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760676

Sigma-Aldrich

Dibenzocyclooctyne-PEG4-maleimide

for Copper-free Click Chemistry

Sinônimo(s):

Polyethylene glycol, DBCO-PEG4-maleimide

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1 MG
R$ 301,00
5 MG
R$ 964,00
50 MG
R$ 2.353,00

About This Item

Fórmula empírica (Notação de Hill):
C36H42N4O9
Peso molecular:
674.74
Número MDL:
Código UNSPSC:
12161502
ID de substância PubChem:
NACRES:
NA.22

R$ 301,00


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Formulário

solid

adequação da reação

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

grupo funcional

maleimide

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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)

chave InChI

VVFZXPZWVJMYPX-UHFFFAOYSA-N

Aplicação

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Efficient cargo delivery into adult brain tissue using short cell-penetrating peptides
Kizil C, et al.
PLoS ONE, 10(4), e0124073-e0124073 (2015)
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)
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
Lutz Nuhn et al.
Bioconjugate chemistry, 29(7), 2394-2405 (2018-06-12)
Tumor-associated macrophages (TAMs) with high expression levels of the Macrophage Mannose Receptor (MMR, CD206) exhibit a strong angiogenic and immune suppressive activity. Thus, they are a highly attractive target in cancer immunotherapy, with the aim to modulate their protumoral behavior.

Artigos

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