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Sigma-Aldrich

DL-3,4-Dihydroxymandelic acid

95%

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About This Item

Fórmula linear:
(HO)2C6H3CH(OH)CO2H
Número CAS:
Peso molecular:
184.15
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Ensaio

95%

pf

136-137 °C (dec.) (lit.)

cadeia de caracteres SMILES

OC(C(O)=O)c1ccc(O)c(O)c1

InChI

1S/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13)

chave InChI

RGHMISIYKIHAJW-UHFFFAOYSA-N

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Descrição geral

Metabolite of norepinephrine.

Aplicação

DL-3,4-Dihydroxymandelic acid was used in the simultaneous analysis of 4-hydroxy-3-methoxymandelic acid and 4-hydroxy- 3-methoxyphenylacetic acid in urine. It was also used to study the changes in body temperature.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Andrea E Schwaninger et al.
Toxicology letters, 202(2), 120-128 (2011-02-08)
3,4-Methylenedioxymethamphetamine (MDMA, Ecstasy) is excreted in human urine mainly as conjugates of its metabolites 3,4-dihydroxymethamphetamine (DHMA) and 4-hydroxy-3-methoxymethamphetamine (HMMA). The glucuronidation kinetics of HMMA showed high capacities, but also high K(m) values, unlikely to be reached after recreational user's doses.
J N Rodríguez-López et al.
Analytical biochemistry, 195(2), 369-374 (1991-06-01)
A continuous spectrophotometric method for the rapid determination of diphenolase activity of tyrosinase is described. It uses 3,4-dihydroxymandelic acid (DOMA) as the substrate of tyrosinase and measures the final product, 3,4-dihydroxybenzaldehyde (DOBA). The spectrum of this product shows a bathochromic
M Sugumaran et al.
The Biochemical journal, 281 ( Pt 2), 353-357 (1992-01-15)
Mushroom tyrosinase, which is known to convert a variety of o-diphenols into o-benzoquinones, has been shown to catalyse an unusual oxidative decarboxylation of 3,4-dihydroxymandelic acid to 3,4-dihydroxybenzaldehyde [Sugumaran (1986) Biochemistry 25, 4489-4492]. The mechanism of this reaction was re-investigated. Although
W I Cranston et al.
The Journal of physiology, 223(1), 59-67 (1972-05-01)
1. The imino-dibenzyl drugs, imipramine and desipramine, which inhibit the uptake by neurones of noradrenaline, were injected into the lateral cerebral ventricles of cats and rabbits: changes in body temperature resulted which were different for the two species, but nevertheless
S J Ley et al.
Research in veterinary science, 61(2), 172-173 (1996-09-01)
The threshold response to a mechanical nociceptive stimulus was significantly lower on the lame hind limb of lame cows than on the same limb of sound cows. There were no significant differences between the concentrations of cortisol, noradrenaline, adrenaline or

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