Determination of the absolute configuration of urothion.
In order to determine the absolute configuration of urothion (1), the CD spectra of tri-4-chlorobenzoyl derivatives of 2-amino-6-[(3R)-3,4-dihydroxybutyl]pteridin-4(3H)-one and its (3S) compound were compared with that of the tri-4-chlorobenzoyl derivative obtained from the natural product. R-Configuration was concluded for the secondary hydroxyl group on the side chain of 1, which is the same configuration as that of molybdopterin (2). This supports the view that 1 might be a urinary metabolite of 2.
Sakurai
A
A
Department of Chemistry, Faculty of Science, Shizuoka University.
Horibe
H
H
Kuboyama
N
N
Hashimoto
Y
Y
Okumura
Y
Y
D002942:Circular Dichroism; D006801:Humans; D011621:Pteridines / Q000737:chemistry* / Q000652:urine; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D011621:Pteridines; C036390:urothion