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Merck

760676

Sigma-Aldrich

Dibenzocyclooctyne-PEG4-maleimide

for Copper-free Click Chemistry

Synonim(y):

Polyethylene glycol, DBCO-PEG4-maleimide

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About This Item

Wzór empiryczny (zapis Hilla):
C36H42N4O9
Masa cząsteczkowa:
674.74
Numer MDL:
Kod UNSPSC:
12161502
Identyfikator substancji w PubChem:
NACRES:
NA.22

Postać

solid

przydatność reakcji

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

grupa funkcyjna

maleimide

temp. przechowywania

−20°C

ciąg 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)

Klucz InChI

VVFZXPZWVJMYPX-UHFFFAOYSA-N

Zastosowanie

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
This page may contain text that has been machine translated.

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Ning, X., et al.
Angewandte Chemie (International Edition in English), 47, 2253-2255 null
Efficient cargo delivery into adult brain tissue using short cell-penetrating peptides
Kizil C, et al.
PLoS ONE, 10(4), e0124073-e0124073 (2015)
Nano-scale alignment of proteins on a flexible DNA backbone.
Nojima T, et al.
PLoS ONE, 7(12), e52534-e52534 (2012)
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.
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

Produkty

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.

Drug discovery process by utilizing chemistry reaction of Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of terminal alkynes with organoazides to yield 1,4-disubstituted 1,2,3-triazoles.

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