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Merck

761524

Sigma-Aldrich

二苯并环辛炔-N-羟基琥珀酰亚胺酯

for Copper-free Click Chemistry

别名:

DBCO-NHS酯, DBCO-SE

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About This Item

经验公式(希尔记法):
C23H18N2O5
分子量:
402.40
MDL號碼:
分類程式碼代碼:
12352108
PubChem物質ID:
NACRES:
NA.22

形狀

solid

反應適用性

reaction type: click chemistry
reagent type: cross-linking reagent

mp

149-157 (decomposition)

官能基

NHS ester

儲存溫度

−20°C

SMILES 字串

O=C(CCC(ON(C(CC1)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C23H18N2O5/c26-20(13-14-23(29)30-25-21(27)11-12-22(25)28)24-15-18-7-2-1-5-16(18)9-10-17-6-3-4-8-19(17)24/h1-8H,11-15H2

InChI 密鑰

XCEBOJWFQSQZKR-UHFFFAOYSA-N

一般說明

DBCO-NHS 酯常用于生物偶联。它由NHS酯组成,NHS酯可以与生物分子上的伯胺和炔基反应,该炔基导致与含叠氮化物分子的特异性反应。该反应通过一种称为应变促进炔烃-叠氮化物环加成的无铜点击化学过程进行。

應用

二苯并环辛炔- N -羟基琥珀酰亚胺酯常用于:
  • 通过将DBCO基团引入其表面进行抗体和链霉亲和素等生物分子的修饰和标记
  • 作为交联剂使抗原在聚乳酸-乙醇酸共聚物(PLGA)的表面结合。

儲存類別代碼

11 - 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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商品

无铜点击化学是点击化学的一种替代方法,可在较低的活化屏障下进行,且没有细胞毒性过渡金属催化剂。

Copper-free click chemistry is an alternative approach to click chemistry that proceeds at a lower activation barrier and is free of cytotoxic transition metal catalysts.

Drug discovery process by utilizing chemistry reaction of Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of terminal alkynes with organoazides to yield 1,4-disubstituted 1,2,3-triazoles.

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