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Quantification of Mixtures of C2 and C3 Hydroxy Acids and Products of Glycerol Oxidation by High‐Performance Liquid Chromatography and Quantitative 13C NMR
The Journal of the American Oil Chemists’ Society ( IF 2 ) Pub Date : 2020-03-12 , DOI: 10.1002/aocs.12349
Rémi Nguyen 1 , Mathilde Amouroux 1 , Alexis Duda 1 , Zéphirin Mouloungui 1, 2
Affiliation  

The aim of this study was to develop an improved general method for detecting and quantifying mixtures of hydroxy acids and other products of glycerol oxidation in aqueous media, to prevent the confusions that can occur due to similarities and interactions between these compounds depending on media conditions. Standard potential products of glycerol oxidation—glycerol, glyceraldehyde, dihydroxyacetone, glyceric acid, lactic acid, glycolic acid, glyoxylic acid, oxalic acid, tartronic acid, and mesoxalic acid—were analyzed by high‐performance liquid chromatography (HPLC) and quantitative 13C nuclear magnetic resonance (NMR), in mixtures of known composition. The results obtained were concordant with the known compositions tested. HPLC was more accurate than quantitative 13C NMR for simple mixtures, but 13C NMR was required for complex mixtures containing dihydroxyacetone and glycerol, oxalic acid and mesoxalic acid, or glyoxylic acid and tartronic acid, pairs of compounds not well separated or detected by HPLC. As proof‐of‐concept, an unknown mixture generated by glycerol oxidation was analyzed by HPLC and quantitative 13C NMR. The results obtained were concordant and allowed accurate determination of the composition of the sample, which contained mesoxalic acid as the major product, with oxalic acid, tartronic acid, and glyceric acid as by‐products.

中文翻译:

高效液相色谱和13C NMR定量定量分析C2和C3羟基混合物以及甘油氧化产物

这项研究的目的是开发一种改进的通用方法,用于检测和定量在水性介质中的羟基酸和其他甘油氧化产物的混合物,以防止由于这些化合物之间的相似性和相互作用而引起的混淆(取决于介质条件)。通过高效液相色谱(HPLC)和13 C定量分析甘油的标准潜在产物甘油,甘油醛,二羟基丙酮,甘油酸,乳酸,乙醇酸,乙醛酸,草酸,tartronic酸和中草酸。已知成分的混合物中的核磁共振(NMR)。获得的结果与测试的已知组合物一致。HPLC比定量分析更准确13简单混合物的13 C NMR ,但是对于含有二羟基丙酮和甘油,草酸和中草酸,乙醛酸和tartronic酸的复杂混合物,需要对13 C NMR进行分析,这些化合物对不能很好地分离或通过HPLC检测。作为概念验证,通过甘油和13 C NMR定量分析了甘油氧化生成的未知混合物。得到的结果一致,可以准确测定样品的组成,其中以草酸,主要的副产物草酸和甘油酸为主要成分,以草酸为主要产物。
更新日期:2020-03-12
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