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MilliporeSigma

760676

Dibenzocyclooctyne-PEG4-maleimide

for Copper-free Click Chemistry

Synonym(s):

Polyethylene glycol, DBCO-PEG4-maleimide

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1 MG

$45.50

5 MG

$152.00

50 MG

$524.00

$45.50

Estimated to ship onMay 16, 2026Details

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About This Item

Empirical Formula (Hill Notation):
C36H42N4O9
Molecular Weight:
674.74
MDL number:
MFCD22572659
UNSPSC Code:
12161502
PubChem Substance ID:
329766888
NACRES:
NA.22

Key Documents

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form

solid

reaction suitability

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

functional group

maleimide

storage temp.

−20°C

SMILES string

O=C(CCNC(CCOCCOCCOCCOCCNC(CCN1C(C=CC1=O)=O)=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C36H42N4O9/c41-32(14-18-39-34(43)11-12-35(39)44)38-17-20-47-22-24-49-26-25-48-23-21-46-19-15-33(42)37-16-13-36(45)40-27-30-7-2-1-5-28(30)9-10-29-6-3-4-8-31(29)40/h1-8,11-12H,13-27H2,(H,37,42)(H,38,41)

InChI key

VVFZXPZWVJMYPX-UHFFFAOYSA-N

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This Item
761982760668759902
Dibenzocyclooctyne-PEG4-maleimide for Copper-free Click Chemistry

Sigma-Aldrich

760676

Dibenzocyclooctyne-PEG4-maleimide

Dibenzocyclooctyne-PEG4-alcohol for Copper-free Click Chemistry

Sigma-Aldrich

761982

Dibenzocyclooctyne-PEG4-alcohol

Dibenzocyclooctyne-maleimide for Copper-free Click Chemistry

Sigma-Aldrich

760668

Dibenzocyclooctyne-maleimide

Dibenzocyclooctyne-PEG4-acid for Copper-free Click Chemistry

Sigma-Aldrich

759902

Dibenzocyclooctyne-PEG4-acid

functional group

maleimide

functional group

hydroxyl

functional group

maleimide

functional group

carboxylic acid

form

solid

form

solid

form

solid

form

solid

reaction suitability

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

reaction suitability

reaction type: click chemistry, reagent type: linker

reaction suitability

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

reaction suitability

reaction type: click chemistry, reagent type: linker

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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. The PEG lipophilic spacer helps to reduce aggregation and precipitation problems when labeling biomolecules.
Applications Include:
  • Protein-peptide conjugates
  • Antibody-enzyme or antibody-drug conjugates
  • Protein or peptide-oligonucleotide conjugates
  • Surface modification

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6020
MKCT3586
MKCS5655
MKCN2592
MKCR1149

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Ning, X., et al.
Angewandte Chemie (International Edition in English), 47, 2253-2255 null
Nano-scale alignment of proteins on a flexible DNA backbone.
Nojima T, et al.
PLoS ONE, 7(12), e52534-e52534 (2012)
Efficient cargo delivery into adult brain tissue using short cell-penetrating peptides
Kizil C, et al.
PLoS ONE, 10(4), e0124073-e0124073 (2015)
Xiaowen Liu et al.
Biomacromolecules, 17(1), 173-182 (2015-12-15)
Intracellularly-acting therapeutic proteins are considered promising alternatives for the treatment of various diseases. Major limitations of their application are low efficiency of intracellular delivery and possible reduction of protein activity during derivatization. Herein, we report pH-sensitive covalent modification of proteins
Heather D Kamp et al.
NPJ vaccines, 5, 33-33 (2020-05-08)
A growing global health concern, Lyme disease has become the most common tick-borne disease in the United States and Europe. Caused by the bacterial spirochete Borrelia burgdorferi sensu lato (sl), this disease can be debilitating if not treated promptly. Because
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