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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:
14883-87-5
Peso molecular:
184.15
EC Number:
238-956-8
MDL number:
MFCD00004231
UNSPSC Code:
12352100
PubChem Substance ID:
24849152
NACRES:
NA.22

Quality Level

100

assay

95%

mp

136-137 °C (dec.) (lit.)

functional group

carboxylic acid
hydroxyl

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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Categorías relacionadas

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
GHS07

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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Certificados de análisis (COA)

Lot/Batch Number
MKCT4570
MKCS7089
MKCN1587
MKCH9042
MKCD1342

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M Kawamura et al.
Journal of the autonomic nervous system, 66(3), 145-148 (1997-12-24)
After norepinephrine (NE) is deaminated by monoamine oxidase (MAO), the aldehyde formed is either metabolized to 3,4-dihydroxy-mandelic acid (DHMA) by aldehyde dehydrogenase or is converted to 3,4-dihydroxyphenylglycol (DHPG) by aldehyde or aldose reductase. The present study examined the effects of
J Y Li et al.
Analytical biochemistry, 190(2), 354-359 (1990-11-01)
A quantitative assay for the diphenol oxidase activity of tyrosinase (EC 1.14.18.1) using high-pressure liquid chromatography with electrochemical detection is described. The assay is based on the observation (M. Sugumaran, 1986, Biochemistry 25, 4489-4492) that tyrosinase catalyzes the oxidative decarboxylation
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
T R Kingsley et al.
Journal of gerontology, 46(4), B135-B141 (1991-07-01)
Adrenal catecholamines (CA) were measured in 6-, 18-, and 30-mo Lobund-Wistar rats (LWR) maintained under germ-free or conventional conditions and fed either ad libitum or a restricted (70% of adult ad libitum) diet. Levels of dopamine (DA), norepinephrine (NE), epinephrine
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
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