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New semi‐synthesis of ubiquitin C‐terminal conjugate with 7‐amino‐4‐methylcoumarin
Author(s) -
Li YiTong,
Liang Jun,
Li JiaBin,
Fang GeMin,
Huang Yong,
Liu Lei
Publication year - 2014
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.2568
Subject(s) - conjugate , ubiquitin , native chemical ligation , chemistry , intein , peptide , chemical ligation , fusion protein , glycine , ligation , ubiquitin ligase , amino acid , combinatorial chemistry , recombinant dna , biochemistry , cysteine , stereochemistry , microbiology and biotechnology , biology , enzyme , mathematical analysis , rna , mathematics , rna splicing , gene
The ligation of peptide hydrazides at a Gly site carrying a removal auxiliary was found to be an efficient process. This technology was successfully used for the synthesis of ubiquitin C‐terminal conjugates. Recombinant Ub(1–75)‐NHNH 2 was prepared through the hydrozinolysis of the Ub(1–75)‐intein fusion protein. It was ligated with a glycine derivative modified with an acid‐sensitive thiol auxiliary. The final acid treatment produced the desired bioactive ubiquitin conjugates in practical quantities. Thus, the method described here extends the protocols of expressed protein ligation. Copyright © 2013 European Peptide Society and John Wiley & Sons, Ltd.