TY - JOUR
T1 - Development of efficient methods for accomplishing cysteine-free peptide and glycopeptide coupling
AU - Chen, Gong
AU - Wan, Qian
AU - Tan, Zhongping
AU - Kan, Cindy
AU - Hua, Zihao
AU - Ranganathan, Krishnakumar
AU - Danishefsky, Samuel J.
PY - 2007
Y1 - 2007
N2 - As simple as A, B, C: Non-cysteine-based reiterative fragment coupling of glycopeptides involves a metal-free (TCEP) coupling of a peptidyl C-terminal phenolic ester containing an ortho-disulfide moiety (A) with an N-terminal glycopeptide whose C terminus is an alkyl thioester (B) to produce AB, whose N terminus contains an alkyl thioester. A AgCl-mediated coupling of AB with peptide C then produces the tridomainal peptide ABC. TCEP = tris (2-carboxyethyl)phosphine. (Chemical Equation Presented)
AB - As simple as A, B, C: Non-cysteine-based reiterative fragment coupling of glycopeptides involves a metal-free (TCEP) coupling of a peptidyl C-terminal phenolic ester containing an ortho-disulfide moiety (A) with an N-terminal glycopeptide whose C terminus is an alkyl thioester (B) to produce AB, whose N terminus contains an alkyl thioester. A AgCl-mediated coupling of AB with peptide C then produces the tridomainal peptide ABC. TCEP = tris (2-carboxyethyl)phosphine. (Chemical Equation Presented)
UR - http://www.scopus.com/inward/record.url?scp=35048868425&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=35048868425&partnerID=8YFLogxK
U2 - 10.1002/anie.200702865
DO - 10.1002/anie.200702865
M3 - Article
C2 - 17828726
AN - SCOPUS:35048868425
SN - 1433-7851
VL - 46
SP - 7383
EP - 7387
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 39
ER -