CONFORMATIONAL ASPECTS OF CARBAMATES IN INHIBITION OF HILL REACTION

A series of linear and cyclic carbamates (substituted 4H-3, 1-benzoxazin-2-oues) was prepared and investigated as inhibitors of the Hill reaction in isolated chloroplasts. These were chosen to investigate the conformational requirements of the carbamate group during binding to the receptor. The cyclic compounds were inactive while the linear carbamates exhibited activity. These results are discussed in terms of the conformational preference of the carbamate group, over-all molecular geometry, metabolic inactivation, and steric factors. © 1969, American Chemical Society. All rights reserved.