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Merck
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文件

762040

Sigma-Aldrich

二苄环辛基-磺基-N-羟基琥珀酰亚胺酯

for Copper-free Click Chemistry

别名:

DBCO-磺基-NHS 酯, DBCO-磺基-SE

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About This Item

经验公式（希尔记法）:
C25H21N2NaO8S
分子量:
532.50
MDL號碼:
MFCD22572669
分類程式碼代碼:
12352108
PubChem物質ID:
329766600
NACRES:
NA.22

形狀

solid

反應適用性

reaction type: click chemistry
reagent type: linker

mp

240-260 °C

儲存溫度

−20°C

SMILES 字串

O=C(CCCCC(ON(C(CC1S(=O)(O[Na])=O)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C25H22N2O8S.Na/c28-22(11-5-6-12-24(30)35-27-23(29)15-21(25(27)31)36(32,33)34)26-16-19-9-2-1-7-17(19)13-14-18-8-3-4-10-20(18)26;/h1-4,7-10,21H,5-6,11-12,15-16H2,(H,32,33,34);/q;+1/p-1

InChI 密鑰

QXKHPYSXPCJSPR-UHFFFAOYSA-M

相关类别

應用

水溶性琥珀酰亚胺酯/NHS 功能化环辛炔衍生物，用于将环辛炔基团掺入含胺化合物或生物分子。环辛烯在促进无铜叠氮炔环加成反应中是有用的。这种二苯并环辛炔将与叠氮官能化化合物或生物分子反应，而不需要 Cu (I) 催化剂产生稳定的三唑键。
在合成刺激响应 DNA 门控 (NMOF) 过程中，二苯并环辛基磺酸 N-羟基琥珀酰亚胺酯可用于通过点击化学使用核酸对纳米金属有机框架 (NMOF) 进行共价修饰。这些 NMOF 可以作为荧光剂或抗癌药的载体，使其在靶向释药系统中非常有用。

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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Longyi Zhu et al.
Chemical science, 9(9), 2559-2566 (2018-05-08)
Aggregation-induced emission (AIE) can be generated due to the restriction of intramolecular motions. The controllable assembly of fluorogens with AIE properties (AIEgens) is able to provide a new opportunity for precise manipulation of fluorescent signal transduction. Here, a tetrapod DNA
Tethering Growth Factors to Collagen Surfaces Using Copper-free Click Chemistry: Surface Characterization and In Vitro Biological Response.
Lee HJ, et al.
ACS Applied Materials & Interfaces, 9(28), 23389-23399 (2017)
Chen Chen et al.
Small (Weinheim an der Bergstrasse, Germany), 15(43), e1901014-e1901014 (2019-09-04)
Exosomes are endosome-derived vesicles enriched in body fluids such as urine, blood, and saliva. So far, they have been recognized as potential biomarkers for cancer diagnostics. However, the present single-variate analysis of exosomes has greatly limited the accuracy and specificity
Instructing cells with programmable peptide DNA hybrids.
Freeman R, et al.
Nature Communications, 8 (2017)
Optically Transparent Dense Colloidal Gels.
Zupkauskas M, et al.
Chemical Science (2017)
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Copper-Free Click Chemistry

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.

Copper-Free Click Chemistry

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.

Copper-Free Click Chemistry

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.

无铜点击化学

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。

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