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1947408-74-3

1947408-74-3 structure
1947408-74-3 structure
  • Name: Cysteine thiol probe
  • Chemical Name: Cysteine thiol probe
  • CAS Number: 1947408-74-3
  • Molecular Formula: C11H12BrNO3S
  • Molecular Weight: 318.19
  • Catalog: Research Areas Others
  • Create Date: 2020-01-23 18:19:51
  • Modify Date: 2024-04-06 18:32:12
  • 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[1][2].

Name Cysteine thiol probe
Description 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[1][2].
Related Catalog
In Vitro 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[1].
References

[1]. Castro-Falcón 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.

[2]. 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.

Molecular Formula C11H12BrNO3S
Molecular Weight 318.19
Storage condition 2-8°C