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Merck
CN

806013

Sigma-Aldrich

APN-BCN

95%

别名:

Bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-(cyanoethynyl)phenyl)carbamate

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关于此项目

经验公式(希尔记法):
C20H18N2O2
分子量:
318.37
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.22
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方案

95%

表单

powder

反应适用性

reagent type: cross-linking reagent

储存温度

−20°C

SMILES字符串

N#CC#CC1=CC=C(NC(OCC2C3CCC#CCCC23)=O)C=C1

InChI

1S/C19H16N2O2/c20-13-5-6-14-9-11-15(12-10-14)21-19(22)23-18-16-7-3-1-2-4-8-17(16)18/h9-12,16-18H,3-4,7-8H2,(H,21,22)

InChI key

LVFLVSUFJDGHRN-UHFFFAOYSA-N

应用

APN-BCN is a bifunctional crosslinker for thiol-to-azide coupling. 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-BCN conjugate using size exclusion chromatography or ultrafiltration.
  • The conjugate can be readily coupled with azide-containing molecules by incubating the components in an aqueous buffer.
*Note: avoid thiol-containing buffers.

象形图

Exclamation mark

警示用语:

Warning

危险声明

预防措施声明

危险分类

Acute Tox. 4 Oral

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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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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