| Identification | Back Directory | [Name]
DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS | [CAS]
1393350-27-0 | [Synonyms]
DBCO-NHS ester 3
DBCO-NHS ester 3
(DIBAC-NHS)
DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS | [Molecular Formula]
C24H20N2O5 | [MDL Number]
MFCD30748343 | [MOL File]
1393350-27-0.mol | [Molecular Weight]
416.43 |
| Chemical Properties | Back Directory | [Boiling point ]
679.2±65.0 °C(Predicted) | [density ]
1.40±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
-0.19±0.20(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C24H20N2O5/c27-21(10-5-11-24(30)31-26-22(28)14-15-23(26)29)25-16-19-8-2-1-6-17(19)12-13-18-7-3-4-9-20(18)25/h1-4,6-9H,5,10-11,14-16H2 | [InChIKey]
CFQHVJJWCDJMLI-UHFFFAOYSA-N | [SMILES]
C(N1CC2=CC=CC=C2C#CC2=CC=CC=C12)(=O)CCCC(=O)ON1C(CCC1=O)=O |
| Hazard Information | Back Directory | [Uses]
DBCO-NHS ester 3 (Compound 12) is a cleavable linker that is used for making antibody-drug conjugate (ADC). DBCO-NHS ester 3 is a derivative of Dibenzylcyclooctyne (DBCO) obtained by activation of N-hydroxysuccinimide by the carboxylic acid moiety of both methyl-oxanorbornadiene (MeOND) and dibenzoazacyclooctyne (DIBAC)[1][2]. DBCO-NHS ester 3 is a click chemistry reagent, it contains a DBCO group that can undergo strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing Azide groups. | [IC 50]
Cleavable Linker | [References]
[1] Silvie A. Meeuwissen, et al. Copper-free click chemistry on polymersomes: pre- vs. post-self-assembly functionalization. Polymer Chemistry. 2012, 3: 1783-1795.
[2] Tang F, et al. Chemoenzymatic synthesis of glycoengineered IgG antibodies and glycosite-specific antibody-drug conjugates. Nat Protoc. 2017 Aug;12(8):1702-1721. DOI:10.1038/nprot.2017.058 |
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