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Dihydroxyphenylalanine

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Definition: A beta-hydroxylated derivative of phenylalanine. The D-form of dihydroxyphenylalanine has less physiologic activity than the L-form and is commonly used experimentally to determine whether the pharmacological effects of LEVODOPA are stereospecific.  check text to see if LEVODOPA; (L-DOPA); is not meant instead   
Pharmacological Action Dopamine Agents
See Also Dopa Decarboxylase; Dopamine
Examples Cysteinyldopa; Levodopa; Methyldopa 		Other names Dopa; beta Hydroxytyrosine; 3,4 Dihydroxyphenylalanine; 3 Hydroxy DL tyrosine; beta-Hydroxytyrosine; Dihydroxyphenylalanine Hydrochloride, (2:1); 3-Hydroxy-DL-tyrosine; 3,4-Dihydroxyphenylalanine
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
poly(3,4-dihydroxyphenylalanine)  0   *Polymers Dihydroxyphenylalanine/*analogs & derivatives. Colloids Surf B Biointerfaces 2009 Feb 15;69(1):152-5
5-lipoyl-DOPA  0   Dihydroxyphenylalanine/*analogs & derivatives Thioctic Acid/*analogs & derivatives. Biochem Biophys Res Commun 2006 Apr 28;343(1):15-20
cyclo-dopa  0 5,6-dihydroxyindoline-2-carboxylic acid  *Dihydroxyphenylalanine. Plant Physiol. 1999 Apr;119(4):1217-32
3-O-methyl-DOPA  0   Dihydroxyphenylalanine/*analogs & derivatives. Eur J Neurosci 2001 Jan;13(1):162-70
3-(2-fluoro-4,5-dihydroxyphenyl)-2-methylalanine  6482-05-9   Dihydroxyphenylalanine/*analogs & derivatives Fluorine Radioisotopes. Nucl Med Biol 1996 Oct;23(7):857-65
2,6-difluoro-3,4-dihydroxyphenylalanine  128812-04-4   Dihydroxyphenylalanine/*analogs & derivatives Fluorine Radioisotopes. Nucl Med Biol 1996 Jan;23(1):101-3
N-beta-alanyl-5-S-glutathionyl-3,4-dihydroxyphenylalanine  0   Dihydroxyphenylalanine/*analogs & derivatives Glutathione/*analogs & derivatives Protein-Tyrosine Kinases/antagonists & inhibitors. J Biol Chem 1996 Jun 7;271(23):13573-7
5-S-cysteinyl-3,4-dihydroxyphenylalanine  0   Dihydroxyphenylalanine/*analogs & derivatives. J Chromatogr B Biomed Appl 1995 Jan 6;663(1):9-14
3,4,6-trihydroxyphenylalanine quinone  0   Dihydroxyphenylalanine/*analogs & derivatives Coenzymes. Biochem J 1995 Mar 15;306(Pt 3):627-30
2,4,5-trihydroxyphenylalanine quinone  0   Dihydroxyphenylalanine/*analogs & derivatives Coenzymes. Biochemistry 1994 Apr 12;33(14):4425-31
3-prenyl-beta-hydroxytyrosine  151928-40-4   Dihydroxyphenylalanine/*analogs & derivatives. J Med Chem 1994 Feb 4;37(3):356-63
phenylthiohydantoin-3,4-dihydroxyphenylalanine  132828-63-8   Dihydroxyphenylalanine/*analogs & derivatives Phenylthiohydantoin/*analogs & derivatives. Anal Biochem 1991;192(2):429
6-hydroxydopa quinone  64192-68-3   Dihydroxyphenylalanine/*analogs & derivatives. J Biol Chem 1991;266(7):4049
N-acetyl-alpha, beta-dehydro-3,4-dihydroxyphenylalanine ethyl ester  133083-16-6   Dihydroxyphenylalanine/*analogs & derivatives. Arch Biochem Biophys 1991;285(1):17
iron(III)-dopa complex  0   *Dihydroxyphenylalanine *Ferric Compounds. Arch Biochem Biophys 1990;283(2):334
DOPA 4-phosphate  101141-95-1   Dihydroxyphenylalanine/*analogs & derivatives. Pigment Cell Res 1987;1(3):137
DOPA 3-phosphate  97321-86-3   Dihydroxyphenylalanine/*analogs & derivatives. Pigment Cell Res 1987;1(3):137
3-O-methyl-6-fluoro-dopa  107257-16-9   Dihydroxyphenylalanine/*analogs & derivatives Fluorine Radioisotopes. J Nucl Med 1988;29(3):363
3-O-sulfato-6-fluoro-dopa  119637-74-0   Dihydroxyphenylalanine/*analogs & derivatives. J Nucl Med 1988;29(3):363
2-fluorodopa  107597-46-6   Dihydroxyphenylalanine/*analogs & derivatives. Biochem Pharmacol 1988;37(2):247
2,4-dihydroxyphenylalanine  24146-06-3   Dihydroxyphenylalanine/*analogs & derivatives. Eur J Pharmacol 1987;136(3):441
ferreascidin protein, Pyura stolonifera  0   *Iron-Binding Proteins Iron Dihydroxyphenylalanine Urochordata. Anal Biochem 1986;159(1):187
fluorodopa F 18  75290-51-6   Dihydroxyphenylalanine/*analogs & derivatives Fluorine Radioisotopes. J Nucl Med 1984;25(11):1228
DOPA melanin  63194-25-2   Dihydroxyphenylalanine/*analogs & derivatives. Photochem Photobiol 1984;39(1):69
dopaquinone  4430-97-1   *Benzoquinones Dihydroxyphenylalanine/*analogs & derivatives. J Biol Chem 1982;257(15):8738
5-fluorodopa  42877-15-6   Dihydroxyphenylalanine/*analogs & derivatives. J Med Chem 16(4):416;1973; Mol Pharmacol 1981;19(1):130
5-hydroxydopa  16032-83-0   Dihydroxyphenylalanine/*analogs & derivatives. Acta Derm Venereol (Stockh) 1980;60(4):281
alpha-difluoromethyl-DOPA  69955-03-9   Dihydroxyphenylalanine/*analogs & derivatives. Toxicol Lett 1980;5(2):125
gamma-glutamyl DOPA  52370-58-8   Dihydroxyphenylalanine/*analogs & derivatives. J Pharm Exp Ther 206(1):227;1978
poly(O,O'-dicarbobenzoyx-L-beta-3,4-dihydroxyphenyl-alpha- alanine)  64171-32-0 L-Tyrosine, 3-(((phenylmethoxy)carbonyl)oxy)-, phenylmethyl carbonate (ester), homopolymer  *Peptides Dihydroxyphenylalanine/*analogs & derivatives. Biopolymers 16(7):1593;1977
6-hydroxydopa  21373-30-8   Dihydroxyphenylalanine/*analogs & derivatives. Chem Tools Catecholamine Res vol I QV129 C517:173;1975; Comp Biochem Physiol 51(2):169;1975; Eur J Pharmacol 1979;58(2):125; Eur J Pharmacol 1979;60(4):323; Eur J Pharmacol 50(4):431;1978; J Biol Chem 252(16):5729;1977; J Invest Dermatol 72(2):67;1979; J Neurochem 19(6):1561;1972; Jpn J Pharmacol 1979;29(2):306; Jpn J Pharmacol 25(5):612;1975; Neurosci Lett 1979;13(3):331; Pharmacol Biochem Behav 1979;11(3):309; Res Commun Chem Pathol Pharmacol 1979;25(3):503

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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