Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

764019

Sigma-Aldrich

Dibenzocyclooctyne-PEG4-N-hydroxysuccinimidyl ester

≥90%

Synonym(s):

DBCO-PEG4-NHS ester, DBCO-PEG4-SE, DBCO-PEG4-succinimidyl ester

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C34H39N3O10
Molecular Weight:
649.69
MDL number:
MFCD26793797
UNSPSC Code:
12352108
PubChem Substance ID:
329767092
NACRES:
NA.22

Quality Level

100

Assay

≥90%

form

paste

reaction suitability

reaction type: click chemistry
reagent type: linker

functional group

NHS ester

storage temp.

−20°C

SMILES string

O=C(CCC(NCCOCCOCCOCCOCCC(ON1C(CCC1=O)=O)=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C34H39N3O10/c38-30(11-12-31(39)36-25-28-7-2-1-5-26(28)9-10-27-6-3-4-8-29(27)36)35-16-18-44-20-22-46-24-23-45-21-19-43-17-15-34(42)47-37-32(40)13-14-33(37)41/h1-8H,11-25H2,(H,35,38)

InChI key

RRCXYKNJTKJNTD-UHFFFAOYSA-N

Application

Dibenzocyclooctyne-PEG4-N-hydroxysuccinimidyl ester may be used in the synthesis of a prostate-specific membrane antigen (PSMA)-targeted single photon emission computed tomography (SPECT) agent via copper-less click chemistry.
Succinimidyl ester (NHS, amine reactive) functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into amine containing compounds or biomolecules. Cyclooctynes are useful in strain-promoted copper-free click chemistry 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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

764019-50MG-PW:
764019-1MG-PW:
764019-50MG:
764019-VAR:
764019-5MG:
764019-BULK:
764019-5MG-PW:
764019-1MG:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCV8052
MKCV8249
MKCT6348
MKCR1783
MKCQ4602

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

Clinton H Hansen et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(39), 10367-10372 (2017-09-13)
Protein detection and quantification play critical roles in both basic research and clinical practice. Current detection platforms range from the widely used ELISA to more sophisticated, and more expensive, approaches such as digital ELISA. Despite advances, there remains a need
Huang-Chiao Huang et al.
Small (Weinheim an der Bergstrasse, Germany), e1800236-e1800236 (2018-07-03)
The past three decades have witnessed notable advances in establishing photosensitizer-antibody photo-immunoconjugates for photo-immunotherapy and imaging of tumors. Photo-immunotherapy minimizes damage to surrounding healthy tissue when using a cancer-selective photo-immunoconjugate, but requires a threshold intracellular photosensitizer concentration to be effective.
Matthias Krumb et al.
Cells, 9(9) (2020-09-17)
Herein, we report the synthesis of carbohydrate and glycodendron structures for dendritic cell targeting, which were subsequently bound to hydroxyethyl starch (HES) nanocapsules prepared by the inverse miniemulsion technique. The uptake of the carbohydrate-functionalized HES nanocapsules into immature human dendritic
PSMA?targeted SPECT agents: Mode of binding effect on in vitro performance.
Nedrow?Byers JR, et al.
Prostate, 73(4), 355-362 (2013)
Hong Pan et al.
Biomaterials, 181, 199-209 (2018-08-08)
Enterovirus 71 (EV71), the major pathogen of hand-foot-and-mouth disease (HFDM), can cause severe neurological and respiratory manifestations in young children. Viral spread route and tissue tropism are key factors contributing to different pathogenicity of EV71, however it remains a challenge
View All Related Papers

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service