FLAVIN-DEPENDENT SUBSTRATE DEHYDROGENATION: MODEL STUDIES AND MECHANISMS

作者: P. HEMMERICH , W.-R. KNAPPE

DOI: 10.1016/B978-0-08-016874-6.50048-5

关键词:

摘要: Publisher Summary This chapter focuses on model studies and mechanisms of flavin-dependent substrate dehydrogenation. A carbanion affinity the flavin nucleus its enhancement by protein would run parallel to well-known for soft anions like sulfite. The disproportionation as depending pH, half-reduced 1-alkylated is compared with analogous 5-alkylated system. At pH < 2, both systems are fully comproportionated yielding semiquinone cations quantitatively. available body information irreversible reductions flavoquinone leads conclusion that XH-activation means (X-)-transfer C(4a)=N(5) azomethine group flavoquinone. This subgroup should therefore be free prosthetic in XH-activating flavoproteins, which again consistent above-mentioned arguments H-bridged N(1).

参考文章(20)
Wilhelm R. Frisell, Choong W. Chung, Cosmo G. Mackenzie, Catalysis of oxidation of nitrogen compounds by flavin coenzymes in the presence of light. Journal of Biological Chemistry. ,vol. 234, pp. 1297- 1302 ,(1959) , 10.1016/S0021-9258(18)98176-7
V. Massey, Q. H. Gibson, C. Veeger, Intermediates in the catalytic action of lipoyl dehydrogenase (diaphorase) Biochemical Journal. ,vol. 77, pp. 341- 351 ,(1960) , 10.1042/BJ0770341
Vincent Massey, B. Curti, On the reaction mechanism of Crotalus adamanteus L-amino acid oxidase. Journal of Biological Chemistry. ,vol. 242, pp. 1259- 1264 ,(1967) , 10.1016/S0021-9258(18)96172-7
Vincent Massey, Franz Müller, Larry G. Howell, Gordon P. Foust, Ross Feldberg, Rowena G. Matthews, Marilyn Schuman, Stephen G. Mayhew, Patrick A. Sullivan, The reactivity of flavoproteins with sulfite. Possible relevance to the problem of oxygen reactivity. Journal of Biological Chemistry. ,vol. 244, pp. 3999- 4006 ,(1969) , 10.1016/S0021-9258(17)36376-7
S.F. Yang, H.S. Ku, H.K. Pratt, Photochemical production of ethylene from methionine and its analogues in the presence of flavin mononucleotide. Journal of Biological Chemistry. ,vol. 242, pp. 5274- 5280 ,(1967) , 10.1016/S0021-9258(18)99422-6
Wolfram. H. Walker, Peter Hemmerich, Vincent Massey, Light-Induced Alkylation and Dealkylation of the Flavin Nucleus. Stable Dihydroflavins: Spectral Course and Mechanism of Formation European Journal of Biochemistry. ,vol. 13, pp. 258- 266 ,(1970) , 10.1111/J.1432-1033.1970.TB00926.X
Gerald D. Weatherby, Daniel O. Carr, Riboflavin-catalyzed photooxidative decarboxylation of dihydrophthalates. Biochemistry. ,vol. 9, pp. 344- 350 ,(1970) , 10.1021/BI00804A022
M. Brüstlein, P. Hemmerich, Photoreduction of flavocoenzymes by pyruvic acid FEBS Letters. ,vol. 1, pp. 335- 338 ,(1968) , 10.1016/0014-5793(68)80151-6
A. Ehrenberg, F. Muller, P. Hemmerich, Basicity, visible spectra, and electron spin resonance of flavosemiquinone anions. FEBS Journal. ,vol. 2, pp. 286- 293 ,(1967) , 10.1111/J.1432-1033.1967.TB00137.X