Document Report Card

Basic Information

ID: ALA1140418

Journal: Bioorg Med Chem Lett

Title: Synthesis of (2R,3S) 3-amino-4-mercapto-2-butanol, a threonine analogue for covalent inhibition of sortases.

Authors: Jung ME, Clemens JJ, Suree N, Liew CK, Pilpa R, Campbell DO, Clubb RT.

Abstract: L-Threonine 2 was converted in seven steps into the protected aminomercaptoalcohol 8, a threonine mimic. This compound 8 was coupled to various oligopeptides to produce two different tetrapeptide analogues, for example, 11 and 17, which were shown to inhibit the Sortase enzymes (SrtA and SrtB) via covalent attachment of the thiol groups of 11 and 17 to the catalytically active cysteine residue of the Sortase enzymes.

CiteXplore: 16169722

DOI: 10.1016/j.bmcl.2005.07.073