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Jegorov A, Havlíček V, Sedmera P. An unusual side chain C-C cleavage at the MeBmt amino acid in cyclosporin A. Amino Acids. 1996;10(2):145-51doi: 10.1007/BF00806587.
Jegorov, A., Havlíček, V., & Sedmera, P. (1996). An unusual side chain C-C cleavage at the MeBmt amino acid in cyclosporin A. Amino acids, 10(2), 145-51. https://doi.org/10.1007/BF00806587
Jegorov, A, et al. "An unusual side chain C-C cleavage at the MeBmt amino acid in cyclosporin A." Amino acids vol. 10,2 (1996): 145-51. doi: https://doi.org/10.1007/BF00806587
Jegorov A, Havlíček V, Sedmera P. An unusual side chain C-C cleavage at the MeBmt amino acid in cyclosporin A. Amino Acids. 1996 Jun;10(2):145-51. doi: 10.1007/BF00806587. PMID: 24178476.
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Amino Acids. 1996 Jun;10(2):145-51. doi: 10.1007/BF00806587.

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

Amino acids

A Jegorov, V Havlíček, P Sedmera

Affiliations

  1. Galena Co., Research Unit, Branišovská 31, CZ-370 05, ?eské Bud?jovice, Czech Republic.

PMID: 24178476 DOI: 10.1007/BF00806587

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 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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