Total chemical synthesis of human thyroid-stimulating hormone (hTSH) β-subunit: Application of arginine-tagged acetamidomethyl (Acm(R)) protecting groups Journal Article


Authors: Brailsford, J. A.; Stockdill, J. L.; Axelrod, A. J.; Peterson, M. T.; Vadola, P. A.; Johnston, E. V.; Danishefsky, S. J.
Article Title: Total chemical synthesis of human thyroid-stimulating hormone (hTSH) β-subunit: Application of arginine-tagged acetamidomethyl (Acm(R)) protecting groups
Abstract: The β-subunit of human thyroid stimulating hormone (hTSH) has been synthesized as a single glycoform bearing a chitobiose disaccharide at the native glycosylation site. Key to the successful completion of this synthesis was the introduction of an arginine-tagged acetamidomethyl group, which served to greatly facilitate handling of a glycopeptide fragment with poor aqueous solubility. This general solution to the challenge of working with intractable peptides is expected to find wide use in protein synthesis. © 2018 Elsevier Ltd
Keywords: glycoprotein; thyroid-stimulating hormone; peptide chemistry
Journal Title: Tetrahedron
Volume: 74
Issue: 15
ISSN: 0040-4020
Publisher: Elsevier Inc.  
Date Published: 2018-04-12
Start Page: 1951
End Page: 1956
Language: English
DOI: 10.1016/j.tet.2018.02.067
PROVIDER: scopus
DOI/URL:
Notes: Article -- Export Date: 2 April 2018 -- Source: Scopus
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