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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:
1174157-65-3
Molecular Weight:
225.20
NACRES:
NA.22
PubChem Substance ID:
329767108
UNSPSC Code:
12352108
MDL number:
MFCD13184973

Key Documents

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InChI key

WKIKHHMUNOVQLD-UHFFFAOYSA-N

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

form

solid

reaction suitability

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

mp

36-41 °C

functional group

NHS ester
alkyne

storage temp.

−20°C

Quality Level

100

Related Categories

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ2075
MKCV8069
MKCT7888
MKCS3340
MKCP4752

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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)
Yi Yu et al.
Nature chemical biology, 16(4), 387-390 (2019-12-25)
Here, we report a rapid CRISPR-Cas9-mediated gene knock-in strategy that uses Cas9 ribonucleoprotein and 5'-modified double-stranded DNA donors with 50-base-pair homology arms and achieved unprecedented 65/40% knock-in rates for 0.7/2.5 kilobase inserts, respectively, in human embryonic kidney 293T cells. The identified

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