Microbial hydroxylation of 5-anilino-1,2,3,4-thiatriazole.
Two hundred eighty-five fungi, including 100 basidiomycetes and 35 yeasts, 75 actinomycetes, and 40 bacteria were screened for their ability to convert 5-anilino-1,2,3,4-thiatriazole (AT) to 5-(p-hydroxyanilino)-1,2,3,4-thiatriazole (p-HT). Eleven cultures were found that formed p-HT, which was isolated and whose structure was determined. Aspergillus tamarii NRRL 3280 formed 8.6 g of p-HT/liter from 10 g of AT/liter (78.9% conversion) in shaken flasks and 4.57 g of p-HT/liter from 6 g of AT/liter (69.8% conversion) in 30-liter fermentors. Washed cells of A. tamarii NRRL 3280 also carried out this conversion. 5-(o-hydroxyanilino)-1,2,3,4-thiatriazole (o-HT) was identified as a second product formed by Aspergillus terreus NRRL 1960.
D000814:Aniline Compounds / Q000378:metabolism*; D000959:Antihypertensive Agents / Q000096:biosynthesis* / Q000302:isolation & purification; D001230:Aspergillus / Q000378:metabolism; D001419:Bacteria / Q000378:metabolism*; D055598:Chemical Phenomena; D002621:Chemistry; D002855:Chromatography, Thin Layer; D003470:Culture Media; D005285:Fermentation; D005658:Fungi / Q000378:metabolism*; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013045:Species Specificity; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D014230:Triazoles / Q000378:metabolism*
D000814:Aniline Compounds; D000959:Antihypertensive Agents; D003470:Culture Media; D014230:Triazoles