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Merck

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號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

95%

形狀

solid

反應適用性

reaction type: click chemistry
reagent type: linker

mp

118-125 °C

官能基

carboxylic acid

儲存溫度

−20°C

SMILES 字串

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 密鑰

NIRLBCOFKPVQLM-UHFFFAOYSA-N

一般說明

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。

應用

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。

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

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
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)
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
Bio-orthogonal conjugation and enzymatically triggered release of proteins within multi-layered hydrogels.
Guo C, et al.
Acta Biomaterialia (2017)

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