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DL-3-Phenyllactic acid Sale

(Synonyms: DL-Β-苯乳酸) 目录号 : GC33995

DL-3-Phenyllacticacid是一种广谱抗菌化合物。

DL-3-Phenyllactic acid Chemical Structure

Cas No.:828-01-3

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10mM (in 1mL DMSO)
¥248.00
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100mg
¥225.00
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1g
¥360.00
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5g
¥990.00
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产品描述

DL-3-Phenyllactic acid is a broad-spectrum antimicrobial compound.

DL-3-Phenyllactic acid (3-Phenyllactic acid, PLA), which is an organic acid widely existing in honey and lactic acid bacteria fermented food, can be produced by many microorganisms, especially lactic acid bacteria. DL-3-Phenyllactic acid is proved as an ideal antimicrobial compound with broad and effective antimicrobial activity against both bacteria and fungi. In addition, DL-3-Phenyllactic acid can be used as feed additives to replace antibiotics in livestock feeds[1].

[1]. Mu W, et al. Recent research on 3-phenyllactic acid, a broad-spectrum antimicrobial compound. Appl Microbiol Biotechnol. 2012 Sep;95(5):1155-63.

Chemical Properties

Cas No. 828-01-3 SDF
别名 DL-Β-苯乳酸
Canonical SMILES O=C(O)C(O)CC1=CC=CC=C1
分子式 C9H10O3 分子量 166.18
溶解度 DMSO : 125 mg/mL (752.20 mM) 储存条件 Store at -20°C
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1 mM 6.0176 mL 30.0879 mL 60.1757 mL
5 mM 1.2035 mL 6.0176 mL 12.0351 mL
10 mM 0.6018 mL 3.0088 mL 6.0176 mL
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Research Update

Integrative metabolomic characterisation identifies altered portal vein serum metabolome contributing to human hepatocellular carcinoma

Gut 2022 Jun;71(6):1203-1213.PMID:34344785DOI:10.1136/gutjnl-2021-325189.

Objective: Altered metabolites are important for the tumourigenicity of hepatocellular carcinoma (HCC). We performed integrative metabolomics analysis of the metabolites changes in portal venous blood and in comparison with the metabolites changes in liver tissues and stool samples of HCC patients and healthy liver donors. Design: Serum (portal and central vein), liver tissue (HCC tumour and adjacent non-tumour, normal liver) and stool samples were collected from 102 subjects (52 HCC patients and 50 healthy controls) in the discovery cohort; and 100 subjects (50 HCC patients and 50 healthy controls) in an independent validation cohort. Untargeted metabolomic profiling was performed using high-performance liquid chromatography-mass spectrometry. The function of candidate metabolites was validated in hepatocyte cell lines. Results: Detailed metabolomic evaluation showed distinct clusters of metabolites in serum, liver tissue and stool samples from patients with HCC and control individuals (p<0.001). HCC patients had significantly higher levels of portal vein serum and HCC tissue metabolites of DL-3-Phenyllactic acid, L-tryptophan, glycocholic acid and 1-methylnicotinamide than healthy controls, which were associated with impaired liver function and poor survival. On the other hand, HCC patients had lower levels of linoleic acid and phenol in portal vein and stool samples than healthy controls. Linoleic acid and phenol significantly inhibited HCC proliferation, inferring their anti-HCC function as protective metabolites. Conclusions: The integrative metabolome analysis of serum, tissue and stool metabolites revealed unreported metabolic alterations in HCC patients. In portal vein, we identified elevated and depleted metabolites signifying that they might play a role in HCC development.

Modelling and validation of the antifungal activity of DL-3-Phenyllactic acid and acetic acid on bread spoilage moulds

Food Microbiol 2020 Jun;88:103407.PMID:31997763DOI:10.1016/j.fm.2019.103407.

