3-Trehalosamine, a new disaccharide antibiotic.
3-Amino-3-deoxy-alpha-D-glucopyranosyl-alpha-D-glucopyranoside (alpha, alpha--3-trehalosamine) was isolated from a culture of Nocardiopsis trehalosei sp. nov. (NRRL 12026). The structure was determined using a combination of spectroscopic techniques on derivatives of the component sugars, especially gas chromatography-mass spectrometry. The compound exhibited antibiotic activity against Gram-positive organisms at levels similar to what was found for the 2- and 4-trehalosamines.
D000818:Animals; D000900:Anti-Bacterial Agents / Q000032:analysis / Q000096:biosynthesis* / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects; D001419:Bacteria / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D004187:Disaccharides / Q000096:biosynthesis*; D005285:Fermentation; D051379:Mice; D011018:Pneumonia, Pneumococcal / Q000188:drug therapy; D014199:Trehalose / Q000031:analogs & derivatives / Q000032:analysis / Q000096:biosynthesis* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D004187:Disaccharides; C026755:3-trehalosamine; D014199:Trehalose