Interdisciplinary Centre of Marine and Environmental Research (CIIMAR/CIMAR), University of Porto, Avenida General Norton de Matos, s/n, 4450-208 Matosinhos, Portugal.
Institute of Biomedical Sciences Abel Salazar (ICBAS), University of Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal.
J Nat Prod. 2021 Feb 26;84(2):278-286. doi: 10.1021/acs.jnatprod.0c00950. Epub 2021 Jan 14.
Lactylates are an important group of molecules in the food and cosmetic industries. A series of natural halogenated 1-lactylates, chlorosphaerolactylates (-), were recently reported from sp. LEGE 00249. Here, we identify the biosynthetic gene cluster, containing all the necessary functionalities for the biosynthesis of the natural lactylates, based on in silico analyses. Using a combination of stable isotope incorporation experiments and bioinformatic analysis, we propose that dodecanoic acid and pyruvate are the key building blocks in the biosynthesis of -. We additionally report minor analogues of these molecules with varying alkyl chains. This work paves the way to accessing industrially relevant lactylates through pathway engineering.
乳酸盐是食品和化妆品工业中的一类重要分子。最近从 sp. LEGE 00249 中报道了一系列天然卤代 1-乳酸盐,氯球藻乳酸盐 (-)。在这里,我们根据计算机分析确定了生物合成基因簇,其中包含天然乳酸盐生物合成所需的所有功能。通过稳定同位素掺入实验和生物信息学分析的组合,我们提出十二烷酸和丙酮酸是 - 生物合成的关键构建块。我们还报道了这些分子的具有不同烷基链的次要类似物。这项工作为通过途径工程获得工业上相关的乳酸盐铺平了道路。