A Mechanism-Based Aryl Carrier Protein/Thiolation Domain Affinity Probe
- 1 May 2007
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 129 (20) , 6350-6351
Abstract
The design, synthesis, and biochemical characterization of a mechanism-based aryl carrier protein (ArCP) affinity probe that selectively modifies the terminal thiol of the aryl carrier protein phosphopantetheine (Ppant) prosthetic group is described. Labeling of the aryl carrier protein was shown to require the cognate adenylating enzyme to channel the affinity probe onto the Ppant cofactor. The selective labeling was established by observation of the phosphopantetheinyl ejection ion via MS/MS, and the probe was also found to stabilize an interaction between an aryl carrier protein and adenylating enzyme by an electrophoretic mobility shift assay.Keywords
This publication has 17 references indexed in Scilit:
- Carrier Protein Structure and Recognition in Polyketide and Nonribosomal Peptide BiosynthesisBiochemistry, 2006
- Mechanism-Based Protein Cross-Linking Probes To Investigate Carrier Protein-Mediated BiosynthesisACS Chemical Biology, 2006
- Facile Detection of Acyl and Peptidyl Intermediates on Thiotemplate Carrier Domains via Phosphopantetheinyl Elimination Reactions during Tandem Mass SpectrometryBiochemistry, 2006
- Design, Synthesis, and Biological Evaluation of β-Ketosulfonamide Adenylation Inhibitors as Potential Antitubercular AgentsOrganic Letters, 2006
- Platensimycin is a selective FabF inhibitor with potent antibiotic propertiesNature, 2006
- Rationally Designed Nucleoside Antibiotics That Inhibit Siderophore Biosynthesis of Mycobacterium tuberculosisJournal of Medicinal Chemistry, 2005
- Specific Labeling of Cell Surface Proteins with Chemically Diverse CompoundsJournal of the American Chemical Society, 2004
- Labeling Proteins with Small Molecules by Site-Specific Posttranslational ModificationJournal of the American Chemical Society, 2004
- Manipulation of Carrier Proteins in Antibiotic BiosynthesisChemistry & Biology, 2004
- Characterization of Sfp, a Bacillus subtilis Phosphopantetheinyl Transferase for Peptidyl Carrier Protein Domains in Peptide SynthetasesBiochemistry, 1998