| l-DOPA, also known as l-3,4-dihydroxyphenylalanine and used medically as levodopa, is made and used as part of the normal biology of some plants and animals, including humans. Humans, as well as a portion of the other animals that utilize l-DOPA, make it via biosynthesis from the amino acid l-tyrosine.
l-DOPA is the precursor to the neurotransmitters dopamine, norepinephrine (noradrenaline), and epinephrine (adrenaline), which are collectively known as catecholamines. Furthermore, l-DOPA itself mediates neurotrophic factor release by the brain and CNS. In some plant families (of the order Caryophyllales), l-DOPA is the central precursor of a biosynthetic pathway that produces a class of pigments called betalains.
l-DOPA can be manufactured and in its pure form is sold as a drug with the INNTooltip International Nonproprietary Name levodopa. Trade names include Sinemet, Pharmacopa, Atamet, and Stalevo. As a drug, it is used in the treatment of Parkinson's disease and dopamine-responsive dystonia, as well as restless leg syndrome.
l-DOPA has a counterpart with opposite chirality, d-DOPA. As is true for many molecules, the human body produces only one of these isomers (the l-DOPA form). The enantiomeric purity of l-DOPA may be analyzed by determination of the optical rotation or by chiral thin-layer chromatography. |
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| InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h1,3-5,7-9H,2H2,(H2,10,11,12)/t3-,4+,5-/m0/s1 |
| PPQRONHOSHZGFQ-LMVFSUKVSA-N |
| O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H](O)C=O |
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fundamental metabolite
Any metabolite produced by all living cells.
(via D-ribose 5-phosphate )
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View more via ChEBI Ontology
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D-ribose 5-(dihydrogen phosphate)
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5-O-phosphono-D-ribose
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ChEBI
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D-Ribose 5-phosphate
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KEGG COMPOUND
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Ribose 5-phosphate
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KEGG COMPOUND
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1728061
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Reaxys Registry Number
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Reaxys
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4151-19-3
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CAS Registry Number
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KEGG COMPOUND
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4300-28-1
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CAS Registry Number
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KEGG COMPOUND
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62746-84-3
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CAS Registry Number
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ChemIDplus
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