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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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50 MG
$86.77
250 MG
$292.00

About This Item

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

$86.77

List price$93.70Save 7%
Web-Only Promotion

Available to ship onApril 09, 2025Details


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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

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This Item
792047633259QBD10260
form

solid

form

liquid

form

solid

form

solid or viscous liquid

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

storage temp.

−20°C

mp

36-41 °C

mp

135-140 °C

mp

133 °C (lit.)

mp

-

reaction suitability

reaction type: click chemistry

reaction suitability

-

reaction suitability

-

reaction suitability

-

functional group

NHS ester

functional group

-

functional group

-

functional group

-

Application

Propargyl-N-hydroxysuccinimidyl ester may be used as a tool for identifying nucleophilic ligandable hotspots by chemoproteomic approaches.[1]
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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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NHS-Esters As Versatile Reactivity-Based Probes for Mapping Proteome-Wide Ligandable Hotspots.
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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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