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An Iodine-Free and Directed-Disulfide-Bond-Forming Route

An Iodine-Free and Directed-Disulfide-Bond-Forming Route to Insulin Analogues

F Liu, Q Liu, AR Mezo, Org. Lett., Article ASAP, Publication Date (Web): May 26, 2014

An iodine-free synthetic route to insulin analogues has been established via a directed disulfide bond formation strategy. This method is completely compatible with oxidation-sensitive residues. The key step is constructing the third disulfide bond via a novel procedure involving phenylacetylaminomethyl group (Phacm), immobilized Penicillin G Acylase, and Ellman’s reagent. We expect that this method could be broadly utilized for synthesizing insulin-like and other cysteine-rich peptides, in particular, where oxidation-sensitive residues are present in the sequence.

Copyright © 2014 American Chemical Society