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MedKoo Cat#: 558630 | Name: Phenylacetic acid
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Phenylacetic acid is associated with the inhibition of p21(ras) isoprenylation. It confects the substitute for civetta with indole quinoline type and used in acacia, sweet-scented osmanthus, rose, hosta and other floral essences.

Chemical Structure

Phenylacetic acid
Phenylacetic acid
CAS#103-82-2

Theoretical Analysis

MedKoo Cat#: 558630

Name: Phenylacetic acid

CAS#: 103-82-2

Chemical Formula: C8H8O2

Exact Mass: 136.0524

Molecular Weight: 136.15

Elemental Analysis: C, 70.58; H, 5.92; O, 23.50

Price and Availability

Size Price Availability Quantity
50g USD 350.00 2 Weeks
100g USD 550.00 2 Weeks
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Related CAS #
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Synonym
Phenylacetic acid; Benzeneacetic acid; Benzylcarboxylic acid;
IUPAC/Chemical Name
Acetic acid, phenyl-
InChi Key
WLJVXDMOQOGPHL-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
SMILES Code
O=C(O)CC1=CC=CC=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Phenylacetic acid is associated with the inhibition of p21(ras) isoprenylation.
In vitro activity:
The potential antibacterial mechanism of PAA (phenylacetic acid) against A. tumefaciens T-37 strain was determined by relative conductivity, leakage of nucleic acids, proteins, and soluble total sugars, sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE), and reactive oxygen species (ROS). PAA showed good antibacterial activity against strain A. tumefaciens T-37 with IC50 of 0.8038 mg/mL. These data suggested that after treatment with PAA, the relative conductivity, nucleic acid, protein, and total soluble sugar of T-37 were increased significantly compared with the chloramphenicol treatment group and the negative treatment group. The results showed that PAA can destroy cell membrane integrity, damage cell structures, affect cell metabolism, and inhibit protein synthesis to exert an antibacterial effect. Reference: PeerJ. 2022 Nov 8;10:e14304. https://pubmed.ncbi.nlm.nih.gov/36389424/
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
DMF 1.0 7.34
PBS (pH 7.2) 10.0 73.45
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 136.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Pan H, Xiao Y, Xie A, Li Z, Ding H, Yuan X, Sun R, Peng Q. The antibacterial mechanism of phenylacetic acid isolated from Bacillus megaterium L2 against Agrobacterium tumefaciens. PeerJ. 2022 Nov 8;10:e14304. doi: 10.7717/peerj.14304. PMID: 36389424; PMCID: PMC9651047. 2. Cohen G, Raupachova J, Hörl WH. The uraemic toxin phenylacetic acid contributes to inflammation by priming polymorphonuclear leucocytes. Nephrol Dial Transplant. 2013 Feb;28(2):421-9. doi: 10.1093/ndt/gfs454. Epub 2012 Dec 9. PMID: 23229930.
In vitro protocol:
1. Pan H, Xiao Y, Xie A, Li Z, Ding H, Yuan X, Sun R, Peng Q. The antibacterial mechanism of phenylacetic acid isolated from Bacillus megaterium L2 against Agrobacterium tumefaciens. PeerJ. 2022 Nov 8;10:e14304. doi: 10.7717/peerj.14304. PMID: 36389424; PMCID: PMC9651047. 2. Cohen G, Raupachova J, Hörl WH. The uraemic toxin phenylacetic acid contributes to inflammation by priming polymorphonuclear leucocytes. Nephrol Dial Transplant. 2013 Feb;28(2):421-9. doi: 10.1093/ndt/gfs454. Epub 2012 Dec 9. PMID: 23229930.
In vivo protocol:
TBD
1: Wang X, Tang H, Wang C, Zhang J, Wu W, Jiang X. Phenylboronic Acid-Mediated Tumor Targeting of Chitosan Nanoparticles. Theranostics. 2016 Jun 15;6(9):1378-92. doi: 10.7150/thno.15156. eCollection 2016. PubMed PMID: 27375786; PubMed Central PMCID: PMC4924506. 2: Khanal M, Vausselin T, Barras A, Bande O, Turcheniuk K, Benazza M, Zaitsev V, Teodorescu CM, Boukherroub R, Siriwardena A, Dubuisson J, Szunerits S. Phenylboronic-acid-modified nanoparticles: potential antiviral therapeutics. ACS Appl Mater Interfaces. 2013 Dec 11;5(23):12488-98. doi: 10.1021/am403770q. Epub 2013 Nov 19. PubMed PMID: 24180242. 3: Zhang J, Ni YL, Zheng XL. Preparation of poly(vinylphenylboronic acid) chain grafted poly(glycidylmethacrylate-co-ethylenedimethacrylate) beads for the selective enrichment of glycoprotein. J Sep Sci. 2015 Jan;38(1):81-6. doi: 10.1002/jssc.201400907. Epub 2014 Dec 4. PubMed PMID: 25363498. 4: Zhang X, Zhang Z, Su X, Cai M, Zhuo R, Zhong Z. Phenylboronic acid-functionalized polymeric micelles with a HepG2 cell targetability. Biomaterials. 2013 Dec;34(38):10296-304. doi: 10.1016/j.biomaterials.2013.09.042. Epub 2013 Sep 24. PubMed PMID: 24075483. 