Department of Cellular and Systems Biology, University of Toronto, Toronto, Ontario, Canada.
Plant Metabolism and Metabolic Engineering Program, Center for Research in Agricultural Genomics, (CRAG) (CSIC-IRTA-UAB-UB), Campus UAB, Bellaterra (Cerdanyola del Vallès), Barcelona, Spain.
J Exp Bot. 2020 Jan 1;71(1):258-271. doi: 10.1093/jxb/erz397.
Pelargonium graveolens is a wild predecessor to rose-scented geranium hybrids prized for their essential oils used as fragrances and flavorings. However, little is known about their biosynthesis. Here we present metabolic evidence that at least two distinct monoterpene biosynthetic pathways contribute to their volatile profiles, namely, cyclic p-menthanes such as (-)-isomenthone and acyclic monoterpene alcohols such as geraniol and (-)-citronellol and their derivatives (referred to here as citronelloid monoterpenes). We established their common origin via the 2C-methyl-d-erythritol-4-phosphate pathway but found no indication these pathways share common intermediates beyond geranyl diphosphate. Untargeted volatile profiling of 22 seed-grown P. graveolens lines demonstrated distinct chemotypes that preferentially accumulate (-)-isomenthone, geraniol, or (-)-citronellol along with approximately 85 minor volatile products. Whole plant 13CO2 isotopic labeling performed under physiological conditions permitted us to measure the in vivo rates of monoterpenoid accumulation in these lines and quantify differences in metabolic modes between chemotypes. We further determined that p-menthane monoterpenoids in Pelargonium are likely synthesized from (+)-limonene via (+)-piperitone rather than (+)-pulegone. Exploitation of this natural population enabled a detailed dissection of the relative rates of competing p-menthane and citronelloid pathways in this species, providing real time rates of monoterpene accumulation in glandular trichomes.
天竺葵是玫瑰香味的老鹳草杂交种的野生前身,因其用作香料和调味料的精油而备受珍视。然而,人们对它们的生物合成知之甚少。在这里,我们提供代谢证据表明,至少有两种不同的单萜生物合成途径有助于它们的挥发性特征,即环状 p-薄荷烷,如(-)异薄荷酮和无环单萜醇,如香叶醇和(-)香茅醇及其衍生物(这里称为香茅烷单萜)。我们通过 2C-甲基-D-赤藓醇-4-磷酸途径确定了它们的共同起源,但没有发现这些途径除了香叶基二磷酸之外还有共同的中间体。对 22 种种子种植的天竺葵品系进行的非靶向挥发性分析表明,存在明显的化学型,这些化学型优先积累(-)异薄荷酮、香叶醇或(-)香茅醇,以及大约 85 种次要挥发性产物。在生理条件下对整株植物进行 13CO2 同位素标记,使我们能够测量这些品系中单萜类化合物的体内积累速率,并量化不同化学型之间代谢模式的差异。我们进一步确定,天竺葵中的 p-薄荷烷单萜类化合物可能是通过(+)柠檬烯经(+)胡椒酮而不是(+)薄荷酮合成的。对该自然群体的利用使我们能够详细剖析该物种中竞争的 p-薄荷烷和香茅烷途径的相对速率,提供了在腺毛中积累单萜的实时速率。