An alpha-formylglycine building block for fmoc-based solid-phase peptide synthesis.
[reaction: see text] Nearly all known sulfatases share a common active site modification that is required for their activity: conversion of cysteine to alpha-formylglycine. We report the synthesis of an alpha-formylglycine building block suitable for Fmoc-based solid-phase peptide synthesis. The building block was incorporated into a synthetic peptide derived from the active site of a Mycobacterium tuberculosis sulfatase.
Rush
Jason
J
Department of Chemistry, University of California, Berkeley, 94720, USA.
Bertozzi
Carolyn R
CR
D000409:Alanine / Q000031:analogs & derivatives* / Q000737:chemistry; D001665:Binding Sites; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D009169:Mycobacterium tuberculosis / Q000201:enzymology; D010455:Peptides / Q000138:chemical synthesis*; D013429:Sulfatases / Q000737:chemistry / Q000378:metabolism
D010455:Peptides; C524739:C(alpha)-formylglycine; D013429:Sulfatases; D000409:Alanine; D005998:Glycine