InverseelectrondemandDiels-Alderreaction(ied-DA)withtetrazinesisapromisingtoolfortheconjugationofbiomolecules.Thereactiontakesplacebetweentetrazineasanelectronacceptorheterodiene,andastraineddienophile,suchastrans-cyclooctene,cyclopropene,orsomecyclooctynes.
MethyltetrazineprovidesgreaterstABIlityinbuffersthanunsubstitutedtetrazine.Therateofitsreactionwithcycloalkenesstillbeatsalmostallotherconjugationreactionratesbyafactorofmagnitudes.
BDPFLisabrightdyeforfluorescein(FAM)channel.UsingBDPFLtetrazine,thedyecanbeconjugatedwithmoleculesbearingstrainedolefins.
Generalproperties
| Appearance: | redcrystallinesolid |
| MassspecM+increment: | 447.2 |
| Molecularweight: | 475.3 |
| Molecularformula: | C24H24N7BF2O |
| Solubility: | goodinDCM,DMSO,DMF |
| Qualitycontrol: | NMR1H,HPLC-MS(95%) |
| Storageconditions: | Storage:24monthsafterreceivalat-20°Cinthedark.Transportation:atroomtemperatureforupto3weeks.Avoidprolongedexposuretolight.Desiccate. |
Spectralproperties
| Excitationmaximum,nm: | 503 |
| ε,L⋅mol−1⋅cm−1: | 80000 |
| Emissionmaximum,nm: | 509 |
| Fluorescencequantumyield: | 0.97 |
| CF260: | 0.015 |
| CF280: | 0.027 |