1. S-Isovaline contained in meteorites, induces enantiomeric excess in D,L-glutamic acid during recrystallization
1. S-Isovaline contained in meteorites, induces enantiomeric excess in D,L-glutamic acid during recrystallization
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1. 陨石中含有的S-异缬氨酸，在重结晶过程中引起D,L-谷氨酸对映体过量
DOI：
10.1007/s11084-015-9407-8
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发表时间：
2015
期刊：
影响因子：
--
通讯作者：
S. Kojo
中科院分区：
文献类型：
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作者：
宮永真澄;藤井将彦;酒井宏和;森本恵子;須藤元喜;仁木佳文;時光一郎;S. Kojo
S-异缬氨酸（S-Iva：6.7mmol）和D，L-谷氨酸（Glu：2 mmol）溶解在10 ml热水中，并将所得溶液分到5个容器中。重结晶后，从每个容器中收集晶体，并使用1-氟-2，4-二硝基苯基-5-L-亮氨酰胺进行化学衍生化，然后通过高效液相色谱法测定Glu的对映体过量（ee）。10次结晶提供了ee值为2.69% ± 0.81%（平均值±标准偏差）的所有富含D的Glu，并且使用R-Iva的那些结晶提供了ee值为6.24% ± 2.20%的所有富含L的Glu。单独的D，L-Glu的五次重结晶提供0.474% ± 0.33%的ee值。这三个ee值之间的差异是统计学上显着的，表明S-Iva，这是存在于陨石中引起了显着的诱导ee在这种生理氨基酸。这是S-Iva诱导生理氨基酸ee变化的第一个结果。在类似的重结晶条件下，S-Iva未诱导D，L-天冬酰胺、亮氨酸、缬氨酸、甲硫氨酸、苯丙氨酸、色氨酸、谷氨酰胺、酪氨酸、天冬氨酸或组氨酸发生任何ee变化。
S-Isovaline (S-Iva: 6.7 mmol) and D,L-glutamic acid (Glu: 2 mmol) were dissolved in 10 ml of hot water, and the resulting solution was divided in 5 vessels. After recrystallization, the crystals were collected from each vessel, and the enantiomeric excess (ee) of Glu was determined with chemical derivatization using 1-fluoro-2,4-dinitrophenyl- 5-L-leucinamide followed by high-performance liquid chromatography. Ten crystallizations provided all D-rich Glu with ee values of 2.69 % ± 0.81 % (mean ± standard deviation), and those using R-Iva provided all L-rich Glu with ee values of 6.24 % ± 2.20 %. Five recrystallizations of D,L-Glu alone provided ee values of 0.474 % ± 0.33 %. The differences among these three ee values were statistically significant, showing that S-Iva, which was present in meteorites caused a significant induction of ee in this physiological amino acid. This is the first outcome that S-Iva induced ee changes in a physiological amino acid. S-Iva did not induce any ee changes in D,L-asparagine, leucine, valine, methionine, phenylalanine, tryptophan, glutamine, tyrosine, aspartic acid, or histidine under similar recrystallizations.