Interaction of gossypol with amino acids and peptides as a model of enzyme inhibition*
- 12 January 2009
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 34 (4) , 306-310
- https://doi.org/10.1111/j.1399-3011.1989.tb01579.x
Abstract
In order to clarify the interaction of gossypol with proteins, the pure diastereoisomeric Schiff bases from L-tryptophan mehtyl ester and both gossypol enantiomers were prepared. Their c.d. and n.m.r. spectra demonstrate that the interaction between gossypol and tryptophan, previously reported to involve a weakly assoicated complex, consists in Schiff base formation. Recent studies on enzyme inhibition by gossypol are discussed; it is suggested that nonspecific covalent bindign of gossypol to proteins may be responsible for a significant proportion of the in vitro effects of gossypol.Keywords
This publication has 46 references indexed in Scilit:
- Inactivation of intestinal brush-border enzymes by gossypol.Agricultural and Biological Chemistry, 1987
- Kinetic Characterization of the Inhibition of Purified Cynomolgus Monkey Lactate Dehydrogenase Isozymes by GossypolJournal of Andrology, 1986
- Gossypol prevents activation of purified proenzyme of human seminal plasma acidic proteinaseBiochimica et Biophysica Acta (BBA) - General Subjects, 1986
- Resolution of racemic gossypol and interaction of individual enantiomers with serum albumins and model peptidesBiochimica et Biophysica Acta (BBA) - General Subjects, 1986
- Inhibition of DNA polymerase α by gossypolBiochimica et Biophysica Acta (BBA) - Gene Structure and Expression, 1986
- Inhibition of LDH-X by Gossypol Optical IsomersJournal of Andrology, 1985
- Inhibition by gossypol of phospholipid-sensitive Ca2+-dependent protein kinase from pig testisBiochimica et Biophysica Acta (BBA) - General Subjects, 1985
- Gossypol, a potent inhibitor of arachidonate 5- and 12-lipoxygenasesBiochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1985
- Optically active gossypol as a circular dichroism probe of interactions with serum albuminsBiochimica et Biophysica Acta (BBA) - General Subjects, 1984
- Physiological effects and metabolism of gossypolPublished by Springer Nature ,1976