ChemicalBook--->CAS DataBase List--->850180-76-6

850180-76-6

850180-76-6 Structure

850180-76-6 Structure
IdentificationBack Directory
[Name]

3-Azidopropanoic acid NHS ester
[CAS]

850180-76-6
[Synonyms]

N3-C2-NHS ester
3-Azidopropanoic acid NHS ester
(2,5-Dioxopyrrolidin-1-yl) 3-azidopropanoate
3-azidopropanoate-N-hydroxysuccinimide ester
[Molecular Formula]

C7H8N4O4
[MDL Number]

MFCD24452814
[MOL File]

850180-76-6.mol
[Molecular Weight]

212.17
Chemical PropertiesBack Directory
[solubility ]

Soluble in DMSO, DCM, DMF
[form ]

Oil
[color ]

Colorless to off-white
Hazard InformationBack Directory
[Description]

3-Azidopropanoic acid NHS ester is an azidopropanoic acid linker that contains an NHS ester group. The azide group can undergo copper-catalyzed Click Chemistry reactions with alkyne, DBCO and BCN. The NHS ester can react with other primary amines to label proteins and antibodies.
[Uses]

N3-C2-NHS ester is a noncleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N3-C2-NHS ester is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
[IC 50]

Non-cleavable Linker
[References]

[1] Gregson SJ, et al. Pyrrolobenzodiazepine Dimer Antibody-Drug Conjugates: Synthesis and Evaluation of Noncleavable Drug-Linkers. J Med Chem. 2017 Dec 14;60(23):9490-9507. DOI:10.1021/acs.jmedchem.7b00736
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