Department of Bioscience and Biotechnology, Faculty of Science and Engineering, Ritsumeikan University, Kusatsu, Shiga, Japan.
Photochem Photobiol. 2010 Mar-Apr;86(2):311-5. doi: 10.1111/j.1751-1097.2009.00667.x. Epub 2009 Dec 7.
Chiral high-performance liquid-chromatography (HPLC) for quantitative analysis of optically active chlorophyll(Chl)-c molecules, which are seen in many marine photosynthetic organisms, was developed. Chls-c have a single asymmetric carbon at the 13(2)-position, so their stereoisomers are (13(2)R)- and (13(2)S)-enantiomers. After the separation of each enantiomer, the stereochemistry was unambiguously characterized using its circular dichroism spectrum in comparison with that of the structure-related compound, protochlorophyllide-a. Moreover, Chls-c were carefully extracted from the cells of a diatom Chaetoseros calcitrans without racemization and were subjected to the chiral HPLC. The results clearly demonstrated that naturally occurring Chl-c molecules are enantiomerically pure (13(2)R)-forms, which are generally found in photosynthetically active chlorophyllous pigments.
建立了一种用于定量分析手性活性叶绿素（Chl）-c 分子的高效液相色谱法（HPLC），这种分子存在于许多海洋光合生物中。Chl-c 在 13（2）位具有一个单一的不对称碳原子，因此它们的立体异构体为（13（2）R）-和（13（2）S）-对映异构体。每种对映异构体分离后，通过与结构相关的化合物原叶绿素-a 的圆二色谱比较，明确地确定了其立体化学。此外，从硅藻 Chaetoseros calcitrans 的细胞中小心提取了 Chl-c，没有外消旋化，并进行了手性 HPLC 分析。结果清楚地表明，天然存在的 Chl-c 分子是对映体纯的（13（2）R）-形式，通常存在于光合作用活性的叶绿素类色素中。
