Abstract
The biochemical importance of riboflavin (la, R=-CH2(CHOH)4CH2OH, T=Me) is well known; numerous studies have shown that its role is a redox one, and in particular with net hydride ion transfer from pyridine nucleotides eg NADH to la [1–5].
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Ed. H. Kamin “Flavins and Flavoproteins,” Butterworths, London, 1971.
Ed. T. P. Singer, “Flavins and Flavoproteins,” Elsevier, Amsterdam, 1976.
C. Walsh, Ann. Rev. Biochem., 1978, 47881.
J. L. Fox and G. Toll in, Biochemistry, 1966, 5, 3865, 3874.
C. Kernel, T. W. Chan and T. C. Bruice, J. Amer. Chem. Soc., 1977, 99, 7272.
B. Pullman and A. Pullman, Proc. Nat. Acad. Sci. USA, 1959, 45, 136.
G. Karreman, Bull. Math. Biophys., 1961, 23, 55.
Pill-Soon Song and M. Sun, Jerusalem Symposium on Quantum Chem. Biochem., 1974, 6, 407;
Pill-Soon Song and M. Sun, Biochem. React. Proc. Int. Symp., 1973.
Pill-Soon Song, J. Phys. Chem., 1968, 72, 536.
R. Norrestam, P. Kierkegaard, B. Stensland and L. Torbjornsson, J. C. S. Chem. Comm., 1969, 1250.
B. Graebe, Acta. Chem. Scand., 1972, 26, 4084
B. Graebe, Acta. Chem. Scand., 1974, 28A, 363 Biopolymers, Symposia, No. 1, 1964, 283.
M. Sun and Pill-Soon Song, Biochemistry, 1973, 12, 4663.
R. F. Stewart and L. H. Jensen, Acta Cryst., 1967, 23, 1102.
R. Norrestam, B. Stensland and E. Soderberg, Acta Cryst., 1972, B28, 659.
C. J. Fritchie, Acta Cryst., 1975, B31, 802.
R. Norrestam and M. V. Glehn, Acta Cryst., 1972, B28, 434.
M. H. Palmer, R. H. Findlay, S. M. F. Kennedy, W. Moyes and J. D. Nisbet, “Quantum Chemistry — The State of the Art, ”Ed. V. R. Saunders and J. Brown, Publ. Science Research Council, 1975, London, p. 229; see also references therein.
M. H. Palmer, R. H. Findlay and A. J. Gaskell, J. Chem. Soc. Perkin II, 1974, 420.
F. Muller, personal communication. It has also been observed that the oxidised form (l) 1H nmr spectra give shifts on polymethyl substitution which are best understood in terms of non-planarity; see
H. J. Grande, C. G. van Schagen, T. Jarbandhan and F. Muller, Helv. Chim. Acta, 1977, 60, 348.
F. P. Colonna, G. Distefano, V. Galasso, K. J. Irgolic, C. E. King and G. C. Pappalardo, J. Organomet. Chem., 1978, 146, 235.
T. J. O’Donnell, P. R. LeBreton and L. L. Simpson, J. Phys. Chem., 1978, 82, 343.
I. Kulakowska, M. Geller, B. Lesyng and K. L. Wierzchowski, Biochim. Biophys. Acta, 1974, 361, 119.
A. Pullman in “Quantum Aspect s of Heterocyclic Compounds in Chemistry and Biochemistry.” The Jerusalem Symposia on Quantum Chemistry and Biochemistry, Volume 2, March 1969; published Academic Press, 1970.
The photoelectron spectra of a series of flavin molecules including Id and 5b have been obtained independently by workers in Amsterdam. There is substantial a greement for the I P’s of lb. Their tentative assignment of IP1 and IP2 in the 10-methyl compound (lb) to linear combinations LPN±LPO on the basis of CNDO-2 calculations are not borne out by the present work. We are grateful to them for access to unpublished results.
F. Muller in “Flavins and Flavoproteins,” ed. H. Kamin, Butterworths, London, p. 363.
K. H. Dudley, A. Ehrenberg, P. Hemmerich and F. Muller, Helv. Chim. Acta, 1964, 47, 1354.
F. Möller, L. E. G. Eriksson and A. Ehrenberg, Eur. J. Biochem., 1970, 12, 93; F. Möller, P. Hemmerich, A. Ehrenberg, G. Palmer and V. Massey, ibid., 1970, 14, 185.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1979 D. Reidel Publishing Company
About this paper
Cite this paper
Palmer, M.H., Platenkamp, R.J. (1979). Ab Initio Molecular Orbital Studies of the Flavins. In: Pullman, B. (eds) Catalysis in Chemistry and Biochemistry Theory and Experiment. The Jerusalem Symposia on Quantum Chemistry and Biochemistry, vol 12. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-9513-0_13
Download citation
DOI: https://doi.org/10.1007/978-94-009-9513-0_13
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-009-9515-4
Online ISBN: 978-94-009-9513-0
eBook Packages: Springer Book Archive