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 |