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Toward Semisynthetic Lipoproteins by Convergent Strategies Based on Click and Ligation Chemistry
Author(s) -
Musiol HansJürgen,
Dong Shouliang,
Kaiser Markus,
Bausinger Ralf,
Zumbusch Andreas,
Bertsch Uwe,
Moroder Luis
Publication year - 2005
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200400351
Subject(s) - semisynthesis , native chemical ligation , chemical ligation , click chemistry , chemistry , cycloaddition , ligation , convergent synthesis , azide , combinatorial chemistry , peptide , chemical synthesis , lipopeptide , biochemistry , stereochemistry , organic chemistry , biology , microbiology and biotechnology , bacteria , catalysis , in vitro , genetics
A new convergent strategy is proposed for the semisynthesis of C‐terminally lipidated proteins that is based on the copper( I )‐catalyzed 1,3‐dipolar cycloaddition of terminal alkynes in synthetic peptides to dimyristoylphosphatidylethanol azide followed by native chemical ligation (NCL) or expressed protein ligation (EPL) of the lipopeptide with synthetic or expressed polypeptide thioesters.