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16089-48-8

16089-48-8 | 2-Propenoic acid, 3-phenyl-, potassium salt (1:1)

CAS No: 16089-48-8 Catalog No: AG001VGD MDL No:MFCD00064993

Product Description

Catalog Number:
AG001VGD
Chemical Name:
2-Propenoic acid, 3-phenyl-, potassium salt (1:1)
CAS Number:
16089-48-8
Molecular Formula:
C9H7KO2
Molecular Weight:
186.2490
MDL Number:
MFCD00064993
IUPAC Name:
potassium;(E)-3-phenylprop-2-enoate
InChI:
InChI=1S/C9H8O2.K/c10-9(11)7-6-8-4-2-1-3-5-8;/h1-7H,(H,10,11);/q;+1/p-1/b7-6+;
InChI Key:
IWHVCHNCTHGORM-UHDJGPCESA-M
SMILES:
[O-]C(=O)C=Cc1ccccc1.[K+]
EC Number:
240-244-7

Properties

Complexity:
160  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
186.008g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
186.251g/mol
Monoisotopic Mass:
186.008g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
40.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

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The Kulinkovich reaction in the synthesis of constrained n,n-dialkyl neurotransmitter analogues. Organic letters 20070510
Prenyloxyphenylpropanoids as novel lead compounds for the selective inhibition of geranylgeranyl transferase I. Bioorganic & medicinal chemistry letters 20070501
[Chemical constituents from aerial parts of Plumbago zeylanica Linn]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070501
Studies on interactions between plant secondary metabolites and glutathione transferase using fluorescence quenching method. Indian journal of biochemistry & biophysics 20070401
Optimization of the solvent-tolerant Pseudomonas putida S12 as host for the production of p-coumarate from glucose. Applied microbiology and biotechnology 20070301
Inhibition of gastric H+, K+-ATPase and Helicobacter pylori growth by phenolic antioxidants of Zingiber officinale. Molecular nutrition & food research 20070301
Efflux pump gene expression in Erwinia chrysanthemi is induced by exposure to phenolic acids. Molecular plant-microbe interactions : MPMI 20070301
Non-natural cinnamic acid derivatives as substrates of cinnamate 4-hydroxylase. Phytochemistry 20070201
Development and in vitro evaluation of topically applied cinnamic acid formulations. Die Pharmazie 20070201
Water extract of propolis and its main constituents, caffeoylquinic acid derivatives, exert neuroprotective effects via antioxidant actions. Life sciences 20070102
Tetrabromocinnamic acid (TBCA) and related compounds represent a new class of specific protein kinase CK2 inhibitors. Chembiochem : a European journal of chemical biology 20070102
How polyamine synthesis inhibitors and cinnamic acid affect tropane alkaloid production. Applied biochemistry and biotechnology 20070101
Physiological basis of different allelopathic reactions of cucumber and figleaf gourd plants to cinnamic acid. Journal of experimental botany 20070101
A toxicologic and dermatologic assessment of related esters and alcohols of cinnamic acid and cinnamyl alcohol when used as fragrance ingredients. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070101
The involvement of phenylalanine ammonia-lyase and salicylic acid in the induction of resistance of tomato plants infested with gall nematode Meloidogyne incognita. Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20070101
Germination, duplication cycle and septum formation are altered by caffeine, caffeic acid and cinnamic acid in Aspergillus nidulans. Mikrobiologiia 20070101
[Selective separation of cinnamic and p-methoxycinnamic acids. The study on reactive extraction from mixture]. Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20070101
Free and chemically bonded phenolic acids in barks of Viburnum opulus L. and Sambucus nigra L. Acta poloniae pharmaceutica 20070101
Isotopic criteria in the characterization of aromatic molecules. 1. Hydrogen affiliation in natural benzenoid/phenylpropanoid molecules. Journal of agricultural and food chemistry 20061227
Design, synthesis and preliminary evaluation of new cinnamoyl pyrrolidine derivatives as potent gelatinase inhibitors. Bioorganic & medicinal chemistry 20061215
