Cysteine Thiol Probe is a thiol-based probe designed to label electrophilic natural products. Cysteine Thiol Probe possesses each of the characteristics of an ideal pharmacophore probe, and has a chromophore. Cysteine Thiol Probe is capable of engaging enone-, β-lactam-, and β-lactone-based electrophilic metabolites.
CAS Number: 1947408-74-3
Molecular Weight: 318.19
Chemical Name: methyl (2R)-2-[(4-bromophenyl)formamido]-3-sulfanylpropanoate
Appearance: Solid Power
Purity: ≥98% (or refer to the Certificate of Analysis)
Solubility: DMSO : 250 mg/mL (785.69 mM; Need ultrasonic).
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis
Storage Condition: Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.
Shelf Life: ≥12 months if stored properly.
Stock Solution Storage: 0 - 4 oC for 1 month or refer to the Certificate of Analysis.
Drug Formulation: To be determined
HS Tariff Code: 382200
How to use
Cysteine Thiol Probe (Probe 1) reacts much more readily with β-lactam- and β-lactone-based electrophilic natural products, and its reactivity with epoxide-based electrophilic natural products is poor. And probe 2 reacts much faster with epoxide-containing natural products. This orthogonal reactivity allows them to be employed in extracts simultaneously. Since Cysteine Thiol Probe is brominated and probe 2 is chlorinated, the isotopic patterns of labeled natural products point toward their structural origin. Competition experiments using Cysteine Thiol Probe and 2 indicated that brominated Cysteine Thiol Probe reacted exclusively with the β-lactam in penicillin G and the β-lactone in salinosporamide A while chlorinated probe 2 alone reacted with the epoxide in salinamide A.
- Castro-Falcon G, et al. Thiol Probes To Detect Electrophilic Natural Products Based on Their Mechanism of Action. ACS Chem Biol. 2016 Aug 19;11(8):2328-36.
- Reimer D, et al. Thiol-Based Probe for Electrophilic Natural Products Reveals That Most of the Ammosamides Are Artifacts. J Nat Prod. 2017 Jan 27;80(1):126-133.
Products are for research use only. Not for human use.
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