An unusual side chain C-C cleavage at the MeBmt amino acid in cyclosporin A
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...
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| Published in | Amino acids Vol. 10; no. 2; pp. 145 - 151 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
Austria
01.06.1996
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| Online Access | Get full text |
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| Summary: | 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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| Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ISSN: | 0939-4451 1438-2199 |
| DOI: | 10.1007/BF00806587 |