DBCO-NHS Synthesis
DBCO-NHS (Synonyms: 11,12-Didehydro-γ-oxo-dibenz[b,f]azocine-5(6H)-butanoic acid 2,5-dioxo-1-pyrrolidinyl ester)
DBCO-NHS is an azido-reactive click-chemistry reagent.1 It has been conjugated to various anticancer agents for targeting azido-labeled cancer cells in mice.
DBCO-NHS
An azido-reactive click-chemistry reagent
Item No. AE66215
CAS No. 1353016-71-3
Purity: 98%
DBCO-NHS Synthetic Route
1.1: pyridine; hydroxylamine hydrochloride / ethanol / 3 h / Reflux
2.1: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / 20 °C
3.1: diisobutylaluminium hydride / THF / 20 °C / Inert atmosphere
4.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
5.1: bromine / dichloromethane / 1 h / 0 °C / Inert atmosphere
6.1: potassium tert-butylate / tetrahydrofuran / 4 h / -40 °C / Inert atmosphere
7.1: lithium hydroxide / water / 20 °C
7.2: pH 14
7.3: pH 2
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C
Order DBCO-NHS Intermediates
References
1.Angew. Chem. Int. Ed. 2011, 50, 11117 –11120.
2.Wang, H., Wang, R., Cai, K., et al. Selective in vivo metabolic cell-labeling-mediated cancer targeting. Nat. Chem. Biol. 13(4), 415-424 (2017).
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