Department of Biochemistry, Biophysics, and Molecular Biology, Iowa State University, Ames, IA 50011, USA.
Phytochemistry. 2012 Dec;84:47-55. doi: 10.1016/j.phytochem.2012.08.021. Epub 2012 Sep 22.
Wheat (Triticum aestivum) and rice (Oryza sativa) are two of the most agriculturally important cereal crop plants. Rice is known to produce numerous diterpenoid natural products that serve as phytoalexins and/or allelochemicals. Specifically, these are labdane-related diterpenoids, derived from a characteristic labdadienyl/copalyl diphosphate (CPP), whose biosynthetic relationship to gibberellin biosynthesis is evident from the relevant expanded and functionally diverse family of ent-kaurene synthase-like (KSL) genes found in rice the (OsKSLs). Herein reported is the biochemical characterization of a similarly expansive family of KSL from wheat (the TaKSLs). In particular, beyond ent-kaurene synthases (KS), wheat also contains several biochemically diversified KSLs. These react either with the ent-CPP intermediate common to gibberellin biosynthesis or with the normal stereoisomer of CPP that also is found in wheat (as demonstrated by the accompanying paper describing the wheat CPP synthases). Comparison with a barley (Hordeum vulgare) KS indicates conservation of monocot KS, with early and continued expansion and functional diversification of KSLs in at least the small grain cereals. In addition, some of the TaKSLs that utilize normal CPP also will react with syn-CPP, echoing previous findings with the OsKSL family, with such enzymatic promiscuity/elasticity providing insight into the continuing evolution of diterpenoid metabolism in the cereal crop plant family, as well as more generally, which is discussed here.
小麦(Triticum aestivum)和水稻(Oryza sativa)是两种最重要的农业谷类作物。众所周知,水稻会产生许多二萜类天然产物,这些产物既可以作为植物抗毒素,也可以作为化感物质。具体来说,这些产物是与贝壳杉烯相关的二萜类化合物,来源于特征性的贝壳杉烯/古柯烯二磷酸酯(CPP),其与赤霉素生物合成的生物合成关系从水稻中发现的相关扩展和功能多样化的 ent-贝壳杉烯合酶样(KSL)基因家族中显而易见(OsKSLs)。本文报道了从小麦(TaKSLs)中分离出的同样广泛的 KSL 家族的生化特性。特别是,除了 ent-贝壳杉烯合酶(KS)外,小麦还含有几种生化多样化的 KSL。这些酶要么与赤霉素生物合成的共同 ent-CPP 中间体反应,要么与小麦中也发现的 CPP 的正常立体异构体反应(如随附论文中描述的小麦 CPP 合酶所证明的那样)。与大麦(Hordeum vulgare)KS 的比较表明,单子叶植物 KS 具有保守性,至少在小谷物作物中,KSL 早期持续扩张并具有功能多样化。此外,一些利用正常 CPP 的 TaKSL 也会与 syn-CPP 反应,这与 OsKSL 家族的先前发现相呼应,这种酶的混杂性/弹性为进一步了解二萜类代谢在谷类作物中的持续进化提供了思路,同时也更广泛地讨论了这一点。