Key Documents

View All Documentation

761524

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

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₂₃H₁₈N₂O₅

Molecular Weight:

402.40

NACRES:

NA.22

PubChem Substance ID:

329766555

UNSPSC Code:

12352108

MDL number:

MFCD24386367

Form:

solid

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

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

Description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

Click Chemistry in Drug Discovery

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

Click Chemistry in Drug Discovery

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

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.

View All Articles

Polymeric coating of silica microspheres for biological applications: suppression of non-specific binding and functionalization with biomolecules

D Brambilla, et al.

Polymers, 14, 730-730 (2022)

Vaccination with nanoparticles combined with micro-adjuvants protects against cancer

MO Mohsen, et al.

Journal for Immunotherapy of Cancer, 7, 1-12 (2019)

Preparation of single-and double-oligonucleotide antibody conjugates and their application for protein analytics

J Wiener, et al.

Scientific reports, 10, 1457-1457 (2020)

View All Related Papers

Global Trade Item Number

SKU	GTIN
761524-5MG	04061833230602
761524-50MG	04061832918419