The synthesis of head-to-tail cyclic sulfono-γ-AApeptides

Haifan Wu; Fengyu She; Wenyang Gao; Austin Prince; Yaqiong Li; Lulu Wei; Allison Mercer; Lukasz Wojtas; Shengqian Ma; Jianfeng Cai

doi:10.1039/c4ob02232g

The synthesis of head-to-tail cyclic sulfono-γ-AApeptides

Org Biomol Chem. 2015 Jan 21;13(3):672-6. doi: 10.1039/c4ob02232g.

Authors

Haifan Wu¹, Fengyu She, Wenyang Gao, Austin Prince, Yaqiong Li, Lulu Wei, Allison Mercer, Lukasz Wojtas, Shengqian Ma, Jianfeng Cai

Affiliation

¹ Department of Chemistry, University of South Florida, 4202 E. Fowler Ave, Tampa, FL 33620, USA. jianfengcai@usf.edu.

PMID: 25420701
DOI: 10.1039/c4ob02232g

Abstract

We report an efficient method for the preparation of unprecedented head-to-tail cyclic sulfono-γ-AApeptides. Following this method, a number of cyclic sequences bearing two to five subunits were efficiently synthesized. In addition, the X-ray crystal structure study of a three-membered cyclic sulfono-γ-AApeptide revealed a type II β-turn-like character.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Amino Acids, Sulfur / chemistry*
Crystallography, X-Ray
Cyclization
Molecular Structure
Peptides, Cyclic / chemical synthesis*
Peptides, Cyclic / chemistry
Peptidomimetics / chemical synthesis*
Peptidomimetics / chemistry

Substances

Amino Acids, Sulfur
Peptides, Cyclic
Peptidomimetics