760668

Sigma-Aldrich

二苯并环辛基马来酰亚胺

for Copper-free Click Chemistry

别名:
DBCO-马来酰亚胺
Empirical Formula (Hill Notation):
C25H21N3O4
分子量:
427.45
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

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

storage temp.

−20°C

SMILES string

O=C(CCN1C(=O)C=CC1=O)NCCC(=O)N2Cc3ccccc3C#Cc4ccccc24

InChI

1S/C25H21N3O4/c29-22(14-16-27-23(30)11-12-24(27)31)26-15-13-25(32)28-17-20-7-2-1-5-18(20)9-10-19-6-3-4-8-21(19)28/h1-8,11-12H,13-17H2,(H,26,29)

InChI key

NHFQNAGPXIVKND-UHFFFAOYSA-N

Application

马来酰亚胺功能化环辛炔衍生物,用于将环辛炔基团掺入含巯基化合物或生物分子。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。

应用包括:
  • 蛋白-肽结合物
  • 抗体酶或抗体-药物偶联物
  • 蛋白或肽-寡核苷酸结合物
  • 表面改性

Packaging

1, 5, 50 mg in amber glass bottle

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

A comparative study of bioorthogonal reactions with azides
Agard, N.; et al.
ACS Chemical Biology, 10, 644-648 (2006)
Highly robust and optimized conjugation of antibodies to nanoparticles using quantitatively validated protocols.
Jeong S, et al.
Nanoscale, 9(7), 2548-2555 (2017)
Site-selective installation of BASHY fluorescent dyes to Annexin V for targeted detection of apoptotic cells
Cal PM, et al.
Chemical Communications (Cambridge, England), 53(2), 368-371 (2017)
Hansjörg Götzke et al.
Nature communications, 10(1), 4403-4403 (2019-09-29)
Specialized epitope tags are widely used for detecting, manipulating or purifying proteins, but often their versatility is limited. Here, we introduce the ALFA-tag, a rationally designed epitope tag that serves a remarkably broad spectrum of applications in life sciences while...
Jeremy M Baskin et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(43), 16793-16797 (2007-10-19)
Dynamic imaging of proteins in live cells is routinely performed by using genetically encoded reporters, an approach that cannot be extended to other classes of biomolecules such as glycans and lipids. Here, we report a Cu-free variant of click chemistry...
技术文章
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.
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相关内容
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。
了解更多

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