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
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About This Item
Formule empirique (notation de Hill):
C11H12BrNO3S
Numéro CAS:
Poids moléculaire :
318.19
Code UNSPSC :
12352101
Produits recommandés
Pureté
≥95%
Forme
powder
Température de stockage
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.
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
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
Produit(s) apparenté(s)
Réf. du produit
Description
Tarif
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
Certificats d'analyse (COA)
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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.
Daniela Reimer et al.
Journal of natural products, 80(1), 126-133 (2017-01-06)
To date, 16 members of the ammosamide family of natural products have been discovered, and except for ammosamide D each of these metabolites is characterized by an unusual chlorinated pyrrolo[4,3,2-de]quinoline skeleton. Several ammosamides have been shown to inhibit quinone reductase
Gabriel Castro-Falcón et al.
ACS chemical biology, 11(8), 2328-2336 (2016-06-14)
New methods are urgently needed to find novel natural products as structural leads for the development of new drugs against emerging diseases such as cancer and multiresistant bacterial infections. Here we introduce a reactivity-guided drug discovery approach for electrophilic natural
Gabriel Castro-Falcón et al.
Journal of medicinal chemistry (2018-11-02)
Using a novel chemistry-based assay for identifying electrophilic natural products in unprocessed extracts, we identified the PI3-kinase/mTOR dual inhibitor neolymphostin A from Salinispora arenicola CNY-486. The method further showed that the vinylogous ester substituent on the neolymphostin core was the
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