AN UNUSUAL SIDE-CHAIN C-C CLEAVAGE AT THE MEBMT AMINO-ACID IN CYCLOSPORINE-A

Authors
JEGOROV A HAVLICEK V SEDMERA P
Citation
A. Jegorov et al., AN UNUSUAL SIDE-CHAIN C-C CLEAVAGE AT THE MEBMT AMINO-ACID IN CYCLOSPORINE-A, Amino acids, 10(2), 1996, pp. 145-151
Citations number
9
Categorie Soggetti
Biology
Journal title
Amino acids → ACNP
ISSN journal
09394451
Volume
10
Issue
2
Year of publication
1996
Pages
145 - 151
Database
ISI
SICI code
0939-4451(1996)10:2<145:AUSCCA>2.0.ZU;2-P
Abstract
The mixture of products obtained by alkaline treatment of cyclosporin A was analyzed by HPLC-continuous-flow-FAB/MS. The changes involve the atypical amino acid (4R)-4-((E)-2-butenyl)-4,N-dimethyl-L-threonine ( MeBmt) without affecting the cyclic structure. The main degradation pa thway is dehydration producing all four possible anhydro-MeBmt contain ing cyclosporins. A new cyclosporin, [Sar(1)]CS, resulting from the si de chain cleavage of MeBmt has been isolated and characterized.