ChemicalBook--->CAS DataBase List--->1353016-70-2

1353016-70-2

1353016-70-2 Structure

1353016-70-2 Structure
IdentificationBack Directory
[Name]

DBCO-Acid
[CAS]

1353016-70-2
[Synonyms]

DBCO-Acid
DBCO acid 1
DBCO-C4-COOH
CAS_1353016-70-2
DBCO-(CH2)2-COOH
Dibenzocyclooctyne-acid
Azadibenzocyclooctyne acid
DBCO-Acid (This product is unavailable in the U.S.)
Dibenz[b,f]azocine-5(6H)-butanoic acid, 11,12-didehydro-γ-oxo-
11,12-Didehydro-gamma-oxodibenz[b,f ]azocine-5(6H)-butanoic Acid
11,12-Didehydro-gamma-oxodibenzo[b,f]azocine-5(6H)-butanoic Acid
4-(11,12-didehydrodibenzo[b,f]azocin-5(6H)-yl)-4-oxobutanoic acid
4-{2-azatricyclo[10.4.0.0?,?]hexadeca-1(12),4(9),5,7,13,15-hexaen-10-yn-2-yl}-4-oxobutanoic acid
[Molecular Formula]

C19H15NO3
[MDL Number]

MFCD22380737
[MOL File]

1353016-70-2.mol
[Molecular Weight]

305.327
Chemical PropertiesBack Directory
[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.
[form ]

Solid
[pka]

4.47±0.17(Predicted)
[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 DataBack Directory
[HS Code ]

29339900
Hazard InformationBack Directory
[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.
[reaction suitability]

reaction type: click chemistry
reagent type: linker
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