907243
Methyl (4-bromobenzoyl)-L-cysteinate
≥95%
Synonym(s):
Chemoselective thiol probe for detection of electrophilic metabolites, Cysteine thiol probe, Pharmacophore probe for electrophilic natural products
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About This Item
Empirical Formula (Hill Notation):
C11H12BrNO3S
CAS Number:
Molecular Weight:
318.19
UNSPSC Code:
12352101
Assay
≥95%
form
powder
storage temp.
2-8°C
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
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.
- 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.
Other Notes
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
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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