Stereoselective Syntheses of Pentose Sugars Under Realistic Prebiotic Conditions

Stereoselective Syntheses of Pentose Sugars Under Realistic Prebiotic Conditions
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DOI:
10.1007/s11084-009-9178-1
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发表时间:
2010-02-01
影响因子:
2
通讯作者:
Weber, Arthur L.
Weber, Arthur L.
中科院分区:
物理与天体物理4区
文献类型:
--
作者:
Pizzarello, Sandra;Weber, Arthur L.

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乙醇醛和DL-甘油醛在水缓冲溶液中在弱酸性条件下和在手性二肽催化剂存在下反应产生戊糖,其构型受催化剂的手性影响。发现手性效应在催化剂之间变化,并且对于二缬氨酸是最大的。在不同的条件下,形成了不同数量的来苏糖、阿拉伯糖、核糖和木糖,其相对比例变化不大。使用LL-肽催化剂,核糖是唯一具有显著D-对映体过量(ee)的戊糖(
Glycolaldehyde and DL-glyceraldehyde reacted in a water-buffered solution under mildly acidic conditions and in the presence of chiral dipeptide catalysts produced pentose sugars whose configuration is affected by the chirality of the catalyst. The chiral effect Was found to vary between catalysts and to be largest for di-valine. Lyxose, arabinose, ribose and xylose are formed in different amounts, whose relative proportions do not change significantly with the varying of conditions. With LL-peptide catalysts, ribose was the only pentose sugar to have a significant D-enantiomeric excess (ee) (