91788-29-3Relevant academic research and scientific papers
PYRYLIUM-MEDIATED TRANSFORMATIONS OF NATURAL PRODUCTS. PART 3. SYNTHESIS OF WATER-SOLUBLE PYRYLIUM SALTS AND THEIR PREPARATIVE REACTIONS WITH AMINES
Katritzky, Alan R.,Yang, Yu-Kun,Gabrielsen, Bjarne,Marquet, Jorge
, p. 857 - 866 (2007/10/02)
A series of water-soluble pyrylium salts and zwitterions has been prepared containing two or three carboxylic or sulphonic acid groups.These pyrylium salts react in aqueous solution with ammonia to give the corresponding pyridines and with n-butylamine, benzylamine, and ω-amino groups of lysine to give the corresponding pyridinium systems, usually as betaines.The pyridinium betainess (m.p > 300 deg C) show characteristic 13C n.m.r. spectra which have been nearly fully assigned.
PYRYLIUM-MEDIATED TRANSFORMATIONS OF NATURAL PRODUCTS. PART 7. DISPLACEMENT OF THE N-SUBSTITUENTS OF PYRIDINIUM IONS IN AQUEOUS SOLUTION: REPLACEMENT OF THE ω-AMINO GROUP OF LYSINE, AND OF THE TERMINAL AMINO GROUP OF GLYCYLGLYCINE
Katritzky, Alan R.,Yang, Yu-Kun
, p. 885 - 890 (2007/10/02)
In two-step sequences, lysine has been converted into the thio-substituted derivatives RS4CH(NH2)CO2H (R=Ph or PhCH2), and glycylglycine into PhSCH2CONHCH2CO2H.All reactions proceeded in aqueous solution at /= 75 deg C; they thus provide models for the selective conversion of proteins at the ω-amino groups of lysine side chains and at the terminal amino groups, respectively.
