Enzymatic syntheses of 6-(4H-selenolo[3,2-b]pyrrolyl)-L-alanine, 4-(6H-selenolo[2,3-b]pyrrolyl)-L-alanine, and 6-(4H-furo[3,2-b]pyrrolyl-L-alanine.
6-(4H-Selenolo[3,2-b]pyrrolyl)-L-alanine 1, 4-(6H-selenolo[2,3-b]pyrrolyl)-L-alanine 2, and 6-(4H-furo[3,2-b]pyrrolyl)-L-alanine 3 have been synthesized via reactions of selenolo[3,2-b]pyrrole, selenolo[2,3-b]pyrrole, and furo[3,2-b]pyrrole, respectively, with L-serine. The reactions are catalyzed by Salmonella typhimurium tryptophan synthase.
Welch
M
M
Department of Chemistry, and Center for Metalloenzyme Studies, University of Georgia, Athens 30602-2556, USA.
Phillips
R S
RS
D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D016566:Organoselenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012486:Salmonella typhimurium / Q000201:enzymology; D014364:Tryptophan / Q000031:analogs & derivatives* / Q000494:pharmacology; D014367:Tryptophan Synthase / Q000378:metabolism
C119058:4-(6H-selenolo(3,2-b)pyrrolyl)-alanine; C119059:6-(4H-furo(3,2-b)pyrrolyl)-alanine; C119057:6-(4H-selenolo(3,2-b)pyrrolyl)-alanine; D005663:Furans; D016566:Organoselenium Compounds; D014364:Tryptophan; D014367:Tryptophan Synthase; D000409:Alanine