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3,4-Dihydroxyphenylacetic acid

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-D2027

  • Specification : 98%

  • CAS number : 102-32-9

  • Formula : C8H8O4

  • Molecular Weight : 168.148

  • PUBCHEM ID : 547

  • Volume : 20mg

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Catalogue Number

BF-D2027

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

168.148

Appearance

Powder

Botanical Source

Structure Type

Phenolics

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC(=C(C=C1CC(=O)O)O)O

Synonyms

Benzeneacetic acid, 3,4-dihydroxy-/DOPAC/Benzeneacetic acid,3,4-dihydroxy/3,4-dihydroxy-1-benzeneacetic acid/3,4-dihydroxyphenylacetic acid/(3,4-dihydroxyphenyl)-Acetic acid/Homoprotocatechuic acid/4-Carboxymethylpyrocatechol/3,4-dihydroxyphenyl acetic acid/Pyrocatechol-4-acetic Acid/Benzeneacetic acid, 3,4-dihydroxy- (9CI)/Catechol-4-acetic Acid/(3,4-Dihydroxyphenyl)acetic acid/Dihydroxyphenylacetic acid/3,4-Dihydroxyphenylacetate/4-Carboxymethylcatechol/Dopacetic acid/Homoprotocatechuate

IUPAC Name

2-(3,4-dihydroxyphenyl)acetic acid

Density

1.5±0.1 g/cm3

Solubility

Flash Point

221.0±21.1 °C

Boiling Point

418.4±30.0 °C at 760 mmHg

Melting Point

127-130 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918290000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:102-32-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

5768081

Abstract

1. The development of a very sensitive and specific fluorimetric assay for 3,4-dihydroxyphenylacetic acid has made it possible to measure how inhibitors of the enzyme catechol-O-methyl transferase affect the relative concentrations of this acid and its O-methylated derivative 4-hydroxy-3-methoxyphenylacetic acid (homovanillic acid) in the brains of mice treated with L-3,4-dihydroxyphenylalanine or probenecid.2. It was found that tropolone and tropolone-4-acetamide reduce the concentration of homovanillic acid in the brains of the treated mice to an extent dependent on the dose.3. The concentration of 3,4-dihydroxyphenylacetic acid in the brain was increased by the administration of tropolone or tropolone-4-acetamide but the dose and response were not simply related to one another.4. The results suggest that, in vivo, the formation of 3,4-dihydroxyphenylacetic acid is not always a simple alternative to the formation of homovanillic acid when the enzyme catechol-O-methyl transferase is inhibited.

Title

The Effect of Tropolone on the Formation of 3,4-dihydroxyphenylacetic Acid and 4-hydroxy-3-methoxyphenylacetic Acid in the Brain of the Mouse

Author

G F Murphy, D Robinson, D F Sharman

Publish date

1969 May

PMID

164966

Abstract

1 A gas chromatographic method using electron capture detection is described for the estimation of three acidic metabolites of dopamine, 4-hydroxy-3-methoxyphenylacetic acid (homovanillic acid, HVA), 3,4-dihydroxyphenylacetic acid (DOPAC) and 3-hydroxy-4-methoxyphenylacetic acid (homo-isovanillic acid, iso-HVA). The method is based on the formation of the trifluoroacetyl-hexafluoroisopropyl derivatives of the three acids. 2 The method has been applied to the estimation of DOPAC, HVA and iso-HVA in tissues from the central and peripheral nervous systems.

Title

The Estimation of 3,4-dihydroxyphenylacetic Acid, Homovanillic Acid and Homo-Isovanillic Acid in Nervous Tissue by Gas-Liquid Chromatography and Electron Capture Detection

Author

J D Pearson, D F Sharman

Publish date

1975 Jan

PMID

31260293

Abstract

The mechanism of inhibition of advanced glycation end product (AGE) formation by protocatechuic acid and 3,4-dihydroxyphenylacetic acid (DHPA) has been studied using a widespread applied in vitro model system composed of bovine serum albumin (BSA) and supraphysiological glucose concentrations. Protocatechuic acid and DHPA inhibited the formation of Amadori compounds, fluorescent AGEs (IC50 = 62.1 ± 1.4 and 155.4 ± 1.1 μmol/L, respectively), and Nε-(carboxymethyl)lysine (IC50 = 535.3 ± 1.1 and 751.2 ± 1.0 μmol/L, respectively). BSA was pretreated with the two phenolic acids, and the formation of BSA-phenolic acid adducts was estimated by nanoflow liquid chromatography-electrospray ionization-quadrupole time-of-flight mass spectrometry. Results showed that the tested phenolic acids bound key sites of glycation in BSA through a metal-catalyzed oxidative mechanism. The antiglycative activity mechanism involved the formation of BSA-phenolic acid adducts, and it is unlikely that this occurs in vivo. These results raise the problem to design in vitro models closer to physiological conditions to reach biologically sound conclusions.

KEYWORDS

models; diabetes; mass spectrometry; polyphenols; protein−polyphenol interaction.

Title

Protocatechuic and 3,4-Dihydroxyphenylacetic Acids Inhibit Protein Glycation by Binding Lysine Through a Metal-Catalyzed Oxidative Mechanism

Author

Davide Tagliazucchi 1 , Serena Martini 1 , Angela Conte 1

Publish date

2019 Jul 17


Description :

3,4-Dihydroxybenzeneacetic acid is the main neuronal metabolite of dopamine.