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H0751

Sigma-Aldrich

Homogentisic acid

crystalline

Sinonimo/i:

2,5-Dihydroxyphenylacetic acid

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About This Item

Formula condensata:
(HO)2C6H3CH2CO2H
Numero CAS:
Peso molecolare:
168.15
Beilstein:
2692860
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Forma fisica

crystalline

Colore

off-white to tan

Punto di fusione

150-152 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

OC(=O)Cc1cc(O)ccc1O

InChI

1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
IGMNYECMUMZDDF-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

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Gallic acid 97.5-102.5% (titration)

Sigma-Aldrich

G7384

Gallic acid

Homogentisic acid autoxidation and oxygen radical generation: implications for the etiology of alkaptonuric arthritis.
Martin Jr, et al.
Free Radical Biology & Medicine, 3(4), 241-250 (1987)
V S Venkataseshan et al.
Modern pathology : an official journal of the United States and Canadian Academy of Pathology, Inc, 5(4), 464-471 (1992-07-01)
In alkaptonuric ochronosis, the absence of homogentisic acid oxidase results in the accumulation of homogentisic acid in the body. Associated renal failure is rare and usually occurs in the later stages of the disease. We report a 19-yr-old girl who
Z L Hegedus et al.
Archives internationales de physiologie, de biochimie et de biophysique, 102(3), 175-181 (1994-05-01)
Homogentisic acid (HGA) spontaneously starts to undergo oxidation and polymerization soon after the beginning of incubation in human blood or plasma at 37 degrees C, and forms plasma soluble melanins (PSM). Haemolysis accompanies this process in blood. The addition of
Laura Tinti et al.
Rheumatology (Oxford, England), 50(2), 271-277 (2010-10-19)
Alkaptonuria (AKU) is a genetic disorder caused by lack of the enzyme responsible for breaking down homogentisic acid (HGA), an intermediate in tyrosine metabolism. HGA is deposited as a polymer, termed ochronotic pigment, in collagenous tissues. Pigmentation is progressive over
Huaixin Zheng et al.
Infection and immunity, 81(11), 4182-4191 (2013-08-28)
Iron acquisition is critical to the growth and virulence of Legionella pneumophila. Previously, we found that L. pneumophila uses both a ferrisiderophore pathway and ferrous iron transport to obtain iron. We now report that two molecules secreted by L. pneumophila

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