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DACN(Ms,Ns)
Chemischer Name: N-(Mesyl)-N’-(2-nosyl)-4,8-diazacyclononyne // Synonyme: 2,3,4,5,6,9-hexahydro-1-(methylsulfonyl)-5-[(2-nitrophenyl)sulfonyl]- 1H-1,5-Diazonine, NMs,NNs-DACN, N-methanesulfonyl-N’-o-nitrobenzenesulfonyl-4,8-diazacyclononyne
- Art-Nr.:RL-3610
- CAS Nr.:2411082-25-0
- Formel:C14H17N3O6S2
- Molare Masse:387,43 g/mol
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description
Iris Biotech offers a variety of substituted 4,8-diazacyclononynes. The alkyne moiety within the ring has a unique bent structure and high reactivity toward cycloaddition reactions. The reactivity of an alkyne heavily depends on the electronic and steric characteristics of the substituents as well as structural strain. In comparison to nonbent acyclic alkynes, cyclononyne alkynes show remarkably high reactivity. Such strain-promoted azide-alkyne cycloadditions (SPAAC) using cycloalkynes have served for reliable molecular conjugation in a broad range of fields. The nitrogens are used as connection points for a variety of functional units. In comparison to cyclooctynes, DACNs possess high thermal and chemical stability along with comparable click reactivity. In comparison to NTs-DACNs, NMs-DACNs show higher water solubility.
references
Synthesis of NMs-DACN: Small and Hydrophilic Click Reaction Device; Y. Kawasaki, Y. Yamanaka, Y. Seto, K. Igawa, K. Tomooka; Chem. Lett. 2019; 48: 495-497. https://doi.org/10.1246/cl.190026.
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