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- W2109016099 abstract "Abstract A β-substituted alicyclic lysine analog, 3-aminomethylcyclohexaneglycine, was prepared from m-tolunitrile by bromination followed by alkaline hydrolysis to yield m-cyanobenzaldehyde which was then converted to 5-(m-cyanophenyl)hydantoin. Hydrogenation, followed by hydrolysis of the hydantoin, gave 3-aminomethylcyclohexaneglycine. 4-Pyridine- and 4-piperidineglycine were also synthesized by conversion of 4-pyridinecarboxaldehyde to the pyridineglycine, and subsequent hydrogenation to form the piperidineglycine. The toxic properties of the three analogs were studied in Leuconostoc dextranicnm 8086, Lactobacillus arabinosus 17-5, and Lactobacillus casei 7469. 3-Aminomethylcyclohexaneglycine, although not a highly effective antagonist, is inhibitory toward Leuc. dextranicum and L. arabinosus at a level of about 0.1 and 0.5 mg./ml., respectively, and the inhibitions are competitively reversed by lysine. Both 4-pyridineglycine and 4-piperidineglycine, even at a concentration of 1 mg./ml., were not inhibitory to any one of the three organisms studied. A previous hypothesis that lysine in forming an enzyme-substrate complex must assume a structure such that the β- and ϵ-earbons are in a trans-like conformation is consistent with the observed biological activity of 3-aminomethylcyclohexaneglycine." @default.
- W2109016099 created "2016-06-24" @default.
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- W2109016099 date "1960-03-01" @default.
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- W2109016099 title "3-Aminomethylcyclohexaneglycine, a lysine analog" @default.
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- W2109016099 doi "https://doi.org/10.1016/0003-9861(60)90127-2" @default.
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