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H2380 Sigma-Aldrich

6-Hydroxy-DL-DOPA

≥98% (HPLC), powder

Synonym: 2,4,5-Trihydroxy-DL-phenylalanine, 2,5-Dihydroxy-DL-tyrosine

  • CAS Number 21373-30-8

  • Empirical Formula (Hill Notation) C9H11NO5

  • Molecular Weight 213.19

  •  Beilstein/REAXYS Number 2860065

  •  MDL number MFCD00004272

  •  PubChem Substance ID 24278464

  •  NACRES NA.32

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Properties

Related Categories Adrenergics, Cell Biology, Cell Signaling and Neuroscience, Chemical Biology, Chemical Synthesis,
Quality Level   200
assay   ≥98% (HPLC)
form   powder
color   off-white
solubility   H2O: 3 mg/mL (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.)
  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

Description

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 of the catecholaminergic neurotoxin, 6-hydroxydopamine; converted to 6-hydroxydopamine by L-aromatic amino acid decarboxylase.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Caution

Hygroscopic; photosensitive

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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92210 Timestrip Plus 0 °C
06693 Timestrip Plus -20 °C

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