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Study of Chemical Ligation Via 17‐, 18‐ and 19‐Membered Cyclic Transition States
Author(s) -
Panda Siva S.,
ElNachef Claudia,
Bajaj Kiran,
AlYoubi Abdulrahman O.,
Oliferenko Alexander,
Katritzky Alan R.
Publication year - 2012
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/cbdd.12053
Subject(s) - native chemical ligation , cysteine , chemistry , transition (genetics) , cyclic peptide , stereochemistry , intermolecular force , transition state , ligation , combinatorial chemistry , peptide , molecule , biochemistry , organic chemistry , catalysis , biology , microbiology and biotechnology , gene , enzyme
Unprotected S ‐acylated cysteine isopeptides containing α ‐, β ‐ or γ ‐amino acid units have been synthesized, and their conversion to native hexapeptides by S ‐ to the N ‐terminus ligations involving 17‐, 18‐ and 19‐membered cyclic transition states have been demonstrated both experimentally and computationally to be more favorable than intermolecular cross‐ligations.