Cyclization of cysteine-containing peptides

• Main Authors: HUGHES; JOHN LAWRENCE, LIU; ROBERT CHUNG-HUANG, SEYLER; JAY KENNETH
• Format: Patent
• Language: English
• Published: 30.12.1975
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PEPTIDES; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; TECHNICAL SUBJECTS COVERED BY FORMER USPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ARTCOLLECTIONS [XRACs] AND DIGESTS

The synthesis of a disulfide cyclic peptide by preparing peptide containing at least two cysteine moieties in its amino acid chain one of which is protected by an n-alkylthio group, and subjecting such peptide to a procedure in which the peptide is held in solution substantially free of oxygen at a pH of from about 5 to 10 until rearrangement takes place to yield a cyclic disulfide peptide and to displace said n-alkylthio group from said amino acid chain. The disclosure also embraces said non-cyclic peptides as new compounds and the processes by which they are perpared.