Okuyama A, Naganawa H, Harada S, Aoyagi T, Umezawa H
Biochem Int. 1986 Apr;12(4):627-31.
The biosynthetic pathway of an unusual amino acyl [(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl (AHP)] moiety which is contained in bestatin has been studied by testing the incorporation of potential precursors. L-[U-14C]-Phenylalanine, L-[U-14C]leucine, and [U-14C]acetic acid were efficiently incorporated into bestatin, but the radioactivity of L-[1-14C]phenylalanine, [1-14C]glyoxylic acid, and [14C]oxalic acid were not incorporated. Incorporation of acetic acid into 1- and 2-carbon of the AHP moiety was confirmed by incorporation of [13C]acetic acid. Thus, the AHP moiety was shown to be biosynthesized from L-phenylalanine and two carbon atoms of acetic acid, accompanied by decarboxylation of the phenylalanine.
通过检测潜在前体的掺入情况,对含有在贝他汀中的一种不寻常的氨酰基[(2S,3R)-3-氨基-2-羟基-4-苯基丁酰基(AHP)]部分的生物合成途径进行了研究。L-[U-¹⁴C]-苯丙氨酸、L-[U-¹⁴C]亮氨酸和[U-¹⁴C]乙酸能有效地掺入贝他汀中,但L-[1-¹⁴C]苯丙氨酸、[1-¹⁴C]乙醛酸和[¹⁴C]草酸的放射性未被掺入。通过[¹³C]乙酸的掺入证实了乙酸掺入到AHP部分的1位和2位碳原子中。因此,AHP部分显示是由L-苯丙氨酸和乙酸的两个碳原子生物合成的,同时伴随着苯丙氨酸的脱羧反应。