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HOMOGENTISIC ACID

  • Product Name HOMOGENTISIC ACID
  • cas 451-13-8
  • purity 99%
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HOMOGENTISIC ACID 451-13-8 with purity >99% Low price in stock

  • Molecular Formula: C8H8 O4
  • Molecular Weight: 168.149
  • Appearance/Colour: off-white to tan crystals or crystalline powder 
  • Vapor Pressure: 1.71E-08mmHg at 25°C 
  • Melting Point: 150-152 °C(lit.)
     
  • Refractive Index: 1.5090 (estimate) 
  • Boiling Point: 439.3°Cat760mmHg 
  • PKA: 4.4(at 25℃) 
  • Flash Point: 233.6°C 
  • PSA: 77.76000 
  • Density: 1.478g/cm3 
  • LogP: 0.72490 

HOMOGENTISIC ACID(Cas 451-13-8) Usage

Purification Methods

Crystallise homogentisic acid from EtOH/CHCl3 or H2O (solubility is 85% at 25o). [Beilstein 10 IV 1506.]

General Description

Homogentisic acid (HGA) is an intermediate formed during the catabolism of phenylalanine and tyrosine. Alkaptonuria, a metabolic disorder, is characterized by high levels of HGA in serum and urine due to the deficiency of the enzyme homogentisic acid oxidase, which is involved in the degradation of HGA.

InChI:InChI=1/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)/p-1

451-13-8 Relevant articles

The structure of 4-hydroxylphenylpyruvate dioxygenase complexed with 4-hydroxylphenylpyruvic acid reveals an unexpected inhibition mechanism

Wang, Xiaoning,Lin, Hongyan,Liu, Junjun,Zhao, Xinyun,Chen, Xi,Yang, Wenchao,Yang, Guangfu,Zhan, Chang-guo

, p. 1920 - 1924 (2021)

4-Hydroxyphenylpyruvate dioxygenase (HPP...

Initial studies on the substrate specificity of soluble recombinant 4- hydroxyphenylpyruvate dioxygenase from rat liver

Crouch,Baldwin,Lee,MacKinnon,Zhang

, p. 1503 - 1506 (1996)

The molecular cloning and expression of ...

Toward a high added value compound 3, 4-dihydroxyphenylacetic acid by electrochemical conversion of phenylacetic acid

Trabelsi, Souhel Kallel,Dridi Gargouri, Olfa,Gargouri, Boutheina,Abdelhèdi, Ridha,Bouaziz, Mohamed

, p. 370 - 376 (2015/05/27)

Abstract The development of the effectiv...

Intermediate partitioning kinetic isotope effects for the NIH shift of 4-hydroxyphenylpyruvate dioxygenase and the hydroxylation reaction of hydroxymandelate synthase reveal mechanistic complexity

Shah, Dhara D.,Conrad, John A.,Moran, Graham R.

, p. 6097 - 6107 (2013/09/23)

4-Hydroxyphenylpyruvate dioxygenase (HPP...

Phytotoxic effects of selected N-benzyl-benzoylhydroxamic acid metallo-oxygenase inhibitors: Investigation into mechanism of action

Sergeant, Martin J.,Harrison, Peter J.,Jenkins, Robert,Moran, Graham R.,Bugg, Timothy D. H.,Thompson, Andrew J.

, p. 3461 - 3465 (2013/11/06)

Treatment of Arabidopsis thaliana with 1...

451-13-8 Process route

4-hydroxyphenylpiruvic acid
156-39-8

4-hydroxyphenylpiruvic acid

4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

(4-oxo-2,5-cyclohexadien-1-yl)acetic acid
55604-87-0

(4-oxo-2,5-cyclohexadien-1-yl)acetic acid

homogentisic acid
451-13-8

homogentisic acid

(S)-α,4-dihydroxy-benzeneacetic acid
13244-75-2

(S)-α,4-dihydroxy-benzeneacetic acid

Conditions
Conditions Yield
With oxygen; iron(II) sulfate; In aq. phosphate buffer; at 25 ℃; pH=7; Enzymatic reaction;
47 %Chromat.
19 %Chromat.
15 %Chromat.
20 %Chromat.
4-hydroxyphenylpiruvic acid
156-39-8

4-hydroxyphenylpiruvic acid

4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

(4-oxo-2,5-cyclohexadien-1-yl)acetic acid
55604-87-0

(4-oxo-2,5-cyclohexadien-1-yl)acetic acid

homogentisic acid
451-13-8

homogentisic acid

Conditions
Conditions Yield
With oxygen; iron(II) sulfate; In aq. phosphate buffer; at 25 ℃; pH=7; Reagent/catalyst; Kinetics; Enzymatic reaction;
8.4 %Chromat.
45 %Chromat.
46.5 %Chromat.

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