Vollenweider Sabine, Grassi Guido, König Iwo, Puhan Zdenko
Laboratory of Food Biotechnology, Institute of Food Science and Nutrition, CH-8092 ETH Zentrum, Zurich, Switzerland.
J Agric Food Chem. 2003 May 21;51(11):3287-93. doi: 10.1021/jf021086d.
The compound 3-hydroxypropionaldehyde (3-HPA), together with HPA hydrate and HPA dimer, in aqueous solution forms a system with interesting chemical properties. Therefore, 3-HPA has attracted attention by the chemical industry for use as a precursor in the production of plastics, acrylic acid, and 1,3-propanediol and by the food industry, in using 3-HPA-producing Lactobacillus reuteri as a probiotic. To produce 3-HPA in high yield from glycerol, L. reuteri was used as a biotransformation system. A convenient chromatographic purification method was developed, and purified 3-HPA was analyzed using electrospray ionization mass spectrometry and (13)C NMR. Quantitative (13)C NMR revealed a concentration-dependent distribution of the three compounds forming the HPA system. At concentrations above 1.4 M, the HPA dimer was predominant. However, at concentrations relevant for biological systems, HPA hydrate was the most abundant, followed by the aldehyde form. Our results indicate that the dimeric form with expected antibiotic properties should not be the active form.
化合物3-羟基丙醛（3-HPA）与HPA水合物和HPA二聚体一起，在水溶液中形成了一个具有有趣化学性质的体系。因此，3-HPA因其可作为塑料、丙烯酸和1,3-丙二醇生产的前体而受到化学工业的关注，同时也因其可利用产3-HPA的罗伊氏乳杆菌作为益生菌而受到食品工业的关注。为了从甘油中高产率生产3-HPA，罗伊氏乳杆菌被用作生物转化系统。开发了一种便捷的色谱纯化方法，并使用电喷雾电离质谱和（13）C NMR对纯化后的3-HPA进行了分析。定量（13）C NMR揭示了形成HPA体系的三种化合物的浓度依赖性分布。在浓度高于1.4 M时，HPA二聚体占主导地位。然而，在与生物系统相关的浓度下，HPA水合物含量最高，其次是醛形式。我们的结果表明，具有预期抗生素特性的二聚体形式不应是活性形式。
