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761524

Sigma-Aldrich

Dibenzocyclooctyne-N-hydroxysuccinimidyl ester

for Copper-free Click Chemistry

Sinonimo/i:

DBCO-NHS ester, DBCO-SE

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About This Item

Formula empirica (notazione di Hill):
C23H18N2O5
Peso molecolare:
402.40
Numero MDL:
MFCD24386367
Codice UNSPSC:
12352108
ID PubChem:
329766555
NACRES:
NA.22

Forma fisica

solid

Impiego in reazioni chimiche

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

Punto di fusione

149-157 (decomposition)

Gruppo funzionale

NHS ester

Temperatura di conservazione

−20°C

Stringa SMILE

O=C(CCC(ON(C(CC1)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C23H18N2O5/c26-20(13-14-23(29)30-25-21(27)11-12-22(25)28)24-15-18-7-2-1-5-16(18)9-10-17-6-3-4-8-19(17)24/h1-8H,11-15H2
XCEBOJWFQSQZKR-UHFFFAOYSA-N

Categorie correlate

Descrizione generale

DBCO-NHS ester is commonly used in bioconjugation. It consists of an NHS ester that reacts with primary amines on biomolecules and an alkyne group that allows for a specific reaction with molecules containing azides. This reaction is carried out through a copper-free click chemistry process called strain-promoted alkyne-azide cycloaddition.

Applicazioni

Dibenzocyclooctyne-N-hydroxysuccinimidyl ester is commonly used:
  • In the modification and labeling of biomolecules such as antibodies and streptavidin by introducing DBCO groups onto their surfaces
  • As a cross linker to conjugate peptide antigens onto the surface of poly(lactic-co-glycolic acid) (PLGA) nanoparticles

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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