of vitamin PP, was investigated by optimization of the geometry in terms of the self-consistent field (SCF) method with allowance for configuration interaction (CI) in the PM-3 approximation. It was shown that the initial event of the reaction is electron transfer, followed by the addition of a hydrogen atom to the NAD radical. The addition product is relatively stable and has a heat of formation of −68.25 kJ/mol. The geometric structure and the distribution of charges of the reagent and also the behavior of the singlet and triplet terms in the course of the reaction were analyzed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. G. Duga and K. Penny,Bioorganic Chemistry. Chemical Approaches to the Mechanism of the Action of Enzymes [in Russian], Mir, Moscow (1983).

    Google Scholar 

  2. Ferst,Structure and Mechanism of the Action of Enzymes [Russian translation], Mir, Moscow (1980).

    Google Scholar 

  3. V. M. Berezovskii,Chemistry of Vitamins [in Russian], Pishch. Prom-st', Moscow (1973).

    Google Scholar 

  4. Yu. V. Morozov and N. P. Bazhulina,Electronic Structure, Spectroscopy, and Reactivity of Molecules [in Russian], Nauka, Moscow (1989).

    Google Scholar 

  5. Z. N. Parnes and D. N. Kursanov,Hydride Transfer Reactions in Organic Chemistry [in Russian], Nauka, Moscow (1969).

    Google Scholar 

  6. O. Yu. Okhlobystin,Electron Transfer in Organic Reactions [in Russian], Izd. Rostovsk. Univ., Rostov n/D (1974).

    Google Scholar 

  7. M. J. S. Dewar and W. Thiel,J. Am. Chem. Soc.,99, 4899 (1977).

    Article  CAS  Google Scholar 

  8. J. J. P. Stewart,J. Comput. Chem.,10, 209 (1989).

    Article  CAS  Google Scholar 

  9. B. Pullman and A. Pullman,Quantum Biochemistry [Russian translation], Mir, Moscow (1965).

    Google Scholar 

  10. Z. M. Muldakhmetov, B. F. Minaev, and G. A. Ketsle,Optical and Magnetic Characteristics of the Triplet State [in Russian], Nauka, alma-Ata (1983).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Cherkassy Engineering Technological Institute, 460 Bulvar Shevchenko, 257006, Cherkassy, Ukraine

    B. F. Minaev & I. I. Lyzhenkova

  2. Cherkassy State University, 81 Bulvar Shevchenko, 257000, Cherkassy, Ukraine

    V. A. Minaeva & V. I. Boiko

Authors
  1. B. F. Minaev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. A. Minaeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. I. Lyzhenkova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. I. Boiko
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 35, No. 5, pp. 277–283, September–October, 1999.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Minaev, B.F., Minaeva, V.A., Lyzhenkova, I.I. et al. A quantum chemical approach to the mechanism of the biochemical action of nicotinamide. Theor Exp Chem 35, 258–264 (1999). https://doi.org/10.1007/BF02511114

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02511114

Keywords

Search

Navigation