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Hydrocinnamic acid (3-Phenyl-n-propionic acid) Sale

(Synonyms: 3-苯丙酸; 3-Phenylpropionic acid; 3-Phenylpropanoic acid; 3-Phenyl-n-propionic acid) 目录号 : GC33607

Hydrocinnamic acid (3-phenylpropionic acid, Benzylacetic acid) is a substrate of the enzyme oxidoreductases in the pathway phenylalanine metabolism (KEGG). It is an antifungal agent and a metabolite.

Hydrocinnamic acid (3-Phenyl-n-propionic acid) Chemical Structure

Cas No.:501-52-0

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10mM (in 1mL Water)
¥350.00
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500mg
¥280.00
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5g
¥350.00
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产品描述

Hydrocinnamic acid (3-phenylpropionic acid, Benzylacetic acid) is a substrate of the enzyme oxidoreductases in the pathway phenylalanine metabolism (KEGG). It is an antifungal agent and a metabolite.

Chemical Properties

Cas No. 501-52-0 SDF
别名 3-苯丙酸; 3-Phenylpropionic acid; 3-Phenylpropanoic acid; 3-Phenyl-n-propionic acid
Canonical SMILES O=C(O)CCC1=CC=CC=C1
分子式 C9H10O2 分子量 150.17
溶解度 Water: 5 mg/mL (33.30 mM), DMSO: 30.9 mg/mL 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 6.6591 mL 33.2956 mL 66.5912 mL
5 mM 1.3318 mL 6.6591 mL 13.3182 mL
10 mM 0.6659 mL 3.3296 mL 6.6591 mL
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Research Update

Production of Hydrocinnamic acid by clostridia

Appl Microbiol 1970 Feb;19(2):375-8.PMID:5437307DOI:10.1128/am.19.2.375-378.1970.

Hydrocinnamic acid was found in acid extracts of spent growth medium from cultures of Clostridium sporogenes. The acid was identified by mass spectrometry and its identity was confirmed by gas chromatography. The acid was produced in relatively large amounts (2 to 3 mumoles/ml of medium) by C. sporogenes, toxigenic types A, B, D, and F of C. botulinum, and some strains of C. bifermentans. Other strains of C. bifermentans and strains of C. sordellii and C. caproicum produced only small amounts (0.1 to 0.4 mumoles/ml) of the acid. The acid was not detected in spent medium from toxigenic types C and E of C. botulinum or from 25 other strains representing eight Clostridium species. Resting cell suspensions exposed to l-phenylalanine produced hydrocinnamic and cinnamic acid; the latter compound probably functions as an intermediate in the metabolism of l-phenylalanine.

Identification of Structural Features of Hydrocinnamic acid Related to Its Allelopathic Activity against the Parasitic Weed Cuscuta campestris

Plants (Basel) 2022 Oct 26;11(21):2846.PMID:36365299DOI:10.3390/plants11212846.

Cuscuta campestris is a parasitic weed species that inflicts worldwide noxious effects in many broadleaf crops due to its capacity to withdraw nutrients and water directly from the crop vascular system using haustorial connections. Cuscuta campestris control in the majority of crops affected is non-existent, and thus, research for the development of control methods is needed. Hydrocinnamic acid occurs naturally in the rhizosphere, playing regulatory roles in plant-plant and plant-microbe communities. The toxicity of Hydrocinnamic acid against C. campestris was recently identified. In the present work, a structure-activity relationship study of 21 Hydrocinnamic acid analogues was performed to identify key structural features needed for its allelopathic action against the seedling growth of this parasitic plant. The findings of this study provide the first step for the design of herbicides with enhanced activity for the control of C. campestris infection.

Hydrocinnamic acid and Perillyl Alcohol Potentiate the Action of Antibiotics against Escherichia coli

Antibiotics (Basel) 2023 Feb 9;12(2):360.PMID:36830271DOI:10.3390/antibiotics12020360.

