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1947408-74-3

1947408-74-3 Structure

1947408-74-3 Structure
IdentificationBack Directory
[Name]

Methyl (4-bromobenzoyl)-L-cysteinate
[CAS]

1947408-74-3
[Synonyms]

Methyl (4-bromobenzoyl)-L-cysteinate
[Molecular Formula]

C11H12BrNO3S
[MOL File]

1947408-74-3.mol
[Molecular Weight]

318.19
Chemical PropertiesBack Directory
[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)
[form ]

Solid
[pka]

9.05±0.10(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl (4-bromobenzoyl)-L-cysteinate(1947408-74-3)1HNMR
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