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D9446

L-DOPS

≥98% (HPLC)

Synonym(s):

Droxidopa, L-threo 3,4-Dihydroxyphenylserine

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5 mg
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CZK 3,680.00
25 mg
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CZK 14,500.00

About This Item

Empirical Formula (Hill Notation):
C9H11NO5
CAS Number:
23651-95-8
Molecular Weight:
213.19
NACRES:
NA.77
PubChem Substance ID:
329798902
UNSPSC Code:
12352200
MDL number:
MFCD00799030
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated

CZK 3,680.00

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Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥3 mg/mL

storage temp.

−20°C

SMILES string

N[C@@H]([C@H](O)c1ccc(O)c(O)c1)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-JGVFFNPUSA-N

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This Item
SML0091333786C8999
L-DOPS ≥98% (HPLC)

Sigma-Aldrich

D9446

L-DOPS

L-Dopa ethyl ester ≥98% (HPLC)

Sigma-Aldrich

SML0091

L-Dopa ethyl ester

L-Dopa-(phenyl-d3) ≥98 atom % D, ≥98% (CP)

Sigma-Aldrich

333786

L-Dopa-(phenyl-d3)

Calpeptin ≥98% (HPLC)

Sigma-Aldrich

C8999

Calpeptin

form

powder

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (CP)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

solubility

DMSO: ≥3 mg/mL

solubility

H2O: ≥12 mg/mL at warmed to 60 °C

solubility

-

solubility

DMSO: 15 mg/mL, clear

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

General description

L-DOPS, also called L-threo 3,4-Dihydroxyphenylserine or droxidopa is a catecholamine. L-DOPS has many clinical advantages and may be useful for treating norepinephrine deficiency.[1] It is used for treating neurogenic orthostatic hypotension and improves norepinephrine levels. L-DOPS mediates reduction of amyloid plaques and could have a therapeutic potential for treating amyloid pathology.[2]

Application

L-DOPS has been administered for clinical trial studies in mice with amyloid pathology.[2]

Biochem/physiol Actions

L-DOPS is a norepinephrine precursor in vivo.

Features and Benefits

This compound is featured on the Dopamine, Norepinephrine and Epinephrine Synthesis page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000516198
0000516196
0000516196
0000516198
0000489115

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Christopher J Mathias
Clinical autonomic research : official journal of the Clinical Autonomic Research Society, 18 Suppl 1, 25-29 (2008-04-23)
Neurogenic orthostatic hypotension is a cardinal feature of generalised autonomic failure and commonly is the presenting sign in patients with primary autonomic failure. Orthostatic hypotension can result in considerable morbidity and even mortality and is a major management problem in
David S Goldstein et al.
Journal of clinical pharmacology, 51(1), 66-74 (2010-03-12)
L-threo-3,4-dihydroxyphenylserine (L-DOPS), a norepinephrine (NE) prodrug, is investigational for orthostatic hypotension, which occurs commonly in Parkinson's disease. Adjunctive anti-parkinsonian drugs might interact with L-DOPS. We tested whether L-aromatic amino-acid decarboxylase inhibition by carbidopa (CAR) attenuates L-DOPS conversion to NE and
Courtney Holmes et al.
Clinical chemistry, 56(5), 832-838 (2010-03-09)
L-threo-3,4-dihydroxyphenylserine (L-DOPS, droxidopa) is a norepinephrine (NE) prodrug under development to treat orthostatic hypotension. 3,4-Dihydroxyphenylacetaldehyde (DOPAL), an endogenous catecholaldehyde produced by enzymatic oxidative deamination of dopamine, is toxic to catecholaminergic neurons. Based on the observation of increasing plasma DOPAL after
Horacio Kaufmann
Clinical autonomic research : official journal of the Clinical Autonomic Research Society, 18 Suppl 1, 19-24 (2008-04-23)
Neurogenic orthostatic hypotension results from failure to release norepinephrine, the neurotransmitter of sympathetic postganglionic neurons, appropriately upon standing. In double blind, cross over, placebo controlled trials, administration of droxidopa, a synthetic amino acid that is decarboxylated to norepinephrine by the
David S Goldstein
Cardiovascular drug reviews, 24(3-4), 189-203 (2007-01-12)
L-threo-3,4-dihydroxyphenylserine (L-DOPS, droxydopa) is a synthetic catecholamino acid. When taken orally, L-DOPS is converted to the sympathetic neurotransmitter, norepinephrine (NE), via decarboxylation catalyzed by L-aromatic-amino-acid decarboxylase (LAAAD). Plasma L-DOPS levels peak at about 3 h, followed by a monoexponential decline
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Articles

Dopamine, Norepinephrine and Ephinephrine Synthesis

Dopamine-β-hydroxylase is located inside amine storage vesicles of norepinephrine neurons. Dopamine is actively transported from the cytoplasm into the vesicles. As the enzyme is a copper containing protein, its activity can be inhibited by copper chelating agents, such as diethyldithiocarbamate and FLA-63. Inhibition of the enzyme effectively reduces tissue norepinephrine levels.

Global Trade Item Number

SKUGTIN
D9446-25MG04061833590768
D9446-5MG04061833218471

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