We report a new ligation of cyclopropeniminium ions with bioorthogonal phosphines. Cyclopropeniminium scaffolds are sufficiently stable in biological media and, unlike related isomers, react with functionalized phosphines via formal 1,2-addition to a π-system. The ligation can be performed in aqueous solution and is compatible with existing bioorthogonal transformations. Such mutually compatible reactions are useful for multicomponent labeling.
We report a new ligation of pan class="Chemical">cyclopropeniminium ions with bioorthogonal pan class="Chemical">phosphines. Cyclopropeniminium scaffolds are sufficiently stable in biological media and, unlike related isomers, react with functionalized phosphines via formal 1,2-addition to a π-system. The ligation can be performed in aqueous solution and is compatible with existing bioorthogonal transformations. Such mutually compatible reactions are useful for multicomponent labeling.
Authors: Fei Wang; Tao Luo; Jinbo Hu; Ying Wang; Hema S Krishnan; Parag V Jog; Somesh K Ganesh; G K Surya Prakash; George A Olah Journal: Angew Chem Int Ed Engl Date: 2011-06-16 Impact factor: 15.336
Authors: Samuel L Scinto; Didier A Bilodeau; Robert Hincapie; Wankyu Lee; Sean S Nguyen; Minghao Xu; Christopher W Am Ende; M G Finn; Kathrin Lang; Qing Lin; John Paul Pezacki; Jennifer A Prescher; Marc S Robillard; Joseph M Fox Journal: Nat Rev Methods Primers Date: 2021-04-15