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Merck
CN

806595

Sigma-Aldrich

APN-Azide

95%

别名:

3-(4-Azidophenyl)propiolonitrile, APN-N3

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About This Item

经验公式(希尔记法):
C9H4N4
分子量:
168.15
UNSPSC代码:
12352125
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

95%

形式

powder

反应适用性

reagent type: cross-linking reagent

mp

100 °C

官能团

azide

储存温度

2-8°C

SMILES字符串

N#CC#CC1=CC=C(N=[N+]=[N-])C=C1

InChI

1S/C9H4N4/c10-7-1-2-8-3-5-9(6-4-8)12-13-11/h3-6H

InChI key

BDLXITYEYYHQNK-UHFFFAOYSA-N

应用

APN-Azide is a bifunctional crosslinker for thiol-to-alkyne coupling. This coupling can be performed with high selectivity in biological medium using mild reaction conditions.

Standard protein labeling procedure (cysteine labeling)
1. Dissolve the protein in the appropriate buffer* with pH 6.5-9.0 (e.g. PBS) at 1-10 mg/mL concentration.
2. Apply the appropriate amount of the stock solution of the reagent (1-5 molar eq. per free cysteine residue).
3. Incubate at room temperature for 2 hours.
4. If necessary, purify the protein-azide conjugate using size exclusion chromatography or ultrafiltration.
5. The conjugate can be readily coupled with alkyne-containing using standard click-chemistry protocols.
*Note: avoid thiol-containing buffers.

象形图

FlameExclamation mark

警示用语:

Danger

危险分类

Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Sergii Kolodych et al.
Bioconjugate chemistry, 26(2), 197-200 (2015-01-24)
Amine-to-thiol coupling is the most common route for the preparation of antibody-drug conjugates (ADC). It is usually achieved by using heterobifunctional reagents possessing an activated ester at one end and a maleimide group at the other. However, maleimide-based conjugates were

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