907243

Methyl (4-bromobenzoyl)-L-cysteinate

≥95%

• Synonyme(s) : Chemoselective thiol probe for detection of electrophilic metabolites, Cysteine thiol probe, Pharmacophore probe for electrophilic natural products
• Formule empirique (notation de Hill): C₁₁H₁₂BrNO₃S
• Numéro CAS: 1947408-74-3
• Poids moléculaire : 318.19
• Code UNSPSC : 12352101

Propriétés

• Essai: ≥95%
• Forme: powder
• Température de stockage: 2-8°C

Description

Application

Methyl (4-bromobenzoyl)-L-cysteinate is a chemoselective thiol probe for detection of electrophilic metabolites. As it is often difficult to isolate low-abundance natural products from extracts, metabolities with bioactivity or therapeutic potential may be missed. Castro-Falcón, et al developed a reactivity-guided approach using thiolate probes to discover electrophilic natural products - a cysteine-based probe and thiophenol-based probe. Both consist of

• A chemoselective reagent for covalent reactivity with a pharmacophore,
• A conspicuous UV/VIS or mass spectrometric (MS) tag,
• A linker between the tag and reagent. Methyl (4-bromobenzoyl)-L-cysteinate contains a bromine MS tag and phenyl bromide UV tag that was demonstrated to chemoselectively label enone-, β-lactam-, and β-lactone-based natural products.

Complementarily, a thiophenol probe (cat# 125237) with a chlorine MS tag and phenyl chloride UV tag labeled epoxide-based natural products. These probes can be used in diverse extracts (bacterial, fungal, plant) to chemically faciliate access to high-value metabolites.

Autres remarques

Thiol Probes To Detect Electrophilic Natural Products Based on Their Mechanism of Action

Thiol-Based Probe for Electrophilic Natural Products Reveals That Most of the Ammosamides Are Artifacts

Neolymphostin A Is a Covalent Phosphoinositide 3-Kinase (PI3K)/ Mammalian Target of Rapamycin (mTOR) Dual Inhibitor That Employs an Unusual Electrophilic Vinylogous Ester

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable