ChemicalBook > CAS DataBase List > DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS

DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS

Product Name
DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS
CAS No.
1393350-27-0
Chemical Name
DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS
Synonyms
DBCO-NHS ester 3;DBCO-C5-NHS-ester;DBCO-NHS ester 3 (DIBAC-NHS);DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS;2,5-Dioxo-1-pyrrolidinyl 11,12-didehydro-δ-oxodibenz[b,f]azocine-5(6H)-pentanoate;Dibenz[b,?f]azocine-5(6H)-pentanoic acid, 11,?12-didehydro-δ-oxo-, 2,5-dioxo-1-pyrrolidinyl ester;(2,5-Dioxopyrrolidin-1-yl) 5-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-5-oxopentanoate
CBNumber
CB43358339
Molecular Formula
C24H20N2O5
Formula Weight
416.43
MOL File
1393350-27-0.mol
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DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS Property

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
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Hazard and Precautionary Statements (GHS)

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DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS Chemical Properties,Usage,Production

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

DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS Preparation Products And Raw materials

Raw materials

Preparation Products

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DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS Suppliers

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1393350-27-0, DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHSRelated Search:


  • DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS
  • DBCO-NHS ester 3 (DIBAC-NHS)
  • DBCO-NHS ester 3
  • Dibenz[b,?f]azocine-5(6H)-pentanoic acid, 11,?12-didehydro-δ-oxo-, 2,5-dioxo-1-pyrrolidinyl ester
  • (2,5-Dioxopyrrolidin-1-yl) 5-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-5-oxopentanoate
  • DBCO-C5-NHS-ester
  • 2,5-Dioxo-1-pyrrolidinyl 11,12-didehydro-δ-oxodibenz[b,f]azocine-5(6H)-pentanoate
  • 1393350-27-0
  • ADC LINKER