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Merck
CN

806021

Sigma-Aldrich

APN-CHO

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别名:
3-(4-formylphenyl)propiolonitrile, APN-aldehyde
经验公式(希尔记法):
C10H5NO
分子量:
155.15
UNSPSC代码:
12352101
PubChem化学物质编号:
NACRES:
NA.22

形式

powder

反应适用性

reagent type: cross-linking reagent

官能团

carbonyl

储存温度

2-8°C

SMILES字符串

N#CC#CC1=CC=C(C=O)C=C1

InChI

1S/C10H5NO/c11-7-1-2-9-3-5-10(8-12)6-4-9/h3-6,8H

InChI key

LYISHMGQKXLBHI-UHFFFAOYSA-N

应用

APN-Aldehyde is a bifunctional crosslinker for introduction of aldehyde into biomolecules. The coupling can be performed with high selectivity in biological medium using mild reaction conditions.

制备说明

Standard protein labeling procedure (cysteine labeling).

  • Dissolve the protein in the appropriate buffer with pH 6.5-9.0 (e.g. PBS) at 1-10 mg/mL concentration.
  • Apply the appropriate amount of the stock solution of the reagent (1-5 molar eq. per free cysteine residue).
  • Incubate at room temperature for 2 hours.
  • If necessary, purify the protein-aldehyde conjugate using size exclusion chromatography or ultrafiltration.
  • The conjugate can be readily coupled with hydrazides/hydrazones/hydroxylamines using standard protocols.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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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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