First total synthesis of coenzyme factor 420
Abstract
The first total synthesis of Methanobacterium redox coenzyme Factor 420 (F420) has been achieved by the formation of a phosphotriester bond between a protected 8-hydroxy-10-D-ribityl-5-deazaisoalloxazine moiety and a peptide moiety, (L-lactoyl-γ-L-glutamyl)-L-glutamic acid tribenzyl ester, by the phosphite triester approach using 2,2,2-trichloroethyl phosphorodichloridite, followed by successive deprotection procedures.