(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid
(Synonyms: (S)-3-(4-羟苯基)乳酸,(S)-3-(4-Hydroxyphenyl)lactic acid) 目录号 : GC60005(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionicacid(compound1)是一种从间肠隐球菌(Leuconostocmesenteroides)的培养基中分离出来的代谢物。(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionicacid具有高的DPPH清除自由基活性和抗氧化活性。
Cas No.:23508-35-2
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >98.00%
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(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid (compound 1) is a metabolite isolated from the culture medium of Leuconostoc mesenteroides. (S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid has high DPPH radical-scavenging activities and antioxidative activities[1].
[1]. Yu Geon Lee, et al. Isolation and antioxidative activity of amino acid derivatives produced by Leuconostoc mesenteroides. Food Sci Biotechnol. 2016 Feb 29;25(1):329-334.
Cas No. | 23508-35-2 | SDF | |
别名 | (S)-3-(4-羟苯基)乳酸,(S)-3-(4-Hydroxyphenyl)lactic acid | ||
Canonical SMILES | O=C(O)[C@@H](O)CC1=CC=C(O)C=C1 | ||
分子式 | C9H10O4 | 分子量 | 182.17 |
溶解度 | 储存条件 | ||
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1 mg | 5 mg | 10 mg | |
1 mM | 5.4894 mL | 27.4469 mL | 54.8938 mL |
5 mM | 1.0979 mL | 5.4894 mL | 10.9788 mL |
10 mM | 0.5489 mL | 2.7447 mL | 5.4894 mL |
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1. 首先保证母液是澄清的;
2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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Applicability of modified carbon sorbent for removing potentially toxic biologically active molecules of aromatic structure from blood plasma
Int J Artif Organs 2021 Dec;44(12):930-937.PMID:34137293DOI:10.1177/03913988211018478.
The modification of the mesoporous carbon sorbent with 3-phenylpropanoic acid was carried out in order to create preparations of complex, prolonged action, exhibiting detoxifying, antibacterial, and antifungal properties due to the applied modifier, which is capable of migrating into the solution and exhibiting its own biospecific properties. A technique was developed for fixing 3-phenylpropionic acid (PhPA) on a carbon support by its adsorption from solution. Three types of sorbents with various content of the modifier (PhPA) and the sorbent without modifier were studied. The sorption activity of new sorbents was studied using liquid-liquid extraction and gas chromatography-mass spectrometry methods on model experiments with plasma and aqueous additives of hydroxylated phenyl-containing acids (PhCAs) in various concentrations. The specific surface area was significantly changed for sorbent, modified with 1 × 10-3 mol/L of PhPA solution, and was 25% less than the area of unmodified sorbent. Potentially toxic biologically active hydroxylated PhCAs were used to create model solutions. The degrees of sorption of these compounds were close to 100%, except phenyllactic acid (over 80%). The sorbent without modifier and two sorbents with the lowest content of the modifier are considered to be more effective for the purification of the plasma from the hydroxylated PhCAs than the sorbent with the highest concentration of the modifier. Simultaneous adsorption of toxic metabolites from the bloodstream and desorption of beneficial ones can be used for a more subtle correction of the patient'S condition.
Efficient enantioresolution of aromatic α-hydroxy acids with Cinchona alkaloid-based zwitterionic stationary phases and volatile polar-ionic eluents
Anal Chim Acta 2021 Oct 2;1180:338928.PMID:34538320DOI:10.1016/j.aca.2021.338928.
Single enantiomers of mandelic acid (1), 3-phenyllactic acid (2), and 3-(4-hydroxyphenyl)lactic acid (3) are the subject of many fields of investigation, spanning from the pharmaceutical synthesis to that of biocompatible and biodegradable polymers, while passing from the interest towards their antimicrobial activity to their role as biomarkers of particular pathological conditions or occupational exposures to specific xenobiotics. All above mentioned issues justify the need for accurate analytical methods enabling the correct determination of the individual enantiomers. So far, all the developed liquid chromatography (LC) methods were not or hardly compatible with mass spectrometry (MS) detection. In this paper, a commercially available Cinchona-alkaloid derivative zwitterionic chiral stationary phase [that is, the CHIRALPAK® ZWIX(-)] was successfully used to optimize the enantioresolution of compounds 1-3 under polar-ionic (PI) conditions with a mobile phase consisting of an acetonitrile/methanol 95/5 (v/v) mixture with 80 mM formic acid. With the optimized conditions, enantioseparation and enantioresolution values up to 1.46 and 4.41, respectively, were obtained. In order to assess the applicability of the optimized enantioselective chromatography conditions in real-life scenarios and on MS-based systems, a proof-of-concept application was efficiently carried out by analysing dry urine spot samples spiked with 1 by means of a LC-MS system. The (S)<(R) enantiomer elution order (EEO) was established for compounds 1 and 2 by analysing a pure enantiomeric standard of known configuration. This was not possible for 3 because not commercially available. For this compound, the same EEO was identified applying a procedure based on ab initio time-dependent density-functional theory simulations coupled to electronic circular dichroism analyses. Moreover, a molecular dynamics simulation unveiled the role of the phenolic OH in compound 3 in the retention mechanism.