Biotin-1,3-cyclopentanedione (BP1) is a non-dimedone based probe and contains a biotin tag making it compatible with several techniques and forms of analysis. At physiological pH its reactivity is comparable with dimedone and has increasing activity at lower pH.
- Stable, reproducible binding to cysteine sulfenic acid (-SOH) at physiological pH; increased reactivity under acidic conditions
- Non-hydrolyzable amide linkage prevents cleavage
- Great for in vitro and in vivo applications
- Compatible with WB, ELISA, and Affinity Isolation
Redox-sensitive cysteine residues in proteins may serve as important components of oxidative signaling or sensors of oxidative stress. Cysteine sulfenic acid modification is an emerging area of interest for those studying biological signal transduction within the cell.
From the laboratory of Cristina M. Furdui, PhD, Wake Forest School of Medicine.
Part of The Investigator's Annexe program.
|Compound Name: ||Biotin-1,3-cyclopentanedione (BP1) |
| Chemical Formula: ||C17H25N3O4S2 |
| Molecular Weight: ||399.5281 |
|Physical Form: ||light yellow solid |
| Purity: ||> 90% by NMR |
|Stability: ||> 6 months at -20C |
|Storage Conditions: ||Store at -20C |
| Shipped: ||Cold pack |
Reaction products of pure protein and cell lysates with BP1. (A) ESI-TOF MS spectrum showing C165S AhpC-BP1 covalent adduct formation. (B) Western-blot analysis of proteins from NIH 3T3 cell lysates labeled with BP1. The blot was probed with streptavidin-HRP, and antibodies for AhpC and beta-actin. Samples after enrichment in proteins labeled with BP1 were probed for PLCγ1.
Adapted from: Qian, J., Klomsiri, C., Wright, M.W., King, S.B., Tsang, A.W., Poole, L.B, and Furdui, C.M. Simple synthesis of 1,3-cyclopentanedione derived probes for labeling sulfenic acid proteins. Chem. Commun., 47, 9203–9205 (2011).
- Qian, J., Klomsiri, C., Wright, M.W., King, S.B., Tsang, A.W., Poole, L.B, and Furdui, C.M. Simple synthesis of 1,3-cyclopentanedione derived probes for labeling sulfenic acid proteins. Chem. Commun., 47, 9203–9205 (2011).
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