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Merck
CN

762040

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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关于此项目

经验公式(希尔记法):
C25H21N2NaO8S
分子量:
532.50
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
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产品名称

二苄环辛基-磺基-N-羟基琥珀酰亚胺酯, for Copper-free Click Chemistry

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

SMILES string

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 key

QXKHPYSXPCJSPR-UHFFFAOYSA-M

assay

≥90.0 %

form

solid

reaction suitability

reaction type: click chemistry
reagent type: linker

bp

30 -100 °C

mp

240-260 °C

solubility

water: soluble at 20 °C

storage temp.

−20°C

Quality Level

Application

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。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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分析证书(COA)

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Hyun Jong Lee et al.
Advanced healthcare materials, 7(19), e1800560-e1800560 (2018-08-15)
In this study, an in situ forming corneal stromal substitute based on collagen type I crosslinked by bio-orthogonal strain-promoted azide-alkyne cycloaddition (SPAAC) is presented. The crosslinked collagen gel has greater transparency compared to non-crosslinked collagen gels. The mechanical properties of
Optically Transparent Dense Colloidal Gels.
Zupkauskas M, et al.
Chemical Science (2017)
Switchable supramolecular catalysis using DNA-templated scaffolds.
Garcia MAA, et al.
Chemical Communications (Cambridge, England), 52(10), 2153-2156 (2016)
ATP?Responsive Aptamer?Based Metal?Organic Framework Nanoparticles (NMOFs) for the Controlled Release of Loads and Drugs.
Chen WH, et al.
Advances in Functional Materials (2017)
Fang Chen et al.
Biomaterials, 255, 120176-120176 (2020-06-20)
Biomaterials that mimic corneal stroma could decrease the need for donor corneal tissue and could decrease the prevalence of complications associated with corneal transplantation, including infection and rejection. We developed a bio-orthogonally crosslinked hyaluronate-collagen hydrogel which can fill corneal defects

商品

Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.

Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.

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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