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Dibenzocyclooctyne-N-hydroxysuccinimidyl ester

Name: Dibenzocyclooctyne-<I>N</I>-hydroxysuccinimidyl ester
Brand: ALDRICH

for Copper-free Click Chemistry

Synonym(s):

DBCO-NHS ester, DBCO-SE

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₁₈N₂O₅

Molecular Weight:

402.40

MDL number:

MFCD24386367

UNSPSC Code:

12352108

PubChem Substance ID:

329766555

NACRES:

NA.22

Quality Level

100

form

solid

reaction suitability

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

mp

149-157 (decomposition)

functional group

NHS ester

storage temp.

−20°C

SMILES string

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

InChI key

XCEBOJWFQSQZKR-UHFFFAOYSA-N

Related Categories

Click Chemistry Reagents Overview

Crosslinkers

Protein Degrader Building Blocks

General description

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.

Application

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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