923818
N-(But-3-yn-1-yl)-2-(((2-oxo-2H-chromen-7-yl)oxy)methyl)acrylamide
Synonym(s):
Coumarin alkyne CoLDR probe
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About This Item
Empirical Formula (Hill Notation):
C17H15NO4
Molecular Weight:
297.31
NACRES:
NA.22
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reaction suitability
reagent type: chemical modification reagent
reaction type: click chemistry
Quality Level
functional group
(Alkyne)
storage temp.
2-8°C
SMILES string
O=C1OC2=CC(OCC(C(NCCC#C)=O)=C)=CC=C2C=C1
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Application
N-(But-3-yn-1-yl)-2-(((2-oxo-2H-chromen-7-yl)oxy)methyl)acrylamide is a proteomic cysteine probe. As described in Reddi et al, the Nir London lab developed a-substituted N-alkynyl-methacrylamides for covalent ligand directed release chemistry (CoLDR). CoLDR represents a new type of acrylamide-based electrophiles for targeted covalent inhibitor discovery and design. Specifically this CoLDR probe is a coumarin derivative with a terminal alkyne for click chemistry.
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Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Rambabu N Reddi et al.
Journal of the American Chemical Society, 143(13), 4979-4992 (2021-03-26)
Targeted covalent inhibitors are an important class of drugs and chemical probes. However, relatively few electrophiles meet the criteria for successful covalent inhibitor design. Here we describe α-substituted methacrylamides as a new class of electrophiles suitable for targeted covalent inhibitors.
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