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744867

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

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

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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关于此项目

经验公式（希尔记法）:

C₁₅H₁₇NO₅

化学文摘社编号:

1426827-79-3

分子量:

291.30

MDL number:

MFCD19705416

UNSPSC Code:

12161502

PubChem Substance ID:

329765714

NACRES:

NA.22

Assay:

>90%

Form:

powder

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属性

Quality Level

200

assay

>90%

form

powder

composition

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

reaction suitability

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

mp

120 °C (248 °F)

solubility

water: insoluble

functional group

NHS ester

storage temp.

−20°C

SMILES string

[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-

InChI key

SKTDJYHCSCYLQU-ZSBIGDGJSA-N

说明

Application

(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。

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。

Packaging

无底玻璃瓶。内含物装在插入的融合锥内。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

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货号	GTIN
744867-100MG	04061832889344
744867-10MG	04061833425756