L-Glyceric acid
(Synonyms: L-甘油酸) 目录号 : GC60224L-Glycericacid是一种主要的尿代谢产物,在罕见的遗传性代谢疾病L-甘油酸尿症中积累。L-Glycericacid可用于诊断2型原发性高草酸尿症(PH2),可用来区分PH1和PH2疾病。
Cas No.:28305-26-2
Sample solution is provided at 25 µL, 10mM.
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L-Glyceric acid is a mainly urinary metabolite accumulating in rare inherited metabolic disease L-glyceric aciduria. L-Glyceric acid can be used to diagnose primary hyperoxaluria type 2 (PH2). L-Glyceric acid excretion to distinguish PH1 from PH2[1][2].
Primary hyperoxaluria type 2 (PH2), also called L-glyceric aciduria. The metabolic defect is due to deficiencies of D-glycerate dehydrogenase and glyoxylate reductase, leading to excretion of L-Glyceric acid, and L-Glyceric acid is the cornerstone for the diagnosis of PH2[1][2].
[1]. Mohamed S Rashed, et al. Chiral liquid chromatography tandem mass spectrometry in the determination of the configuration of glyceric acid in urine of patients with D-glyceric and L-glyceric acidurias. Biomed Chromatogr. 2002 May;16(3):191-8. [2]. Bernd Hoppe, et al. A United States survey on diagnosis, treatment, and outcome of primary hyperoxaluria. Pediatr Nephrol. 2003 Oct;18(10):986-91.
Cas No. | 28305-26-2 | SDF | |
别名 | L-甘油酸 | ||
Canonical SMILES | O=C(O)[C@@H](O)CO | ||
分子式 | C3H6O4 | 分子量 | 106.08 |
溶解度 | DMSO : 250 mg/mL (2356.71 mM; Need ultrasonic) | 储存条件 | |
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1 mg | 5 mg | 10 mg | |
1 mM | 9.4268 mL | 47.1342 mL | 94.2685 mL |
5 mM | 1.8854 mL | 9.4268 mL | 18.8537 mL |
10 mM | 0.9427 mL | 4.7134 mL | 9.4268 mL |
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Microbial resolution of DL-glyceric acid for L-Glyceric acid production with newly isolated bacterial strains
J Biosci Bioeng 2015 May;119(5):554-7.PMID:25468417DOI:10.1016/j.jbiosc.2014.10.016.
To produce L-Glyceric acid (L-GA) from DL-GA, microbial resolution was investigated using newly isolated bacterial strains capable of enantiospecific degradation of D-GA. Strains GA3R and GA72P, identified as Serratia and Pseudomonas species, respectively, exhausted D-GA within 72 h, resulting in production of L-GA with enantiomeric purity ≥89%.
High-performance liquid chromatographic assay for L-Glyceric acid in body fluids. Application in primary hyperoxaluria type 2
Clin Chim Acta 1992 Oct 30;211(3):143-53.PMID:1458609DOI:10.1016/0009-8981(92)90190-2.
We describe a liquid chromatographic technique to determine L-glycerate in body fluids. The method is based on the derivatisation of the L-glycerate by incubation with lactate dehydrogenase and nicotinamide-adenine dinucleotide in the presence of phenylhydrazine. Oxidation of L-glycerate forms beta-hydroxypyruvate which is converted in turn into the related phenylhydrazone. The UV-absorbing derivative is determined using reversed-phase high performance liquid chromatography. The sensitivity was 5 mumol/l and 50 microliters of sample were required. The imprecision relative standard deviation was 4.5% and the recovery was 96.5 +/- 6.8% for L-glycerate in plasma. L-Glycerate concentrations in urine and plasma were less than 5 mumol/l in both normal individuals and patients with glycolic aciduria. In a patient with systemic oxalosis and normal plasma glycolate, plasma L-Glyceric acid was 887 mumol/l.
Thermal synthesis and hydrolysis of polyglyceric acid
Orig Life Evol Biosph 1989;19(1):7-19.PMID:11536612DOI:10.1007/BF01808284.
Polyglyceric acid was synthesized by thermal condensation of glyceric acid at 80 degrees in the presence and absence of two mole percent of sulfuric acid catalyst. The acid catalyst accelerated the polymerization over 100-fold and made possible the synthesis of insoluble polymers of both L- and DL-glyceric acid by heating for less than 1 day. Racemization of L-Glyceric acid yielded less than 1% D-glyceric acid in condensations carried out at 80 degrees C with catalyst for 1 day and without catalyst for 12 days. The condensation of L-Glyceric acid yielded an insoluble polymer much more readily than condensation of DL-glyceric acid. Studies of the hydrolysis of poly-DL-glyceric acid revealed that it was considerably more stable under mild acidic conditions compared to neutral pH. The relationship of this study to the origin of life is discussed.
Stereoselective radical reactions of some tartaric and glyceric acid derivatives
Org Lett 2002 Jun 13;4(12):2035-8.PMID:12049511DOI:10.1021/ol025880w.
[reaction: see text] Free radicals generated by the decarboxylation of dimethoxydioxanecarboxylic acids derived from L-(+)-tartaric acid and L-Glyceric acid added to some maleimides and acrylates with high stereoselectivity. This method provides easy access to some chiral building blocks.
Differential chemical diagnosis of primary hyperoxaluria type II. Highly sensitive analysis of optical isomers of glyceric acid by GC/MS as diastereoisomeric derivatives
J Chromatogr B Analyt Technol Biomed Life Sci 2005 Aug 25;823(1):2-6.PMID:16055048DOI:10.1016/j.jchromb.2005.03.036.
We established a separation method for the optical isomers of glyceric acid in urine by modifying the derivatization steps of the procedure used for the screening and diagnosis. The trimethylsilyl derivatization step in the mass screening procedure was replaced by O-acetyl-(+)-2-butylation, and the samples were analyzed under equivalent GC/MS conditions by capillary gas chromatography on a DB-5MS column. This method can be applied to cases that show a high urinary concentration of glyceric acid to obtain a differential diagnosis of primary hyperoxaluria type II and d-glyceric aciduria easily. L-Glyceric acid was also isolated from the urine of healthy controls as one of the main peaks.