Saltar al contenido
Merck

759902

Sigma-Aldrich

Dibenzocyclooctyne-PEG4-acid

for Copper-free Click Chemistry

Sinónimos:

Polyethylene glycol, DBCO-PEG4-Acid

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula empírica (notación de Hill):
C32H40N2O8
Peso molecular:
580.67
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

solid

reaction suitability

reaction type: click chemistry
reagent type: linker

functional group

carboxylic acid

storage temp.

−20°C

SMILES string

O=C(CCCCC(NCCOCCOCCOCCOCCC(O)=O)=O)N1CC2=C(C=CC=C2)C#CC3=C1C=CC=C3

InChI

1S/C32H40N2O8/c35-30(33-16-18-40-20-22-42-24-23-41-21-19-39-17-15-32(37)38)11-5-6-12-31(36)34-25-28-9-2-1-7-26(28)13-14-27-8-3-4-10-29(27)34/h1-4,7-10H,5-6,11-12,15-25H2,(H,33,35)(H,37,38)

InChI key

RMYANOWYMFCGGS-UHFFFAOYSA-N

Application

Acid functionalized cyclooctyne derivative. 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 spacer adds hydrophilicity to the product to decrease aggregation.
Dibenzocyclooctyne-PEG4-acid may be used as a substrate in azide-cyclooctyne cycloaddition reactions.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Bioorthogonal Reaction Pairs Enable Simultaneous, Selective, Multi?Target Imaging
Karver MR, et al.
Angewandte Chemie (International Edition in English), 51(4), 920-922 (2012)
Selvanathan Arumugam et al.
Bioorganic & medicinal chemistry letters, 21(23), 6987-6991 (2011-10-26)
N-Terminally azido-modified peptides were labeled with the novel prosthetic labeling synthon [(18)F]azadibenzocyclooctyne ([(18)F]ADIBO) using copper-free azide-alkyne [3+2]-dipolar cycloaddition in high radiochemical yields (RCYs). (18)F-Labeled [(18)F]ADIBO was prepared by nucleophilic substitution of the corresponding tosylate in 21% overall RCY (EOB) in
Jianwen Xu et al.
Chemistry, an Asian journal, 6(10), 2730-2737 (2011-09-29)
Strategies to encapsulate cells in cytocompatible three-dimensional hydrogels with tunable mechanical properties and degradability without harmful gelling conditions are highly desired for regenerative medicine applications. Here we reported a method for preparing poly(ethylene glycol)-co-polycarbonate hydrogels through copper-free, strain-promoted azide-alkyne cycloaddition
A Versatile Monomer for Preparing Well-Defined Functional Polycarbonates and Poly(estercarbonates)
Xu J.; et al.
Macromolecules, 44, 2260-2267 (2011)
Strain-promoted copper-free "click" chemistry for 18F radiolabeling of bombesin.
Lachlan S Campbell-Verduyn et al.
Angewandte Chemie (International ed. in English), 50(47), 11117-11120 (2011-10-01)

Artículos

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.

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.

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.

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.

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico