DBCO-Acid Chemical Properties

Melting point:

118-125 °C

Boiling point:

622.0±55.0 °C(Predicted)

Density 

1.34±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in dimethyl sulfoxide and dimethyl formamide.

pka

4.47±0.17(Predicted)

form 

Solid

color 

Off-white to Gray

InChI

InChI=1S/C19H15NO3/c21-18(11-12-19(22)23)20-13-16-7-2-1-5-14(16)9-10-15-6-3-4-8-17(15)20/h1-8H,11-13H2,(H,22,23)

InChIKey

NDLOVDOICXITOK-UHFFFAOYSA-N

SMILES

O=C(C([H])([H])C([H])([H])C(=O)O[H])N1C2=C([H])C([H])=C([H])C([H])=C2C#CC2=C([H])C([H])=C([H])C([H])=C2C1([H])[H]

Safety Information

HS Code 

29339900

DBCO-Acid Usage And Synthesis

Description

DBCO-Acid is a non-activated building block and adds minimal spacer to modified molecules. In the presence of activators such as EDC or HATU, this reagent can be used to derivatize amine-containing molecules through a stable amide bond. DBCO is commonly used for copper-free Click Chemistry reactions.

Uses

DBCO-Acid is a reactant in the synthesis of high-generation polyester dendrimers. Also used in the preparation of modular, plasmin sensitive, clickable poly(ethylene glycol)-heparin-laminin microsphere systems for creating growth factor gradients in peripheral nerve regeneration.

Application

DBCO-acid (11,12-Didehydro-gamma-oxodibenz[b,f]azocine-5(6H)-butanoic acid) is a cleavable antibody-drug conjugate (ADC) linker used in the synthesis of ADC linkers DBCO-NHS ester (HY-115524 and HY-115545) and drug-linker conjugates DBCO-PEG-MMAE (HY-111012 and HY-126690). DBCO-acid is also a click chemistry reagent that contains a DBCO group in its structure and can undergo strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing an azide group.

General Description

Acid functionalized cyclooctyne derivative. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne click chemistry reactions. This azadibenzocyclooctyne will react with azide functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage.

DBCO-Acid(1353016-70-2)Related Product Information

• Dbco-Amine TFA
• Cy5 DBCO
• Azadibenzocyclooctyne-Biotin conjugate
• Oleic-DBCO
• DBCO-C-PEG1
• DBCO-C6-acid
• BDP FL DBCO
• DBCO-(CH2)2-NH2-CO-(CH2)2COOH
• DBCO-amine
• DBCO-NHS Ester
• DBCO-(CH2)2-NH2-CO-(CH2)3COOH
• DBCO-(CH2)3-Acid
• Hydroxy-PEG2-CH2CO2H
• 3-[2-(2-Hydroxyethoxy)ethoxy]propanoic acid
• disulfo-ICG-carboxylic acid(tri-sulfo-cy7.5 COOH)
• Dibenzothiophene
• DIBENZAZEPINE
• Phthalan