Most interesting antifungal compounds from sourdough fermentation are acetic acid (AA) and DL-3-Phenyllactic acid (PLA). Although the role of pH on the activity of organic acids has been established long time ago, no information is available on the importance of undissociated acid (HA) expressed on the aqueous phase of bread (CHA, mmole/L). Mostly, concentrations (mmole/kg dough or bread, CTOT) and pH are given side by side. The aim of this study was to show the importance of CHA for adequate comparison of in-vitro growth data with bread shelf-life. Growth of Penicillium paneum and Aspergillus niger was recorded using a micro-dilution assay with optical density measurements. Parameters such as aw (0.94-0.98), pH (4.6-6.0), temperature (10-30 °C), time (0-8 days) and CTOT (0-300 mM) were varied. Growth/no-growth models were developed and shelf-life tests of par-baked breads of 45 days at 20 °C were conducted. The modelled inhibitory concentrations of undissociated acid were comparable with the shelf-life test of bread: (PLA) 50 versus 39-84 mmol/L; (AA) 110 versus 110-169 mmol/L. This study showed the applicability of G/NG models for bread shelf-life prediction and highlighted the importance of CHA. Moreover, it was found that naturally present PLA in sourdough bread is insufficient to increase bread shelf-life.

Development and validation of HPLC method for the resolution of drug intermediates: DL-3-Phenyllactic acid, DL-O-acetyl-3-phenyllactic acid and (+/-)-mexiletine acetamide enantiomers

Talanta 2008 Mar 15;75(1):239-45.PMID:18371874DOI:10.1016/j.talanta.2007.11.004.

Sensitive and specific, high-performance liquid chromatography (HPLC) methods have been developed and validated for linearity, accuracy and precision for the quantification of DL-3-Phenyllactic acid, dl-O-acetyl-3-phenyllactic acid and (+/-)-mexiletine acetamide enantiomers. Chromatographic separations were performed on a Chiralcel OJ-H column (0.46 mm x 250 mm, 5 microm, Daicel Chemical Industries, Japan) based on cellulose tris-(4-methyl benzoate) chiral stationary phase. The mobile phase consists of hexane and isopropanol (IPA) in the ratio of 90:10 containing 0.1% trifluoroacetic acid (in case of DL-3-Phenyllactic acid and dl-O-acetyl-3-phenyllactic acid) and hexane and IPA (95:5) containing 0.1% triethylamine (in case of (+/-)-mexiletine acetamide) and the flow rate was set at 0.5 ml/min at 25 degrees C. The detection was carried out at 261 nm for DL-3-Phenyllactic acid and dl-O-acetyl-3-phenyllactic acid and at 254 nm for (+/-)-mexiletine acetamide. The developed methods were utilized for monitoring the progress of lipase catalyzed enantioselective synthesis of O-acetyl-3-phenyllactic acid and mexiletine acetamide from DL-3-Phenyllactic acid and (+/-)-mexiletine, respectively.

Combination of HPLC-Q-TOF-MS/MS, Network Pharmacology, and Molecular Docking to Reveal the Mechanism of Apple Pollen in the Treatment of Type 2 Diabetes Mellitus

Evid Based Complement Alternat Med 2022 May 24;2022:3221196.PMID:35656465DOI:10.1155/2022/3221196.

