An unusual side chain C-C cleavage at the MeBmt amino acid in cyclosporin A

. 1996 Jun ; 10 (2) : 145-51.

Status PubMed-not-MEDLINE Jazyk angličtina Země Rakousko Médium print

Typ dokumentu časopisecké články

Perzistentní odkaz   https://www.medvik.cz/link/pmid24178476

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 pathway is dehydration producing all four possible anhydro-MeBmt containing cyclosporins. A new cyclosporin, [Sar(1)]CS, resulting from the side chain cleavage of MeBmt has been isolated and characterized.

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Compounds isolated at the Institute of Microbiology in 1989-2001 and future trends

. 2002 ; 47 (6) : 587-639.

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