[Mitigating the repress of cinnamic acid to cucumber growth by microbial strain]. Wei sheng wu xue bao = Acta microbiologica Sinica 20061201
Exploitation of sugar ring flipping for a hinge-type tether assisting a [2 + 2] cycloaddition. Organic & biomolecular chemistry 20061007
Control of Aspergillus growth and aflatoxin production using natural maize phytochemicals under different conditions of water activity. Pest management science 20060801
Use of experimental design methodology to prepare Maillard reaction products from glucose and cysteine inhibitors of polyphenol oxidase from eggplant (Solanum melongena). Journal of agricultural and food chemistry 20060712
Phenylpropanoid metabolite supports cell aggregate formation in strawberry cell suspension culture. Journal of bioscience and bioengineering 20060701
The prediction of isotopic patterns in phenylpropanoids from their precursors and the mechanism of the NIH-shift: basis of the isotopic characteristics of natural aromatic compounds. Phytochemistry 20060601
Chemical composition of propolis from Canada, its antiradical activity and plant origin. Natural product research 20060520
Synthesis of cinnamoyl and hydroxycinnamoyl amino acid conjugates and evaluation of their antioxidant activity. Journal of peptide science : an official publication of the European Peptide Society 20060501
Controlling food-contaminating fungi by targeting their antioxidative stress-response system with natural phenolic compounds. Applied microbiology and biotechnology 20060501
Solvent-free lipase-catalyzed preparation of long-chain alkyl phenylpropanoates and phenylpropyl alkanoates. Journal of agricultural and food chemistry 20060419
Enzymatic synthesis of cinnamic acid derivatives. Biotechnology letters 20060401
Cinnamic acids as new inhibitors of 17beta-hydroxysteroid dehydrogenase type 5 (AKR1C3). Molecular and cellular endocrinology 20060327
Evidence for involvement of the phenylpropanoid pathway in the biosynthesis of the norlignan agatharesinol. Journal of plant physiology 20060301
Effects of the aqueous extract of Bryothamnion triquetrum on chemical hypoxia and aglycemia-induced damage in GT1-7 mouse hypothalamic immortalized cells. Phytomedicine : international journal of phytotherapy and phytopharmacology 20060301
Isolation and characterization of Halomonas sp. strain IMPC, a p-coumaric acid-metabolizing bacterium that decarboxylates other cinnamic acids under hypersaline conditions. FEMS microbiology letters 20060201
Hydrophobically directed organic synthesis. Angewandte Chemie (International ed. in English) 20060116
Adsorption of bile acid by chitosan salts prepared with cinnamic acid and analogue compounds. Journal of biomaterials science. Polymer edition 20060101
Ethnopharmacological evaluation of radal (leaves of Lomatia hirsuta) and isolation of 2-methoxyjuglone. BMC complementary and alternative medicine 20060101
Croton lobatus, an African medicinal plant: spectroscopic and chemical elucidation of its many constituents. BioFactors (Oxford, England) 20060101
Ferulic acid and its position among the phenolic compounds of wheat. Critical reviews in food science and nutrition 20060101
Differential methods of inoculation of plant growth-promoting rhizobacteria induce synthesis of phenylalanine ammonia-lyase and phenolic compounds differentially in chickpea. Folia microbiologica 20060101
E-cinnamic acid derivatives and phenolics from Chilean strawberry fruits, Fragaria chiloensis ssp. chiloensis. Journal of agricultural and food chemistry 20051102
The solvent-tolerant Pseudomonas putida S12 as host for the production of cinnamic acid from glucose. Applied microbiology and biotechnology 20051101
Red clover Trifolium pratense L. phytoestrogens: UV-B radiation increases isoflavone yield, and postharvest drying methods change the glucoside conjugate profiles. Journal of agricultural and food chemistry 20051019
Chemical composition of propolis from Canada, its antiradical activity and plant origin. Natural product research 20051001
