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Merck
CN

806021

APN-CHO

别名:

3-(4-formylphenyl)propiolonitrile, APN-aldehyde

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关于此项目

经验公式(希尔记法):
C10H5NO
分子量:
155.15
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
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SMILES string

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

form

powder

reaction suitability

reagent type: cross-linking reagent

functional group

carbonyl

storage temp.

2-8°C

Application

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.

Preparation Note

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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_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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