O-(N-Succinimidyl)-1, 1, 3, 3-tetramethyluronium Tetrafluoroborate-N-Hydroxysuccinimide-CuCl2 : A Facile and Reliable System for Racemization-Free Coupling of Peptides Havng a Carboxy-terminal N-Methylamino Acid

Yasuhiro NISHIYAMA; Sou ISHIZUKA; Tomonori MORI; Keisuke KURITA

doi:10.1248/cpb.48.442

O-(N-Succinimidyl)-1, 1, 3, 3-tetramethyluronium Tetrafluoroborate-N-Hydroxysuccinimide-CuCl₂ : A Facile and Reliable System for Racemization-Free Coupling of Peptides Havng a Carboxy-terminal N-Methylamino Acid

Yasuhiro NISHIYAMA, Sou ISHIZUKA, Tomonori MORI, Keisuke KURITA

Author information

Keywords: N-methylamino acid, racemization-free coupling, copper(II) chloride, racemization, segment condensation, peptide synthesis

JOURNAL FREE ACCESS

2000 Volume 48 Issue 3 Pages 442-444

DOI https://doi.org/10.1248/cpb.48.442

Details

Abstract

Simultaneous use of N-hydroxysuccinimide (HOSu) and CuCl₂ with a HOSu-based uronium coupling reagent, O-(N-succinimidyl)-1, 1, 3, 3-tetramethyluronium tetrafluoroborate, has been found to eliminate the racemization of the carboxy-terminal N-methylamino acid residue during the segment condensation.

Corresponding author

Register with J-STAGE for free!