913413

Enantioprobe (R,R)-7

≥95%

• Synonym(s): N-((1R,2R)-2-(Benzyloxy)cyclopentyl)-3-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)propanamide, Fully functionalized enantioprobe, Ligandability probe
• Empirical Formula (Hill Notation): C₂₀H₂₅N₃O₂
• CAS Number: 2390036-45-8
• Molecular Weight: 339.43
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95%
• form: powder
• storage temp.: −20°C

Description

Application

Enantioprobe (R,R)-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 between the pairs simplifies validation of authentic protein-binding events. Enantioprobe (R,R)-7′s paired fragment is available as Enantioprobe (S,S)-7 (cat# 912182).

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:

• Fluorophore-conjugated azide tags for SDS-PAGE in-gel profiling: 910147, 760757, 760765, 777315, 777323
• Azide-biotin tags for enrichment: 901765, 914134, 914460, 762024, 900912, 900891, QBD10825
• Azide capture solid supports: 900957, 742627
• Streptavidin for biotin enrichment: S6940, E5529, E2513, 69203, 16-126, S1638
• Mass spectrometry and Multiplexing

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable