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912182

Sigma-Aldrich

Enantioprobe (S,S)-7

≥95%

Synonym(s):

N-((1S,2S)-2-(Benzyloxy)cyclopentyl)-3-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)propanamide, Fully functionalized enantioprobe, Ligandability probe

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About This Item

Empirical Formula (Hill Notation):
C20H25N3O2
CAS Number:
2390040-83-0
Molecular Weight:
339.43
UNSPSC Code:
12352101
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

storage temp.

−20°C

Application

Enantioprobe (S,S)-7 is one of 16 fully functionalized, enantiomeric fragment probes developed in the Cravatt lab. Combining fragment-based ligand discovery (FBLD) with chemical proteomics, the enantioprobe library assesses ligandability across proteomes. Each enantioprobe contains a structurally variable fragment for interaction with proteins, photoactivatable diazirine for UV-induced covalent protein labeling, and bioorthogonal alkyne handle for detection, enrichment, and identification. Of the eight enantiomeric pairs, each differs by one stereocenter, and comparing stereoselective fragment-protein interactions betweenthe pairs simplifies validation of authentic protein-binding events. Enantioprobe (S,S)-7′s paired fragment is available as Enantioprobe (R,R)-7 (cat# 913413).

Together, the 16 enantioprobes support ligandability studies in living cells, a significant method for development of chemical probes and lead discovery efforts to find binders for traditionally ″″undruggable″″ protein targets. This strategy is also compatible with multiplexing for higher throughput.
Supporting reagents:

Other Notes

Technology Spotlight: Proteomic Ligandability Assessment

Expedited mapping of the ligandable proteome using fully functionalized enantiomeric probe pairs

A chiral trick to map protein ligandability

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

912182-50MG:
912182-VAR:
912182-BULK:
912182-5MG:

Certificates of Analysis (COA)

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Yujia Wang et al.
Nature chemistry, 11(12), 1113-1123 (2019-10-30)
A fundamental challenge in chemical biology and medicine is to understand and expand the fraction of the human proteome that can be targeted by small molecules. We recently described a strategy that integrates fragment-based ligand discovery with chemical proteomics to

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