H0751
Homogentisic acid
crystalline
Sinónimos:
2,5-Dihydroxyphenylacetic acid
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About This Item
Fórmula lineal:
(HO)2C6H3CH2CO2H
Número de CAS:
Peso molecular:
168.15
Beilstein/REAXYS Number:
2692860
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Productos recomendados
form
crystalline
Quality Level
color
off-white to tan
mp
150-152 °C (lit.)
storage temp.
2-8°C
SMILES string
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)
InChI key
IGMNYECMUMZDDF-UHFFFAOYSA-N
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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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Los clientes también vieron
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
Corinne Raspail et al.
The Journal of biological chemistry, 286(29), 26061-26070 (2011-05-27)
4-Hydroxyphenylpyruvate dioxygenase (HPPD) catalyzes the conversion of 4-hydroxyphenylpyruvate (HPP) into homogentisate. HPPD is the molecular target of very effective synthetic herbicides. HPPD inhibitors may also be useful in treating life-threatening tyrosinemia type I and are currently in trials for treatment
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
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