Lipase-catalyzed biosynthesis of cinnamoylated lipids in a selected organic solvent medium. Journal of biotechnology 20050929
Determination of hydrogen peroxide scavenging activity of cinnamic and benzoic acids employing a highly sensitive peroxyoxalate chemiluminescence-based assay: structure-activity relationships. Journal of pharmaceutical and biomedical analysis 20050901
Anti-inflammatory activities of alpha-truxillic acid derivatives and their monomer components. Biological & pharmaceutical bulletin 20050901
Catabolic versatility of aromatic compound-degrading halophilic bacteria. FEMS microbiology ecology 20050901
Synthesis and cytogenetic studies of structure--biological activity relationship of esters of Hecogenin and aza-homo-Hecogenin with N,N-bis(2-chloroethyl)aminocinnamic acid isomers. Steroids 20050801
Photomediated crosslinking of C6-cinnamate derivatized type I collagen. Biomaterials 20050601
A toxicologic and dermatologic assessment of cinnamyl alcohol, cinnamaldehyde and cinnamic acid when used as fragrance ingredients. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050601
Two related cinnamic Acid derivatives from Brazilian honey bee propolis, baccharin and drupanin, induce growth inhibition in allografted sarcoma S-180 in mice. Biological & pharmaceutical bulletin 20050601
Insulin allosteric behavior: detection, identification, and quantification of allosteric states via 19F NMR. Biochemistry 20050531
Synthesis of PPAR agonist via asymmetric hydrogenation of a cinnamic acid derivative and stereospecific displacement of (S)-2-chloropropionic acid. Organic letters 20050512
Gas-solid reactions of single crystals: A study of the reaction of bromine with single crystals of trans-cinnamic acid and a range of its derivatives by infrared and Raman microspectroscopy. Physical chemistry chemical physics : PCCP 20050507
Fluctuations of different endogenous phenolic compounds and cinnamic acid in the first days of the rooting process of cherry rootstock 'GiSelA 5' leafy cuttings. Journal of plant physiology 20050501
[Interactive effects between allelochemical substitutes]. Ying yong sheng tai xue bao = The journal of applied ecology 20050501
[High performance liquid chromatographic determination of cinnamic acid in rabbit plasma and application in study of pharmacokinetics]. Se pu = Chinese journal of chromatography 20050501
Authentication and quantitative analysis on the chemical profile of cassia bark (cortex cinnamomi) by high-pressure liquid chromatography. Journal of agricultural and food chemistry 20050406
[Isolation and structure identification of chemical constituents from Viscum liquidambaricolum]. Yao xue xue bao = Acta pharmaceutica Sinica 20050401
Synthesis of some phenylpropanoid monoglycerides via the Mitsunobu protocol. Molecules (Basel, Switzerland) 20050331
Plant growth inhibition by cis-cinnamoyl glucosides and cis-cinnamic acid. Journal of chemical ecology 20050301
A novel approach in cinnamic acid synthesis: direct synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids in the presence of boron tribromide. Molecules (Basel, Switzerland) 20050227
Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles. Journal of the American Chemical Society 20050119
2-Alkoxydihydrocinnamates as PPAR agonists. Activity modulation by the incorporation of phenoxy substituents. Bioorganic & medicinal chemistry letters 20050103
Amino-substituted heterocycles as isosteres of trans-cinnamides: design and synthesis of heterocyclic biaryl sulfides as potent antagonists of LFA-1/ICAM-1 binding. Bioorganic & medicinal chemistry letters 20050103
Surface modification of silicone intraocular implants to inhibit cell proliferation. Biomacromolecules 20050101
Chemical and biochemical transformations of 5-ethoxycarbonyl-5-phenyl-2-isoxazolines. Farmaco (Societa chimica italiana : 1989) 20050101
Study of cis-cinnamic acid in Arabidopsis thaliana. Plant physiology and biochemistry : PPB 20050101
Identification of phenolics for control of Aspergillus flavus using Saccharomyces cerevisiae in a model target-gene bioassay. Journal of agricultural and food chemistry 20041229
