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907316 Sigma-Aldrich

GlcA-ABP

95%

Synonym: (2S,3S,4S,5R,6S)-6-(2-(difluoromethyl)-4-(hex-5-ynamido)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid, Glucuronic acid activity-based probe, Glucuronidated metabolite mimic

  • Empirical Formula (Hill Notation) C19H21F2NO8

  • Molecular Weight 429.37

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Properties

Related Categories Biochemicals and Reagents, Carbohydrates, Chemical Biology, Chemical Synthesis, Monosaccharide,
assay   95%
form   solid
storage temp.   −20°C

Description

Application

This glucuronic acid activity-based probe (GlcA-ABP) is a glucuronidated metabolite mimic that provides in situ detection of active β-glucuronidases in the gut microbiome. The probe reacts with nucleophilic residues of the target, and the alkyne tag enables subsequent bioorthogonal tagging via click chemistry for enrichment (i.e. biotin tags) or imaging and cell sorting (i.e. fluorescent tags). With GlcA-ABP, Whidbey, et al were able to pair the activity-based probe (ABP) with fluorescence-activated cell sorting (FACS; ABP-FACS) to identify β-glucuronidase-active taxa in the gut microbiota.

Currently in gut microbiome research, access to and differentiation between subpopulations and their relationships to host biochemistry is a challenge. Functional and chemical approaches such as those with GlcA-ABP provide a complementary tool to gene sequencing.

Other Notes

A Probe-Enabled Approach for the Selective Isolation and Characterization of Functionally Active Sub populations in the Gut Microbiome

Safety & Documentation

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Peer-Reviewed Papers
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