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Merck
CN

764221

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:
Molecular Weight:
225.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
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form

solid

Quality Level

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Qianyun Zhang et al.
ACS nano, 12(10), 10473-10485 (2018-10-06)
Multivalent presentation of ligands on nanoparticles (NPs) is considered a general strategy for enhancing receptor binding and activation through amplification of ligand-receptor interactions within the footprint of the individual NPs. The spatial clustering of ligand-functionalized NPs represents an additional, less
Activatable T1 Relaxivity Recovery Nanoconjugates for Kinetic and Sensitive Analysis of Matrix Metalloprotease
Zhu X, et al.
ACS Applied Materials & Interfaces (2017)
NHS-Esters As Versatile Reactivity-Based Probes for Mapping Proteome-Wide Ligandable Hotspots.
Ward CC, et al.
ACS Chemical Biology (2017)



Global Trade Item Number

SKUGTIN
764221-250MG04061833230978
764221-50MG04061833230985