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162957

Sigma-Aldrich

6-Hydroxydopamine hydrobromide

95% (HPLC), powder, neurotoxin 

Synonyme(s) :

2,4,5-Trihydroxyphenethylamine hydrobromide, 2,5-Dihydroxytyramine hydrobromide, 2-(2,4,5-Trihydroxyphenyl)ethylamine hydrobromide, 6-OHDA

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About This Item

Formule linéaire :
(HO)3C6H2CH2CH2NH2 · HBr
Numéro CAS:
636-00-0
Poids moléculaire :
250.09
Numéro Beilstein :
3713280
Numéro CE :
211-247-0
Numéro MDL:
MFCD00012894
Code UNSPSC :
12352116
ID de substance PubChem :
329751177
Nomenclature NACRES :
NA.77

product name

6-Hydroxydopamine hydrobromide, 95%

Pureté

95%

Forme

powder

Pf

216-220 °C (lit.)

Température de stockage

−20°C

Chaîne SMILES 

Br.NCCc1cc(O)c(O)cc1O

InChI

1S/C8H11NO3.BrH/c9-2-1-5-3-7(11)8(12)4-6(5)10;/h3-4,10-12H,1-2,9H2;1H

Clé InChI

MLACDGUOKDOLGC-UHFFFAOYSA-N

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Description générale

Solutions should be freshly prepared and protected from exposure to light.

Application

6-Hydroxydopamine hydrobromide has been used:
  • to induce Parkinson′s disease (PD) in mouse models to study the effects of tubastatin A (TBA) on nucleotide-binding oligomerization domain and leucine-rich repeat pyrin 3 domain (NLRP3) activation and cell injury in SH-SY5Y cells
  • to induce pharmacological ablation of the sympathetic nerves to study the effect of hepatic sympathetic nerve activity (SNA) on hepatic steatosis during diet-induced obesity in mice
  • to induce oxidative stress in mesencephalic cells to study its effect on p75NTR signaling in neuronal cells of the ventral mesencephalon

Actions biochimiques/physiologiques

6-Hydroxydopamine hydrobromide (6-OHDA) is a neurotoxin that elicits oxidative damage and destroys catecholaminergic or sympathetic terminals. It is commonly used to induce Parkinson′s disease in the experimental model. 6-OHDA exerts cytotoxicity by generating reactive oxygen species, initiating cellular stress and cell death.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Woori Kim et al.
Neurobiology of aging, 35(7), 1712-1721 (2014-02-25)
Dopamine (DA) neurons in sporadic Parkinson's disease (PD) display dysregulated gene expression networks and signaling pathways that are implicated in PD pathogenesis. Micro (mi)RNAs are regulators of gene expression, which could be involved in neurodegenerative diseases. We determined the miRNA
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Physical exercise is known to produce beneficial effects to the nervous system. In most cases, brain-derived neurotrophic factor (BDNF) is involved in such effects. However, little is known on the role of BDNF in exercise-related effects on Parkinson's disease (PD).
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Nature, 577(7792), 676-681 (2020-01-24)
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Rodents with lesion of dopaminergic pathway when receiving repeated l-3,4-dihydroxiphenylalanine (l-DOPA) treatment develop abnormal involuntary movements called dyskinesia. We demonstrated that nitric oxide synthase (NOS) inhibitors mitigate l-DOPA-induced dyskinesia in rodents. The aim of the present study was to verify
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