Hydrolysis of cyclosporin A: identification of 1,11 seco-cyclosporin A and 4,5 seco-isocyclosporin A by FAB-MS/MS

Peptides. 1995;16(8):1335-41. doi: 10.1016/0196-9781(95)02025-x.

Abstract

We have previously reported that treatment of CsA with aqueous HCI gives rise to the formation of a number of water-soluble compounds. Two of these were identified from their FAB-MS/MS spectra as open-chain nona- and decapeptides. We describe here the identification of two other main compounds deriving from the same treatment. Identification was rendered possible from the comparison of their FAB-MS/MS spectra with those of methyl and acetyl derivatives. The two compounds are water-soluble, open-chain undecapeptides corresponding to 1.11 seco-CsA and of 4.5 seco-isoCsA, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Amino Acid Sequence
  • Cyclosporine / chemistry*
  • Cyclosporine / isolation & purification
  • Cyclosporine / metabolism
  • Cyclosporins / chemistry
  • Cyclosporins / isolation & purification
  • Cyclosporins / metabolism
  • Humans
  • Hydrochloric Acid
  • Hydrolysis
  • In Vitro Techniques
  • Methylation
  • Molecular Sequence Data
  • Molecular Structure
  • Solubility
  • Spectrometry, Mass, Fast Atom Bombardment
  • Water

Substances

  • Cyclosporins
  • Water
  • isocyclosporin A
  • Cyclosporine
  • Hydrochloric Acid