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主要文件

744867

Sigma-Aldrich

(1R,8S,9s)-双环[6.1.0]壬-4-炔-9-基甲基 N-琥珀酰亚胺碳酸酯

for Copper-free Click Chemistry

别名:

N-[((1R,8S,9s)-双环[6.1.0]壬-4-炔-9-基)甲氧基羰基氧]琥珀酰亚胺, BCN-NHS, BCN-琥珀酰亚胺酯

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About This Item

经验公式(希尔记法):
C15H17NO5
分子量:
291.30
MDL编号:
UNSPSC代码:
12161502
PubChem化学物质编号:
NACRES:
NA.22

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方案

>90%

表单

powder

组成

carbon content, 61.85%
hydrogen content, 5.88%
nitrogen content, 4.81%

反应适用性

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

mp

120  °C (248 °F)

溶解性

water: insoluble

官能团

NHS ester

储存温度

−20°C

SMILES字符串

[H][C@@]12CCC#CCC[C@]1([H])[C@@H]2COC(ON3C(CCC3=O)=O)=O

InChI

1S/C15H17NO5/c17-13-7-8-14(18)16(13)21-15(19)20-9-12-10-5-3-1-2-4-6-11(10)12/h10-12H,3-9H2/t10-,11+,12-

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此商品
6317963177M9794
Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

form

powder

form

solid

form

solid

form

powder

composition

carbon content, 61.85%

composition

-

composition

-

composition

-

functional group

NHS ester

functional group

NHS ester

functional group

NHS ester

functional group

NHS ester

应用

(1R,8S,9s)-双环[6.1.0]壬-4-炔-9-基甲基 N-琥珀酰亚胺碳酸酯可用于使弹性蛋白样多肽(ELP)的赖氨酸残基的伯胺官能化。这些官能化ELP能够通过生物正交菌株促进的叠氮化物-炔烃环加成反应快速发生交联,形成具有高凝胶动力学和可调力学的水凝胶,使其成为细胞包囊的实用生物材料。{67
它也可用于合成双环壬炔官能化聚乙二醇聚合物并包被可防止蛋白质粘附和细胞粘附的涂层,以制备超分子脲基嘧啶酮(UPy)材料。[1]
琥珀酰亚胺酯/NHS官能化环辛炔衍生物,用于将环辛炔部分引入含胺化合物或生物分子中。环辛炔可用于菌株促进的无铜叠氮化物-炔烃环加成反应。这种菌株促进的环辛炔将与叠氮化物官能化化合物或生物分子反应而无需铜催化剂,从而产生稳定的三唑键。

包装

无底玻璃瓶。内含物装在插入的融合锥内。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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