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Merck

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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About This Item

经验公式(希尔记法):
C20H18N2O2
分子量:
318.37
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.22

化驗

95%

形狀

powder

反應適用性

reagent type: cross-linking reagent

儲存溫度

−20°C

SMILES 字串

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 密鑰

LVFLVSUFJDGHRN-UHFFFAOYSA-N

應用

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.

準備報告

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.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

防範說明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

13 - Non Combustible Solids

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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