Sekiguchi J, Gaucher G M
Biochemistry. 1978 May 2;17(9):1785-91. doi: 10.1021/bi00602a033.
A patulin negative mutant (J1) of Penicillium urticae (NRRL 2159A) was found to accumulate large quantities (greater than 128 mg/L culture) of a reactive, photosensitive compound, which was isolated and identified as (-)-phyllostine (5,6-epoxygentisylquinone). This epoxyquinone possessed an antibiotic activity against Bacillus subtilis which was approximately 80% of that exhibited by patulin. In separate in vivo feeding experiments, [2-14C]acetate and [G-3H]gentisaldehyde were readily incorporated into phyllostine by mutant J1 and [14C]phyllostine was incorporated into patulin by the parent strain (NRRL 2159A). When fed to a washed-cell suspension of a second patulin negative mutant (J2) which produced gentisaldehyde but not phyllostine, unlabeled phyllostine was efficiently converted to patulin in yields of 33, 56, and 92% after 30 min, 1 and 5 h, respectively. The role of phyllostine as an intermediate of a new post-gentisaldehyde portion of the patulin biosynthetic pathway is discussed.
荨麻青霉（NRRL 2159A）的棒曲霉素阴性突变体（J1）被发现积累了大量（大于128毫克/升培养物）具有反应活性、对光敏感的化合物，该化合物经分离鉴定为（-）-叶状素（5,6-环氧龙胆基醌）。这种环氧醌对枯草芽孢杆菌具有抗生素活性，其活性约为棒曲霉素的80%。在单独的体内喂养实验中，突变体J1能将[2-¹⁴C]乙酸盐和[G-³H]龙胆醛轻松掺入叶状素中，而亲本菌株（NRRL 2159A）能将[¹⁴C]叶状素掺入棒曲霉素中。当将其喂给第二个棒曲霉素阴性突变体（J2）的洗涤细胞悬液时，该突变体产生龙胆醛但不产生叶状素，未标记的叶状素分别在30分钟、1小时和5小时后以33%、56%和92%的产率高效转化为棒曲霉素。本文讨论了叶状素作为棒曲霉素生物合成途径中龙胆醛之后新部分的中间体的作用。
