127117-40-2Relevant academic research and scientific papers
Synthesis of (+/-)-2,3-Methanoproline: A Novel Inhibitor of Ethylene Biosynthesis
Switzer, Frank L.,Halbeek, Herman Van,Holt, Elizabeth M.,Stammer, Charles H.,Saltveit, Mikal E.
, p. 6091 - 6100 (2007/10/02)
The title compound, 2-aza-bicyclohexane-1-carboxylic acid (2) was prepared by treatment of N-benzyloxycarbonyl-2,3-dehydroproline tert-butyl ester with diazomethane followed by photolysis of the resulting pyrazoline and deprotection.Its N-acetyl-N'-methyl amide, a peptide mimic, was synthesized and the structure of was confirmed by X-ray diffraction studies.NMR spectroscopy was also used to examine the effect of the cyclopropane ring on its conformation.This 2,3-methanoamino acid (2) was found to be a weak inhibitor of ethylene biosynthesis in cucumber cotyledon strips and germinating squash seeds.The data show that 2 probably inhibits the conversion of 1-aminocyclopropanecarboxylic acid to ethylene in these tissues.