Identification and determination of effective components in Euphrasia regelii by capillary zone electrophoresis. Biomedical chromatography : BMC 20041201
[Weed-suppressive effect of phenolic acids]. Ying yong sheng tai xue bao = The journal of applied ecology 20041201
Functional diversity of cytochrome P450s of the white-rot fungus Phanerochaete chrysosporium. Biochemical and biophysical research communications 20041105
Preparative isolation and purification of hydroxyanthraquinones and cinnamic acid from the chinese medicinal herb Rheum officinale Baill. by high-speed counter-current chromatography. Journal of chromatography. A 20041015
Esters, amides and substituted derivatives of cinnamic acid: synthesis, antimicrobial activity and QSAR investigations. European journal of medicinal chemistry 20041001
Chenoalbicin, a novel cinnamic acid amide alkaloid from Chenopodium album. Chemistry & biodiversity 20041001
Halomonas organivorans sp. nov., a moderate halophile able to degrade aromatic compounds. International journal of systematic and evolutionary microbiology 20040901
Estimation of scavenging activity of phenolic compounds using the ABTS(*+) assay. Journal of agricultural and food chemistry 20040728
Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation. The Journal of biological chemistry 20040702
Structure-activity relationships of trans-cinnamic acid derivatives on alpha-glucosidase inhibition. Bioorganic & medicinal chemistry letters 20040607
A new polymorph of ortho-ethoxy-trans-cinnamic acid: single-to-single-crystal phase transformation and mechanism. Acta crystallographica. Section B, Structural science 20040601
Photodimerization of the alpha'-polymorph of ortho-ethoxy-trans-cinnamic acid in the solid state. I. Monitoring the reaction at 293 K. Acta crystallographica. Section B, Structural science 20040601
Determination of hesperetin, cinnamic acid and nicotinic acid in propolis with micellar electrokinetic capillary chromatography. Fitoterapia 20040601
Chemical and biological characterization of cinnamic acid derivatives from cell cultures of lavender (Lavandula officinalis) induced by stress and jasmonic acid. Journal of agricultural and food chemistry 20040519
Co-incorporation of heterologously expressed Arabidopsis cytochrome P450 and P450 reductase into soluble nanoscale lipid bilayers. Archives of biochemistry and biophysics 20040415
Electron-transfer reaction of cinnamic acids and their methyl esters with the DPPH(*) radical in alcoholic solutions. The Journal of organic chemistry 20040402
Superacid-catalyzed reactions of cinnamic acids and the role of superelectrophiles. The Journal of organic chemistry 20040402
Cinnamic acid based thiazolidinediones inhibit human P450c17 and 3beta-hydroxysteroid dehydrogenase and improve insulin sensitivity independent of PPARgamma agonist activity. Journal of molecular endocrinology 20040401
Determination of mangiferin, jateorrhizine, palmatine, berberine, cinnamic acid, and cinnamaldehyde in the traditional Chinese medicinal preparation Zi-Shen pill by high-performance liquid chromatography. Journal of chromatographic science 20040401
Glutathione and cinnamic acid: natural dietary components used in preventing the process of browning by inhibition of Polyphenol Oxidase in apple juice. Journal of enzyme inhibition and medicinal chemistry 20040401
The FEMA GRAS assessment of cinnamyl derivatives used as flavor ingredients. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040201
Sensitivity of second harmonic generation from styryl dyes to transmembrane potential. Biophysical journal 20040201
Role of phenolics and boron in reproductive success in seasonally transient sterile Tecoma stans L. Indian journal of experimental biology 20040201
Toward non-toxic antifouling: synthesis of hydroxy-, cinnamic acid-, sulfate-, and zosteric acid-labeled poly[3-hydroxyalkanoates]. Biomacromolecules 20040101
Preparation and evaluation of pH-dependent gradient-release pellets for TCM. Drug development and industrial pharmacy 20040101
