O-(N-succinimidyl)-1,1,3,3-tetramethyluronium tetrafluoroborate-N-hydroxysuccinimide-CuCl2: a facile and reliable system for racemization-free coupling of peptides having a carboxy-terminal N-methylamino acid.
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.
Nishiyama
Y
Y
Department of Industrial Chemistry, Faculty of Engineering, Seikei University, Tokyo, Japan.
Ishizuka
S
S
Mori
T
T
Kurita
K
K
D000596:Amino Acids / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D003300:Copper / Q000737:chemistry*; D007202:Indicators and Reagents; D008782:Methylurea Compounds / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D013388:Succinimides / Q000737:chemistry*
D000596:Amino Acids; D007202:Indicators and Reagents; D008782:Methylurea Compounds; C087069:N,N,N',N'-tetramethyl(succinimido)uronium tetrafluoroborate; D010455:Peptides; D013388:Succinimides; D003300:Copper; C001426:N-hydroxysuccinimide; C029892:cupric chloride