5: Nonaka H, An Q, Sugihara F, Doura T, Tsuchiya A, Yoshioka Y, Sando S. Phenylboronic acid-based (19)F MRI probe for the detection and imaging of hydrogen peroxide utilizing its large chemical-shift change. Anal Sci. 2015;31(4):331-5. doi: 10.2116/analsci.31.331. PubMed PMID: 25864678. 6: Martinez S, Wu R, Sanishvili R, Liu D, Holz R. The active site sulfenic acid ligand in nitrile hydratases can function as a nucleophile. J Am Chem Soc. 2014 Jan 29;136(4):1186-9. doi: 10.1021/ja410462j. Epub 2014 Jan 13. PubMed PMID: 24383915; PubMed Central PMCID: PMC3968781. 7: Patil SS, Muddapur GV, Patil NR, Melavanki RM, Kusanur RA. Fluorescence characteristics of aryl boronic acid derivate (PBA). Spectrochim Acta A Mol Biomol Spectrosc. 2015 Mar 5;138:85-91. doi: 10.1016/j.saa.2014.11.028. Epub 2014 Nov 20. PubMed PMID: 25463054. 8: Nakatani H, Fujiwake H, Hiromi K. Interaction of Asp. melleus Semi-alkaline protease with benzeneboronic acid. J Biochem. 1977 May;81(5):1269-72. PubMed PMID: 19429. 9: Sin DW, Ho C, Wong YT. Phenylboronic Acid Solid Phase Extraction Cleanup and Isotope Dilution Liquid Chromatography-Tandem Mass Spectrometry for the Determination of Florfenicol Amine in Fish Muscles. J AOAC Int. 2015 May-Jun;98(3):566-74. doi: 10.5740/jaoacint.14-267. Epub 2015 May 28. PubMed PMID: 26025252. 10: Kur-Kowalska K, Przybyt M, Ziółczyk P, Sowiński P, Miller E. Fluorescence properties of 3-amino phenylboronic acid and its interaction with glucose and ZnS:Cu quantum dots. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Aug 14;129:320-5. doi: 10.1016/j.saa.2014.03.039. Epub 2014 Apr 2. PubMed PMID: 24747855. 11: Chaudhary PM, Murthy RV, Yadav R, Kikkeri R. A rationally designed peptidomimetic biosensor for sialic acid on cell surfaces. Chem Commun (Camb). 2015 May 11;51(38):8112-5. doi: 10.1039/c5cc01662b. Epub 2015 Apr 14. PubMed PMID: 25868668. 12: Chou DH, Webber MJ, Tang BC, Lin AB, Thapa LS, Deng D, Truong JV, Cortinas AB, Langer R, Anderson DG. Glucose-responsive insulin activity by covalent modification with aliphatic phenylboronic acid conjugates. Proc Natl Acad Sci U S A. 2015 Feb 24;112(8):2401-6. doi: 10.1073/pnas.1424684112. Epub 2015 Feb 9. PubMed PMID: 25675515; PubMed Central PMCID: PMC4345600. 13: Zhong M, Teng Y, Pang S, Yan L, Kan X. Pyrrole-phenylboronic acid: a novel monomer for dopamine recognition and detection based on imprinted electrochemical sensor. Biosens Bioelectron. 2015 Feb 15;64:212-8. doi: 10.1016/j.bios.2014.08.083. Epub 2014 Sep 4. PubMed PMID: 25218775. 14: Qian R, Ding L, Yan L, Ju H. Fluorescence imaging for in situ detection of cell surface sialic acid by competitive binding of 3-(dansylamino)phenylboronic acid. Anal Chim Acta. 2015 Sep 24;894:85-90. doi: 10.1016/j.aca.2015.08.054. Epub 2015 Sep 3. PubMed PMID: 26423631. 15: Sun N, Deng C, Ge G, Xia Q. Application of carboxyphenylboronic acid-functionalized magnetic nanoparticles for extracting nucleic acid from seeds. Biotechnol Lett. 2015 Jan;37(1):211-8. doi: 10.1007/s10529-014-1658-3. Epub 2014 Sep 12. PubMed PMID: 25214223. 16: Chen F, Zhang Z, Cai M, Zhang X, Zhong Z, Zhuo R. Phenylboronic-acid-modified amphiphilic polyether as a neutral gene vector. Macromol Biosci. 2012 Jul;12(7):962-9. doi: 10.1002/mabi.201100524. Epub 2012 Apr 19. PubMed PMID: 22517671. 17: Chai Z, Ma L, Wang Y, Ren X. Phenylboronic acid as a glucose-responsive trigger to tune the insulin release of glycopolymer nanoparticles. J Biomater Sci Polym Ed. 2016;27(7):599-610. doi: 10.1080/09205063.2016.1140503. Epub 2016 Mar 9. PubMed PMID: 26765145. 18: Cao JT, Zhang PH, Liu YM, Abdel-Halim ES, Zhu JJ. Versatile Microfluidic Platform for the Assessment of Sialic Acid Expression on Cancer Cells Using Quantum Dots with Phenylboronic Acid Tags. ACS Appl Mater Interfaces. 2015 Jul 15;7(27):14878-84. doi: 10.1021/acsami.5b03519. Epub 2015 Jun 30. PubMed PMID: 26086216. 19: Zhang D, Yu G, Long Z, Yang G, Wang B. Controllable layer-by-layer assembly of PVA and phenylboronic acid-derivatized chitosan. Carbohydr Polym. 2016 Apr 20;140:228-32. doi: 10.1016/j.carbpol.2015.12.032. Epub 2015 Dec 17. PubMed PMID: 26876848. 20: Matuszewska A, Uchman M, Adamczyk-Woźniak A, Sporzyński A, Pispas S, Kováčik L, Štěpánek M. Glucose-Responsive Hybrid Nanoassemblies in Aqueous Solutions: Ordered Phenylboronic Acid within Intermixed Poly(4-hydroxystyrene)-block-poly(ethylene oxide) Block Copolymer. Biomacromolecules. 2015 Dec 14;16(12):3731-9. doi: 10.1021/acs.biomac.5b01325. Epub 2015 Nov 9. PubMed PMID: 26509848.