Antioxidant activity of phenolic and related compounds: a density functional theory study on the O-H bond dissociation enthalpy. Redox report : communications in free radical research 20040101
Cinnamic acid amides from Chenopodium album: effects on seeds germination and plant growth. Phytochemistry 20031201
[Effect of guizhi tang and its active components on the fever induced by EP3 agonist]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20031101
Phenolic constituents of shea (Vitellaria paradoxa) kernels. Journal of agricultural and food chemistry 20031008
Substituent effects in the BF3-mediated acylation of phenols with cinnamic acids. Natural product research 20031001
Synergism of polygodial and trans-cinnamic acid on inhibition of root elongation in lettuce seedling growth bioassays. Journal of chemical ecology 20031001
Synthesis and structure-activity relationship studies of cinnamic acid-based novel thiazolidinedione antihyperglycemic agents. Bioorganic & medicinal chemistry 20030901
Comparative study of eight well-known polyphenolic antioxidants. The Journal of pharmacy and pharmacology 20030901
Mutasynthesis of enterocin and wailupemycin analogues. Journal of the American Chemical Society 20030806
Biosynthetic origin of hygromycin A. Antimicrobial agents and chemotherapy 20030701
Stimulatory effect of cinnamic acid analogues on alpha1A-adrenoceptors in-vitro. The Journal of pharmacy and pharmacology 20030601
Cinnamic acid 4-hydroxylase from cell cultures of the hornwort Anthoceros agrestis. Planta 20030501
Antidepressant-like effects of apigenin and 2,4,5-trimethoxycinnamic acid from Perilla frutescens in the forced swimming test. Biological & pharmaceutical bulletin 20030401
Pigmentation in the developing seed coat and seedling leaves of Brassica carinata is controlled at the dihydroflavonol reductase locus. Phytochemistry 20030301
The photodimerisation of the alpha- and beta-forms of trans-cinnamic acid: a study of single crystals by vibrational microspectroscopy. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20030201
Calmodulin inhibitors from Leucophyllum ambiguum. Journal of natural products 20030201
Protection of coumarins against linoleic acid hydroperoxide-induced cytotoxicity. Chemico-biological interactions 20030106
Activity of natural antimicrobial compounds against Escherichia coli and Salmonella enterica serovar Typhimurium. Letters in applied microbiology 20030101
Aloin, cinnamic acid and sophorcarpidine are potent inhibitors of tyrosinase. Chinese medical journal 20021201
Zymographic detection of cinnamic acid decarboxylase activity. Journal of microbiological methods 20021101
Chemical inactivation of the cinnamate 4-hydroxylase allows for the accumulation of salicylic acid in elicited cells. Plant physiology 20021001
O-4-Linked coniferyl and sinapyl aldehydes in lignifying cell walls are the main targets of the Wiesner (phloroglucinol-HCl) reaction. Protoplasma 20021001
Inactivation, complementation, and heterologous expression of encP, a novel bacterial phenylalanine ammonia-lyase gene. The Journal of biological chemistry 20020906
Cinnamic acid derived oxazolinium ions as novel cytotoxic agents. European journal of medicinal chemistry 20020701
LC/MS/MS characterization of phenolic constituents in dried plums. Journal of agricultural and food chemistry 20020605
Rewriting the lignin roadmap. Current opinion in plant biology 20020601
Total synthesis of (S)-(+)-imperanene. Effective use of regio- and enantioselective intramolecular carbon-hydrogen insertion reactions catalyzed by chiral dirhodium(II) carboxamidates. The Journal of organic chemistry 20020503
[Studies on the separation and determination of natural phenolic acids by reversed-phase high performance liquid chromatography]. Se pu = Chinese journal of chromatography 20020501
An HPLC method for the determination and pharmacokinetic study of cinnamic acid in the plasma of rats having taken the traditional Chinese medicinal preparation Ling-Gui-Zhu-Gan decoction. Journal of chromatographic science 20020401
