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907316

Sigma-Aldrich

GlcA-ABP

95%

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C19H21F2NO8
Molecular Weight:
429.37
UNSPSC Code:
12352101

Assay

95%

form

solid

storage temp.

−20°C

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Christopher Whidbey et al.
Journal of the American Chemical Society (2018-12-14)
Commensal microorganisms in the mammalian gut play important roles in host health and physiology, but a central challenge remains in achieving a de-tailed mechanistic understanding of specific microbial contributions to host biochemistry. New function-based approaches are needed that analyze gut

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