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Methyl (4-bromobenzoyl)-L-cysteinate

Product Name
Methyl (4-bromobenzoyl)-L-cysteinate
CAS No.
1947408-74-3
Chemical Name
Methyl (4-bromobenzoyl)-L-cysteinate
Synonyms
Methyl (4-bromobenzoyl)-L-cysteinate;L-Cysteine, N-(4-bromobenzoyl)-, methyl ester;pharmacophore,inhibit,Cysteine thiol probe,products,enone-based,chromophore,thiol-based,electrophilic,Inhibitor,l-cystine,Natural
CBNumber
CB35542274
Molecular Formula
C11H12BrNO3S
Formula Weight
318.19
MOL File
1947408-74-3.mol
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Methyl (4-bromobenzoyl)-L-cysteinate Property

Boiling point:
465.2±45.0 °C(Predicted)
Density 
1.491±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 250 mg/mL (785.69 mM)
pka
9.05±0.10(Predicted)
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
907243
Product name
Methyl (4-bromobenzoyl)-L-cysteinate
Purity
≥95%
Packaging
100mg
Price
$346
Updated
2023/06/20
DC Chemicals
Product number
012836
Product name
Cysteinethiolprobe
Packaging
003
Price
$1700
Updated
2021/12/16
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Methyl (4-bromobenzoyl)-L-cysteinate Chemical Properties,Usage,Production

Uses

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.

Methyl (4-bromobenzoyl)-L-cysteinate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl (4-bromobenzoyl)-L-cysteinate Suppliers

Sigma-Aldrich
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1947408-74-3, Methyl (4-bromobenzoyl)-L-cysteinateRelated Search:


  • Methyl (4-bromobenzoyl)-L-cysteinate
  • pharmacophore,inhibit,Cysteine thiol probe,products,enone-based,chromophore,thiol-based,electrophilic,Inhibitor,l-cystine,Natural
  • L-Cysteine, N-(4-bromobenzoyl)-, methyl ester
  • 1947408-74-3