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Merck
CN

761516

Sigma-Aldrich

二苯并环辛炔酸

95%, storage temp.:-20°C

别名:

DBCO酸

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About This Item

经验公式(希尔记法):
C21H19NO3
分子量:
333.38
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

95%

表单

solid

反应适用性

reaction type: click chemistry
reagent type: linker

mp

118-125 °C

官能团

carboxylic acid

储存温度

−20°C

SMILES字符串

O=C(CCCCC(O)=O)N1CC2=C(C=CC=C2)C#CC3=C1C=CC=C3

InChI

1S/C21H19NO3/c23-20(11-5-6-12-21(24)25)22-15-18-9-2-1-7-16(18)13-14-17-8-3-4-10-19(17)22/h1-4,7-10H,5-6,11-12,15H2,(H,24,25)

InChI key

NIRLBCOFKPVQLM-UHFFFAOYSA-N

一般描述

酸官能化的环辛炔衍生物。环辛炔可用于应变促进的无铜叠氮化物-炔烃点击化学反应。该氮杂二苯并环辛炔可与叠氮官能化化合物或生物分子发生反应,而不需要Cu(I) 催化剂以产生稳定的三唑键。

应用

二苯并环辛炔酸可用于八臂聚(乙二醇)的表面改性,使易于与PEG-双叠氮化物应变促进炔-叠氮化物环加合(SPAAC),以导致水凝胶的形成。这些水凝胶可用于蛋白质固定。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Ratiometric Fluorescence Azide?Alkyne Cycloaddition for Live Mammalian Cell Imaging.
Fu H, et al.
Analytical Chemistry, 87(22), 11332-11336 (2015)
Seyed Mohammad Mahdi Dadfar et al.
Small (Weinheim an der Bergstrasse, Germany), 14(21), e1800131-e1800131 (2018-04-24)
Different types of click chemistry reactions are proposed and used for the functionalization of surfaces and materials, and covalent attachment of organic molecules. In the present work, two different catalyst-free click approaches, namely azide-alkyne and thiol-alkyne click chemistry are studied
Chen Guo et al.
Acta biomaterialia, 56, 80-90 (2017-04-10)
Hydrogels are facile architectures for the controlled presentation of proteins with far-reaching applications, from fundamental biological studies in three-dimensional culture to new regenerative medicine and therapeutic delivery strategies. Here, we demonstrate a versatile approach for spatially-defined presentation of engineered proteins
Flexible synthesis of cationic peptide?porphyrin derivatives for light-triggered drug delivery and photodynamic therapy.
Dondi R, et al.
Organic & Biomolecular Chemistry, 14(48), 11488-11501 (2016)
A `catch and release?strategy towards HPLC-free purification of synthetic oligonucleotides by a combination of the strain-promoted alkyne-azide cycloaddition and the photocleavage.
Igata Y, et al.
Bioorganic & Medicinal Chemistry (2017)

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