Dibenzocyclooctyne(ADIBO,DBCO)isoneofthemostreactivecycloalkynesforstrainpromotedalkyneazidecycloaddition(spAAC)–acopperfreeClickchemistryreaction.
Thisisanamine-reactiveNHSesterthatprovideseasyattachmentofthereactivemoietytoalmostanyprimaryorsecondaryaminegroup,suchasthatofprotein,peptide,orsmallmoleculeamine.
DBCOreactsinstantlywithazides.Therateofthereactionismuchhigherthanthatofcopper-catalyzedreaction,andreactionswithmanyothercyclooctynes.Unlikesomeothercyclooctynes,DBCOdoesnotreactwithtetrazines-thisallowstocarryoutorthogonalconjugationofazideswithDBCO,andtrans-cycloocteneswithtetrazines.
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. |