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

Autor:	John A. Brailsford, Jennifer L. Stockdill, Eric V. Johnston, Abram J. Axelrod, Paul A. Vadola, Samuel J. Danishefsky, Michael T. Peterson
Rok vydání:	2018
Předmět:	Glycosylation Arginine 010405 organic chemistry Organic Chemistry Disaccharide Chitobiose 010402 general chemistry 01 natural sciences Biochemistry Chemical synthesis Article Glycopeptide 0104 chemical sciences chemistry.chemical_compound chemistry Drug Discovery Protein biosynthesis Hormone
Zdroj:	Tetrahedron. 74:1951-1956
ISSN:	0040-4020
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9c8922168370d39e468501e1414bb3bb https://doi.org/10.1016/j.tet.2018.02.067 Zobrazit plný text záznamu Full Text from ScienceDirect