Mass spectra of staphylomycin S components and of related cyclodepsipeptide antibiotics
- 1 February 1972
- journal article
- research article
- Published by Wiley in Journal of Mass Spectrometry
- Vol. 6 (2) , 151-166
- https://doi.org/10.1002/oms.1210060205
Abstract
The electron‐impact induced fragmentation of staphylomycin S (I) and related cyclodepsipeptides (II to V) is mainly initiated by elimination of an azomethin molecule (RCHNR′), i.e. 1,2‐dehydro‐4‐oxopiperidine for I and II, 1,2‐dehydro‐4‐hydroxy‐piperidine for III and IV, and an unknown hydroxy‐1,2‐dehydro‐4‐oxopiperidine for VI. Cyclic imino acids, e.g. a pipecolic acid derivative for I to IV and 4‐hydroxyproline for etamycin (IX) preferentially trigger this reaction. Clearcut evidence for the amino acid sequence is given by the mass spectra of the linear peptides obtained from I, V and IX by alkaline hydrolysis of the lactone function and esterification of the carboxy group.Keywords
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