Dibenzocyclooctyne(ADIBO,DBCO)isoneofthemostreactivecycloalkynesforstrainpromotedalkyneazidecycloaddition(spAAC)–acopperfreeClickchemistryreaction.
Thisisanamine-reactiveNHSesterthatprovideseasyattachmentofthereactivemoietytoalmostanyprimaryorsecondaryaminegroup,suchasthatofprotein,peptide,orsmallmoleculeamine.
DBCOreactsinstantlywithazides.Therateofthereactionismuchhigherthanthatofcopper-catalyzedreaction,andreactionswithmanyothercyclooctynes.Unlikesomeothercyclooctynes,DBCOdoesnotreactwithtetrazines-thisallowstocarryoutorthogonalconjugationofazideswithDBCO,andtrans-cycloocteneswithtetrazines.
ChemDrawformat
Generalproperties
| Appearance: | offwhitesolid |
| MassspecM+increment: | 315.1 |
| Molecularweight: | 430.45 |
| Molecularformula: | C25H22N2O5 |
| IUPACname: | 6-{2-Azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl}-6-oxohexanamide |
| Solubility: | goodinDCM,DMF,DMSO |
| Qualitycontrol: | NMR1H,HPLC-MS(95%) |
| Storageconditions: | Storage:12monthsafterreceivalat-20°Cinthedark.Transportation:atroomtemperatureforupto3weeks.Avoidprolongedexposuretolight.Desiccate. |
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