title: 125I-beta-iodo-D-alanine-synthesis, biodistribution and antimicrobial activity.
abstract: Methyl N-carbobenzoxy-beta-iodo-D-alaninate (1) served as an intermediate to synthesize methyl beta-iodo-D-alaninate (2) and beta-iodo-D-alanine (3). The 125I-labeled compound 1 was synthesized by the melt method and used to synthesize 125I-labeled compounds 2 and 3. Compound 3 was shown to be substrate for D-amino acid oxidase. It was also shown that compounds 2 and 3 were rapidly eliminated from normal mammalian tissues and that compound 3 inhibited the Escherichia coli growth in a dose-dependent manner at 100-500 microgram/ml while compound 2 showed no effect at 500 microgram/ml level. Therefore, it was suggested that compound 3 may serve as an abscess localizing agent.
mesh_terms: D000038:Abscess / Q000000981:diagnostic imaging*; D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000900:Anti-Bacterial Agents; D003605:D-Amino-Acid Oxidase / Q000378:metabolism; D004305:Dose-Response Relationship, Drug; D004926:Escherichia coli / Q000187:drug effects; D005260:Female; D007457:Iodine Radioisotopes; D008297:Male; D051379:Mice; D011877:Radionuclide Imaging; D014018:Tissue Distribution
chemical_list: D000900:Anti-Bacterial Agents; D007457:Iodine Radioisotopes; C030768:beta-iodoalanine; D003605:D-Amino-Acid Oxidase; D000409:Alanine