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D2384

Sigma-Aldrich

DL-3,4-Dihydroxyphenylserine

≥98% (HPLC), powder

Synonym(s):

DL-DOPS

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About This Item

Empirical Formula (Hill Notation):
C9H11NO5
CAS Number:
492-46-6
Molecular Weight:
213.19
MDL number:
MFCD24480158
UNSPSC Code:
12352209
PubChem Substance ID:
24893681
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

200

Assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

0.1 M HCl: soluble (Solutions should be freshly prepared.)
H2O: moderately soluble (Solutions should be freshly prepared.)
aqueous base: unstable
ethanol: soluble (Solutions should be freshly prepared.)

storage temp.

−20°C

SMILES string

N[C@@H](C(O)c1cc(c(cc1)O)O)C(=O)O

InChI

1S/C9H11NO5/c10-7(9(14)15)8(13)4-1-2-5(11)6(12)3-4/h1-3,7-8,11-13H,10H2,(H,14,15)/t7-,8?/m0/s1

InChI key

QXWYKJLNLSIPIN-JAMMHHFISA-N

Biochem/physiol Actions

Amino acid precursor of noradrenaline (NA); elevates brain NA concentrations.

Quality

Supplied as a mixture of erythro and threo isomers

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG2756
SLBM8859V
SLBH1328V
100M1439
026K1429

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S Yamagami et al.
Neuroreport, 9(13), 2939-2943 (1998-11-06)
Although several studies have shown that L-threo3,4-dihydroxyphenylserine (DOPS) may provide a neuroprotective effect against ischemic brain damage, its protective mechanism is not fully understood. Glutamate release and hippocampal blood flow in ischemia with administration of DOPS were investigated to elucidate
G J Amabeoku et al.
Cellular and molecular life sciences : CMLS, 53(8), 646-651 (1997-08-01)
The effects of some noradrenergic agents, phenobarbitone, diazepam and phenytoin on seizures produced by propranolol were investigated in mice. Isoprenaline and DL-threo-3,4-dihydroxyphenylserine (DOPS) effectively antagonized the seizures elicited by propranolol. Pargyline and imipramine significantly attenuated propranolol-induced seizures and also significantly
S A Thomas et al.
Journal of neurochemistry, 70(6), 2468-2476 (1998-05-29)
Mice with a targeted disruption of the dopamine beta-hydroxylase (DBH) gene are unable to synthesize norepinephrine (NE) and epinephrine. These mice have elevated levels of dopamine in most tissues, although the levels are only a fraction of those normally found

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