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Merck

151610

Sigma-Aldrich

DL-3,4-Dihydroxymandelic acid

95%

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About This Item

Fórmula lineal:
(HO)2C6H3CH(OH)CO2H
Número de CAS:
Peso molecular:
184.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

95%

mp

136-137 °C (dec.) (lit.)

SMILES string

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)

InChI key

RGHMISIYKIHAJW-UHFFFAOYSA-N

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General description

Metabolite of norepinephrine.

Application

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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S J Soldin et al.
Clinical chemistry, 26(2), 291-294 (1980-02-01)
We describe a rapid, reliable "high-performance" liquid-chromatographic method of simultaneously analyzing for 4-hydroxy-3-methoxymandelic acid (I) and 4-hydroxy-3-methoxyphenylacetic acid (II) in urine. Paired-ion chromatography and amperometric detection are used in the method. A 5-mL aliquot of urine is adjusted to pH
J Cabanes et al.
The Biochemical journal, 256(2), 681-684 (1988-12-01)
Tyrosinase usually catalyses the conversion of monophenols into o-diphenols and the oxidation of diphenols to the corresponding o-quinones. Sugumaran [(1986) Biochemistry 25, 4489-4492] has previously proposed an unusual oxidative decarboxylation of 3,4-dihydroxymandelate catalysed by tyrosinase. Our determination of the intermediates
Jakob Peter Ley et al.
Journal of agricultural and food chemistry, 50(21), 5897-5902 (2002-10-03)
The decarboxylated noradrenaline metabolite 3,4-dihydroxymandelic acid [DHMA, 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid] occurs in different mammalian tissues, especially in the heart. To elucidate the physiological function of DHMA, the antioxidative and radical scavenging activity was determined by physicochemical and cell-based test systems. In
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
W X Dong et al.
Journal of the autonomic nervous system, 44(2-3), 109-117 (1993-08-01)
Pre-synaptic endings of the sympathetic nervous fibers control the metabolism of catecholamines, particularly inactivating norepinephrine after its neuronal recapture. The present study was carried out to investigate this segment of the metabolism of catecholamines through measurements of DHPG, DOMA and

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