Bioorganic synthesis of end-capped anti-HIV peptides by simultaneous cyanocysteine-mediated cleavages of recombinant proteins

Michinori Tanaka; Kazumi Kajiwara; Rei Tokiwa; Kentaro Watanabe; Hiroaki Ohno; Hiroko Tsutsumi; Yoji Hata; Kazuki Izumi; Eiichi Kodama; Masao Matsuoka; Shinya Oishi; Nobutaka Fujii

doi:10.1016/j.bmc.2009.09.015

Bioorganic synthesis of end-capped anti-HIV peptides by simultaneous cyanocysteine-mediated cleavages of recombinant proteins

Bioorg Med Chem. 2009 Nov 1;17(21):7487-92. doi: 10.1016/j.bmc.2009.09.015. Epub 2009 Sep 15.

Authors

Michinori Tanaka¹, Kazumi Kajiwara, Rei Tokiwa, Kentaro Watanabe, Hiroaki Ohno, Hiroko Tsutsumi, Yoji Hata, Kazuki Izumi, Eiichi Kodama, Masao Matsuoka, Shinya Oishi, Nobutaka Fujii

Affiliation

¹ Graduate School of Pharmaceutical Sciences, Kyoto University, Kyoto 606-8501, Japan.

PMID: 19811922
DOI: 10.1016/j.bmc.2009.09.015

Abstract

Bioorganic synthesis of N- and C-terminal end-capped peptides by two simultaneous S-cyanocysteine-mediated cleavages of recombinant proteins is described. This approach is demonstrated in the preparation of anti-HIV fusion inhibitory peptides.

Publication types

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

MeSH terms

Amino Acid Sequence
Anti-HIV Agents / chemical synthesis*
Anti-HIV Agents / chemistry
Anti-HIV Agents / pharmacology
Cysteine / chemistry*
HIV Fusion Inhibitors / chemical synthesis*
HIV Fusion Inhibitors / chemistry
HIV Fusion Inhibitors / pharmacology
Humans
Molecular Sequence Data
Peptides / chemical synthesis*
Peptides / chemistry
Peptides / pharmacology
Recombinant Fusion Proteins / metabolism*

Substances

Anti-HIV Agents
HIV Fusion Inhibitors
Peptides
Recombinant Fusion Proteins
Cysteine