The treatment of bacterial infections has been troubled by the increased resistance to antibiotics, instigating the search for new antimicrobial therapies. Phytochemicals have demonstrated broad-spectrum and effective antibacterial effects as well as antibiotic resistance-modifying activity. In this study, perillyl alcohol and Hydrocinnamic acid were characterized for their antimicrobial action against Escherichia coli. Furthermore, dual and triple combinations of these molecules with the antibiotics chloramphenicol and amoxicillin were investigated for the first time. Perillyl alcohol had a minimum inhibitory concentration (MIC) of 256 µg/mL and a minimum bactericidal concentration (MBC) of 512 µg/mL. Hydrocinnamic acid had a MIC of 2048 µg/mL and an MBC > 2048 µg/mL. Checkerboard and time-kill assays demonstrated synergism or additive effects for the dual combinations chloramphenicol/perillyl alcohol, chloramphenicol/Hydrocinnamic acid, and amoxicillin/Hydrocinnamic acid at low concentrations of both molecules. Combenefit analysis showed synergism for various concentrations of amoxicillin with each phytochemical. Combinations of chloramphenicol with perillyl alcohol and Hydrocinnamic acid revealed synergism mainly at low concentrations of antibiotics (up to 2 μg/mL of chloramphenicol with perillyl alcohol; 0.5 μg/mL of chloramphenicol with Hydrocinnamic acid). The results highlight the potential of combinatorial therapies for microbial growth control, where phytochemicals can play an important role as potentiators or resistance-modifying agents.

Untargeted metabolomic study of acute exacerbation of pediatric asthma via HPLC-Q-Orbitrap-MS

J Pharm Biomed Anal 2022 Jun 5;215:114737.PMID:35429725DOI:10.1016/j.jpba.2022.114737.

Acute exacerbation of pediatric asthma (AEPA) has always been one of the most common reasons for children to visit the emergency department, whereas unified diagnostic criteria in the clinic are lacking. The purpose of this study was to determine potential biomarkers, and provide a basis for predictive and diagnostics AEPA. Urine samples were collected from 40 pediatric patients, including 19 patients with AEPA (PA) and 21 healthy controls (HCs). The samples were analyzed by high-performance liquid chromatography-quadrupole orbitrap mass spectrometry (HPLC-Q-Orbitrap-MS), and the data were statistically analyzed by principal component analysis (PCA), partial least squares discriminant analysis (PLS-DA) and orthogonal partial least squares discriminant analysis (OPLS-DA). Differential metabolites were selected by VIP (variable importance for the projection) > 1, and a p value ≤ 0.05 was used as the standard. The corresponding metabolic pathways of differential metabolites were subjected to analysis by the KEGG database, and further analysis and characterization of differential metabolites were conducted through the HMDB database. A total of 26 potential biomarkers were selected, of which 17 were found to be associated with respiratory diseases. Nine metabolites with obvious fluctuations in patients with AEPA, such as 13-L-hydroperoxylinoleic acid, gentisate aldehyde, L-3-phenyllactic acid, Hydrocinnamic acid, and gentisic acid, could be used as potential biomarkers to further explore the prediction and diagnosis of AEPA for the first time. The contents of 3 potential biomarkers showed a positive correlation. Abnormalities in seven metabolic pathways, such as phenylalanine metabolism, tyrosine metabolism and beta-alanine metabolism, are also related to AEPA. This study further confirmed the reliability of this method to detect differences in urine metabolites of patients with AEPA. By monitoring the content of these 26 potential biomarkers and their related metabolic pathways, it provides a basis for further effective prediction and diagnosis of AEPA to avoid further development of this disease.

Streptococcus mutans and Candida albicans Biofilm Inhibitors Produced by Lactiplantibacillus plantarum CCFM8724

Curr Microbiol 2022 Mar 24;79(5):143.PMID:35325333DOI:10.1007/s00284-022-02833-5.

Lactiplantibacillus plantarum CCFM8724 inhibits the growth of Streptococcus mutans and Candida albicans in mixed-species biofilm formation. In this study, bioactive compound including cyclo (leu-pro), cyclo (phe-pro), and some organic acids, such as 3-phenyllactic acid, Hydrocinnamic acid, and palmitic acid, were identified through GC-MS analysis. At 50 μg·mL-1, cyclo (leu-pro) reduced biofilm mass (OD600) from 3.00 to 2.00, and Hydrocinnamic acid at 25 μg·mL-1 reduced biofilm mass (OD600) from 3.00 to 1.00. The expression of ALS3 and HWP1 was downregulated by cyclo (leu-pro). Furthermore, a mixture of cyclo (leu-pro), cyclo (phe-pro), 3-phenyllactic acid, Hydrocinnamic acid, and palmitic acid, had anti-biofilm activity. Overall, the results provide promising baseline information for the potential use of this probiotic and its components in preventing biofilm formation.