Studies have found that apple pollen can restrain the activity of amylase. Therefore, we speculate that it may be prescribed to treat patients with type 2 diabetes mellitus (T2DM), while its chemical and pharmacologic profiles remain to be further explained. In this study, the potential bioactive compounds of apple pollen and the underlying mechanism of action were investigated by performing chemical and network pharmacology analysis. Therefore, HPLC-QTOF-MS/MS analysis based on chemical compound libraries was applied in identifying the chemical profiles of apple pollen and network pharmacology was adopted for predicting the potential targets of the active components of apple pollen. Initially, the chemical map of apple pollen was identified and characterized. Secondly, the potential targets of active compounds of apple pollen were predicted with the Swiss Target Prediction and PharmMapper databases, whereas targets of T2DM were collected from the GeneCards and OMIM database. Thereafter, the target of active compounds and T2DM targets established common targets using Venn. Afterwards, the common targets were imported into the STRING database in order to construct the protein-protein interaction (PPI) network and select the core targets of apple pollen treatment of T2DM. In addition, GO and KEGG signaling pathway enrichment analyses were conducted on the selected core targets using the DAVID database. As a result, totally 28 compounds were identified. Meanwhile, network pharmacological analysis showed that 3-hydroxy-3-methyl glutaric acid, 5-hydroxyindoleacetic acid, DL-3-Phenyllactic acid, isorhamnetin-3-glucoside-4'-glucoside, isorhamnetin-3-O-glucoside, syringetin-3-O-galactoside, rhamnetin, m-coumaric acid, quercitrin, isorhamnetin-3-galactoside-6″-rhamnoside, and kaempferol-3-O-alpha-L-arabinoside might be the active compounds of apple pollen. Moreover, AKT1, PPARG, SRC, EGFR, CASP3, ESR1, and the other potential core targets might be involved in the treatment of T2DM by modulating the following pathways, containing insulin resistance, hepatitis C, pancreatic cancer, insulin signaling pathway, TNF signaling pathway, and PI3K-AKT signaling pathway. Quercitrin, kaempferol, and isorhamnetin-3-O-glucoside bound most stably to AKT1. Isorhamnetin-3-O-glucoside and quercitrin bound most stably to SRC. In addition, arachidonic acid bound most stably to PPARG.

[Quantitative analysis of fermented aerial part of Bupleurum chinense and prediction of their antimicrobial activity]

Zhongguo Zhong Yao Za Zhi 2020 Sep;45(17):4238-4245.PMID:33164409DOI:10.19540/j.cnki.cjcmm.20200622.305.

The aim of this study was to predict the anti-microbial components in the aerial part of Bupleurum chinense fermented by Lactobacillus plantarum through analyzing the correlation between contents of bioactive components and their inhibitory action for pathogenic bacteria. In this study, the UPLC-MS-MS detection method was established for eight flavonoids(kaempferol-3-O-β-D-rutinoside, isoquercitrin, quercetin, isorhamnetin, rutin, iridin, quercetin-3-O-β-L-arabinoside, kaempferol) and DL-3-Phenyllactic acid, and the dynamic change of their contents at fermentation course were monitored. Meanwhile, the experiment employed five common no-naquatic pathogenic bacteria(Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, and Bacillus subtilis), and four common aquatic pathogenic bacteria(Aeruginosa hydrophila, Delayed Edwards, Vibrio alginolyticus, and Vibrio harveyi) to validate in vitro anti-microbial activity of the fermented aerial part of B. chinense at different fermentation time points. Finally, the Pearson correlation analysis was applied to predict the anti-microbial components of the fermented aerial part of B. chinense.The established UPLC-MS-MS method showed a good linearity and the widest linear range was from 0.19 μg·mL~(-1) to 50 μg·mL~(-1). The limit of quantitation and the limit of detection were 0.19-1.56 μg·mL~(-1) and 0.1-0.78 μg·mL~(-1) respectively. During the fermentation within 48 h, the contents of three flavonoids(rutin, quercetin-3-O-β-L-arabinoside, isoquercitrin) and DL-3-Phenyllactic acid from the fermented aerial part of B. chinense increased sharply. In the process of fermentation, the anti-microbial effect of the fermented aerial part of B. chinense on aquatic pathogens was significantly stronger than that on non-aquatic pathogens. Furthermore, Pearson correlation analysis predicted that isoquercitrin, rutin, quercetin-3-O-β-L-arabinoside and DL-3-Phenyllactic acid showed significant correlation with the four aquatic pathogens. This study revealed that the fermented aerial part of B. chinense had a high sensitivity to aquatic pathogens, which may be caused by the increased contents of isoquercitrin, rutin, quercetin-3-O-β-L-arabinoside and DL-3-Phenyllactic acid. In conclusion, this study provides a theoretical basis and new idea for the further development of the large amount of wasteful aerial part of Bupleurum chinense.