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760668

Sigma-Aldrich

Dibenzocyclooctyne-maleimide

for Copper-free Click Chemistry

Synonyme(s) :

DBCO-maleimide

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About This Item

Formule empirique (notation de Hill):
C25H21N3O4
Poids moléculaire :
427.45
Numéro MDL:
MFCD22380750
Code UNSPSC :
12352111
ID de substance PubChem :
329766887
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Forme

solid

Capacité de réaction

reaction type: click chemistry

Pertinence de la réaction

reagent type: cross-linking reagent

Groupe fonctionnel

maleimide

Température de stockage

−20°C

Chaîne SMILES 

O=C(N1CCC(NCCC(N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4)=O)=O)C=CC1=O

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)

Clé InChI

NHFQNAGPXIVKND-UHFFFAOYSA-N

Catégories apparentées

Application

Maleimide functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into thiol containing compounds or biomolecules. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This dibenzocyclooctyne will react with azide functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage.

Applications Include:
  • Protein-peptide conjugates
  • Antibody-enzyme or antibody-drug conjugates
  • Protein or peptide-oligonucleotide conjugates
  • Surface modification

Pictogrammes

Environment
GHS09

Mention d'avertissement

Warning

Mentions de danger

H400

Conseils de prudence

P273

Classification des risques

Aquatic Acute 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
MKCW1170
MKCW5477
MKCT1472
MKCR9310
MKCR5605

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Consulter la Bibliothèque de documents

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)
A comparative study of bioorthogonal reactions with azides
Agard, N.; et al.
ACS Chemical Biology, 10, 644-648 (2006)
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
Sebastian Strauss et al.
Nature methods, 17(8), 789-791 (2020-07-01)
DNA-PAINT's imaging speed has recently been significantly enhanced by optimized sequence design and buffer conditions. However, this implementation has not reached an ultimate speed limit and is only applicable to imaging of single targets. To further improve acquisition speed, we
Afficher tous les articles scientifiques apparentés

Articles

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.

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.

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