A New Ligation Strategy for Peptide and Protein Glycosylation: Photoinduced Thiol–Ene Coupling | Zendy

Dondoni Alessandro | Zendy; Massi Alessandro | Zendy; Nanni Paolo | Zendy; Roda Aldo | Zendy

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A New Ligation Strategy for Peptide and Protein Glycosylation: Photoinduced Thiol–Ene Coupling

Author(s) -

Dondoni Alessandro,

Massi Alessandro,

Nanni Paolo,

Roda Aldo

Publication year - 2009

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200901746

Subject(s) - thiol , bovine serum albumin , cysteine , peptide , chemistry , glycosylation , cystine , ene reaction , residue (chemistry) , chemical ligation , native chemical ligation , combinatorial chemistry , biochemistry , stereochemistry , enzyme

Photoclick with proteins : Two cysteine containing peptides and the natural protein bovine serum albumin (BSA) were glycosylated (see scheme) by an alkenyl glycoside upon irradiation with visible light in the presence of a sensitizer (click thiol–ene coupling). The hyperglycosylation of BSA involved the cysteine free SH and two SH groups derived from selective photocleavage of a cystine residue.

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