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900919

Sigma-Aldrich

Azidoacetic acid NHS ester

Synonym(s):

(2,5-Dioxopyrrolidin-1-yl) 2-azidoacetate, 1-[(Azidoacetyl)oxy]pyrrolidine-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C6H6N4O4
CAS Number:
824426-32-6
Molecular Weight:
198.14
MDL number:
MFCD24452499
UNSPSC Code:
12352106
NACRES:
NA.22

form

powder or crystals

Quality Level

100

reaction suitability

reagent type: cross-linking reagent

availability

available only in USA

storage temp.

−20°C

InChI

1S/C6H6N4O4/c7-9-8-3-6(13)14-10-4(11)1-2-5(10)12/h1-3H2

InChI key

FENNDBOWHRZLTQ-UHFFFAOYSA-N

Application

Azidoacetic acid NHS ester is a simple azido-containing reagent with an N-hydroxysuccinimide (NHS) ester that can be reacted with primary amines at pH 7-9 forming a stable amide bond. The azide allows for chemoselective ligation with an alkyne or cyclooctyne. It is generally used to functionalize amines and amino acids with azidoacetyl groups. It is generally used in click chemistry applications.

pictograms

Flame
GHS02

signalword

Danger

hcodes

H242

Hazard Classifications

Self-react. C

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT1868
MKCL1165
MKCJ6916
MKCH6216
MKCG6298

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