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Merck

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
分類程式碼代碼:
12352125
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

95%

形狀

powder

反應適用性

reagent type: cross-linking reagent

mp

100 °C

官能基

azide

儲存溫度

2-8°C

SMILES 字串

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 密鑰

BDLXITYEYYHQNK-UHFFFAOYSA-N

應用

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.

象形圖

FlameExclamation mark

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

4.1B - Flammable solid hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°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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