Benzoic acid biosynthesis in cell cultures of Hypericum androsaemum. Planta 20020301
Novel compounds from Piper methysticum Forst (Kava Kava) roots and their effect on cyclooxygenase enzyme. Journal of agricultural and food chemistry 20020213
[Effect of precursors on the production of coumarins in a suspension culture of Angelica archangelica L]. Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti 20020101
Optimization of reaction conditions and stabilization of phenylalanine ammonia lyase-containing Rhodotorula glutinis cells during bioconversion of trans-cinnamic acid to L-phenylalanine. Acta microbiologica Polonica 20020101
Continuous production of L-phenylalanine by Rhodotorula glutinis immobilized cells using a column reactor. Acta microbiologica Polonica 20020101
Carvacrol and cinnamic acid inhibit microbial growth in fresh-cut melon and kiwifruit at 4 degrees and 8 degrees C. Letters in applied microbiology 20020101
Alterations in Taxol production in plant cell culture via manipulation of the phenylalanine ammonia lyase pathway. Biotechnology progress 20020101
Inhibitory activity of Cinnamomum cassia bark-derived component against rat lens aldose reductase. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20020101
Isolation of a cinnamic acid-metabolizing Clostridium glycolicum strain from oil mill wastewaters and emendation of the species description. International journal of systematic and evolutionary microbiology 20011101
Metabolism of cinnamic acids by some Clostridiales and emendation of the descriptions of Clostridium aerotolerans, Clostridium celerecrescens and Clostridium xylanolyticum. International journal of systematic and evolutionary microbiology 20011101
Selective growth inhibitor toward human intestinal bacteria derived from Pulsatilla cernua root. Journal of agricultural and food chemistry 20011001
Contact allergy to balsam of Peru. II. Patch test results in 102 patients with selected balsam of Peru constituents. American journal of contact dermatitis : official journal of the American Contact Dermatitis Society 20010601
Photocatalytic degradation of trans-cinnamic, dihydrocinnamic, trans-caffeic, and dihydrocaffeic acids and characterization of the products. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20010501
[Organic acid constituents from the stem of Securidaca inappendiculata Hassk]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010401
Simultaneous determination of quercetin, kaempferol and (E)-cinnamic acid in vegetative organs of Schisandra chinensis Baill. by HPLC. Journal of pharmaceutical and biomedical analysis 20010301
A comparative vibrational and NMR study of cis-cinnamic acid polymorphs and trans-cinnamic acid. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20010301
Identification and effects of interaction phytotoxic compounds from exudate of Cistus ladanifer leaves. Journal of chemical ecology 20010301
Cinnamic acid is a precursor of benzoic acids in cell cultures of Hypericum androsaemum L. but not in cell cultures of Centaurium erythraea RAFN. Planta 20010101
Polyesters in higher plants. Advances in biochemical engineering/biotechnology 20010101
Propolis from Chilean matorral hives. Zeitschrift fur Naturforschung. C, Journal of biosciences 20010101
Abatement of the major contaminants present in olive oil industry wastewaters by different oxidation methods: ozone and/or UV radiation versus solar light. Water science and technology : a journal of the International Association on Water Pollution Research 20010101
Chemical kinetics of the photocatalytic degradation of trans-cinnamic, dihydrocinnamic, trans-caffeic, and dihydrocaffeic acids. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20010101
Susceptibility to skin stinging, non-immunologic contact urticaria and acute skin irritation; is there a relationship? Contact dermatitis 19980201
Biosynthesis of pseudoisoeugenols in tissue cultures of Pimpinella anisum. Phenylalanine ammonia lyase and cinnamic acid 4-hydroxylase activities. Pharmacy world & science : PWS 19950728

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