H2380
6-Hydroxy-DL-DOPA
≥98% (HPLC), powder, APE1 inhibitor
Synonym(s):
2,4,5-Trihydroxy-DL-phenylalanine, 2,5-Dihydroxy-DL-tyrosine
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About This Item
Empirical Formula (Hill Notation):
C9H11NO5
CAS Number:
Molecular Weight:
213.19
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
2860065
Product Name
6-Hydroxy-DL-DOPA, ≥98% (HPLC), powder
Quality Level
assay
≥98% (HPLC)
form
powder
color
off-white
solubility
H2O: 3 mg/mL, 1 M HCl: 50 mg/mL (Solutions should be freshly prepared and protected from exposure to light.)
storage temp.
−20°C
SMILES string
NC(Cc1cc(O)c(O)cc1O)C(O)=O
InChI
1S/C9H11NO5/c10-5(9(14)15)1-4-2-7(12)8(13)3-6(4)11/h2-3,5,11-13H,1,10H2,(H,14,15)
InChI key
YLKRUSPZOTYMAT-UHFFFAOYSA-N
General description
Dissolve in oxygen-free boiled water containing 0.1% sodium metabisulfite or other antioxidant. Solutions should be freshly prepared and protected from exposure to light.
Biochem/physiol Actions
6-Hydroxy-DL-DOPA is an inhibitor of APE1 (apurinic/apyrimidinic endonuclease) repair-function activity. APE1 is a nuclease crucial for DNA base excision repair pathway. 6-Hydroxy-DL-DOPA also blocks RAD52 (DNA repair protein) single-stranded DNA binding domain.
Precursor 6-hydroxydopamine.
Precursor of the catecholaminergic neurotoxin, 6-hydroxydopamine; converted to 6-hydroxydopamine by L-aromatic amino acid decarboxylase.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Disclaimer
Hygroscopic; photosensitive
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Gurushankar Chandramouly et al.
Chemistry & biology, 22(11), 1491-1504 (2015-11-10)
Suppression of RAD52 causes synthetic lethality in BRCA-deficient cells. Yet pharmacological inhibition of RAD52, which binds single-strand DNA (ssDNA) and lacks enzymatic activity, has not been demonstrated. Here, we identify the small molecule 6-hydroxy-DL-dopa (6-OH-dopa) as a major allosteric inhibitor
Adnan Azeem et al.
International journal of pharmaceutics, 422(1-2), 436-444 (2011-11-08)
Ropinirole, a recent introduction in the clinical treatment of Parkinson's disease, suffers with the problems of low oral bioavailability and frequent dosing. An effective transdermal nano-emulsion drug delivery system can however resolve these issues effectively with greater therapeutic benefits and
A J Nappi et al.
Biochimica et biophysica acta, 1201(3), 498-504 (1994-12-15)
The interactions of ascorbic acid (AA) and reduced glutathione (GSH) in the oxidations of the catecholaminergic neurotoxins 6-hydroxydopa (TOPA) and 6-hydroxydopamine (6-OHDA) were investigated by both high performance liquid chromatography with electrochemical detection (HPLC-ED) and spectrometric methods. These comparative studies