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764221

Sigma-Aldrich

Propargyl-N-hydroxysuccinimidyl ester

Synonym(s):

2,5-Dioxopyrrolidin-1-yl 3-(prop-2-ynyloxy)propanoate, 3-(2-Propyn-1-yloxy)propanoic acid 2,5-dioxo-1-pyrrolidinyl ester, Alkyne-NHS ester, Propargyl-succinimidyl-ester

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About This Item

Empirical Formula (Hill Notation):
C10H11NO5
CAS Number:
1174157-65-3
Molecular Weight:
225.20
MDL number:
MFCD13184973
UNSPSC Code:
12352108
PubChem Substance ID:
329767108
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

reaction type: click chemistry
reagent type: cross-linking reagent

mp

36-41 °C

functional group

NHS ester
alkyne

storage temp.

−20°C

SMILES string

C#CCOCCC(ON1C(CCC1=O)=O)=O

InChI

1S/C10H11NO5/c1-2-6-15-7-5-10(14)16-11-8(12)3-4-9(11)13/h1H,3-7H2

InChI key

WKIKHHMUNOVQLD-UHFFFAOYSA-N

Application

Propargyl-N-hydroxysuccinimidyl ester may be used as a tool for identifying nucleophilic ligandable hotspots by chemoproteomic approaches.
Propargyl-NHS ester is an amine reactive reagent for derivatizing peptides, antibodies, amine coated surfaces etc, with a terminal alkyne. The alkyne can be reacted with an azide containing compound or biomolecule via copper catalyzed azide-alkyne click chemistry to yield a stable triazole linkage.

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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