Interesting facts
Interesting Facts about (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic Acid
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid, commonly known as L-DOPA, is a fascinating compound with significant implications in both biochemistry and medicine. Here are some key insights about this remarkable amino acid:
- Therapeutic Uses: L-DOPA is primarily used in the treatment of Parkinson's disease and Restless Legs Syndrome. It serves as a precursor to dopamine, a critical neurotransmitter involved in regulating movement and mood. By increasing dopamine levels in the brain, L-DOPA helps alleviate the symptoms of these conditions.
- Natural Occurrence: This amino acid is not just synthesized artificially; it is also found naturally in several plant species, including Vicia faba (broad beans) and certain lentils. This makes it an interesting target for both dietary and pharmaceutical applications.
- Chemical Structure: The structure of L-DOPA features a phenolic hydroxyl group, which is partly responsible for its bioactivity. This structural element enhances its solubility and interaction with biological systems, making it an effective therapeutic agent.
- Metabolic Pathway: In the human body, L-DOPA undergoes decarboxylation to form dopamine, a critical neurotransmitter affecting various physiological functions. This pathway highlights the importance of L-DOPA not only as a treatment intervention but also in understanding neurotransmitter biosynthesis.
- Side Effects: While L-DOPA is beneficial, it may also lead to side effects such as dyskinesia (involuntary movements) and fluctuations in response due to the complex nature of dopamine regulation in the brain.
- Research Frontiers: Ongoing research into L-DOPA is exploring its potential in neurodegenerative diseases beyond Parkinson's, including Alzheimer's disease. New forms of drug delivery and combination therapies are also being tested to enhance its efficacy and reduce side effects.
In summary, L-DOPA is a compound that beautifully bridges the gap between chemistry and medicine. Its role as a key player in neurotransmitter dynamics makes it a subject of intense study, and its therapeutic capabilities continue to evolve with ongoing research.
Synonyms
levodopa
L-dopa
59-92-7
3,4-dihydroxy-L-phenylalanine
Dopar
3-Hydroxy-L-tyrosine
Bendopa
Larodopa
Cidandopa
Dopaidan
Dopalina
Maipedopa
Dopasol
Eldopal
Eldopar
Levopa
Prodopa
Syndopa
3,4-Dihydroxyphenylalanine
3-(3,4-Dihydroxyphenyl)-L-alanine
Brocadopa
Insulamina
Deadopa
Pardopa
(-)-Dopa
Dihydroxy-L-phenylalanine
Helfo-Dopa
Dopa
Dopaflex
Doparkine
Dopaston
Dopastral
Eldopatec
Eurodopa
Doparl
Doprin
Veldopa
Dopal-fher
L-3,4-Dihydroxyphenylalanine
Levodopum
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
Levedopa
Ledopa
L-o-Hydroxytyrosine
L-Tyrosine, 3-hydroxy-
Dopaston SE
(-)-3-(3,4-Dihydroxyphenyl)-L-alanine
Laradopa
Parda
beta-(3,4-Dihydroxyphenyl)-L-alanine
3,4-Dihydroxyphenyl-L-alanine
L-(o-Dihydroxyphenyl)alanine
L-(-)-Dopa
L-3-Hydroxytyrosine
L-beta-(3,4-Dihydroxyphenyl)alanine
Inbrija
Weldopa
beta-(3,4-Dihydroxyphenyl)alanine
L-Dihydroxyphenylalanine
L-3-(3,4-Dihydroxyphenyl)alanine
Ro 4-6316
CVT-301
(S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
CCRIS 3766
Levodopum [INN-Latin]
CHEBI:15765
HSDB 3348
alanine, 3-(3,4-dihydroxyphenyl)-, L-
dihydroxyphenylalanine
EINECS 200-445-2
MFCD00002598
component of Sinemet
NSC 118381
NSC-118381
Dopar (TN)
DTXSID9023209
beta-(3,4-Dihydroxyphenyl)-alpha-L-alanine
L-beta-(3,4-Dihydroxyphenyl)-alpha-alanine
UNII-46627O600J
Alanine, 3-(3,4-dihydroxyphenyl)-, (-)-
L(-)-Dopa
(-)-(3,4-Dihydroxyphenyl)alanine
NSC118381
L-.beta.-(3,4-Dihydroxyphenyl)alanine
CHEMBL1009
.beta.-(3,4-Dihydroxyphenyl)-L-alanine
DHIVY COMPONENT LEVODOPA
DTXCID303209
DUOPA COMPONENT LEVODOPA
RYTARY COMPONENT LEVODOPA
46627O600J
L-(3,4-Dihydroxyphenyl)alanine
PARCOPA COMPONENT LEVODOPA
STALEVO COMPONENT LEVODOPA
CARBILEV COMPONENT LEVODOPA
CORBILTA COMPONENT LEVODOPA
DOPASNAP COMPONENT LEVODOPA
IPX203 COMPONENT LEVODOPA
V-1512
IPX-203 COMPONENT LEVODOPA
LEVODOPA COMPONENT OF PARCOPA
LEVODOPA COMPONENT OF SINEMET
Inbrija (levodopa inhalation powder)
LEVODOPA COMPONENT OF CARBILEV
.beta.-(3,4-Dihydroxyphenyl)alanine
Levodopa [USAN:USP:INN:BAN:JAN]
CAS-59-92-7
NCGC00016270-04
Biodopa
Cerepap
Sobiodopa
L-(3,4-Dihydroxyphenyl)-.alpha.-alanine
Levodopum (INN-Latin)
LEVODOPA (MART.)
LEVODOPA [MART.]
LEVODOPA (USP-RS)
LEVODOPA [USP-RS]
Helfo DOPA
beta-(3,4-Dihydroxyphenyl)-alpha-alanine
LEVODOPA (EP IMPURITY)
LEVODOPA [EP IMPURITY]
Phenylalanine, 3,4-dihydroxy-
LEVODOPA (EP MONOGRAPH)
LEVODOPA [EP MONOGRAPH]
LEVODOPA (USP MONOGRAPH)
LEVODOPA [USP MONOGRAPH]
Atamet
BDBM50130192
L-O-Dihydroxyphenylalanine
Levodopa (USAN:USP:INN:BAN:JAN)
L Dopa
L-3
WLN: QVYZ1R CQ DQ
3,4-Dihydroxyphenylalanine (VAN)
SR-01000075384
L-3,4-Dihydrophenylalanine
Dopastone
Dopicar
Prolopa
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
Prestwick_185
Levodopa (Sinemet)
L-DOPA; Levodopa
Madopa (Salt/Mix)
L-DOPA (Standard)
Spectrum_000454
4-dihydroxyphenylalanine
LEVODOPA [HSDB]
LEVODOPA [USAN]
LEVODOPA [INN]
LEVODOPA [JAN]
LEVODOPA [MI]
LEVODOPA [VANDF]
Prestwick0_000017
Prestwick1_000017
Prestwick2_000017
Prestwick3_000017
Spectrum2_000496
Spectrum4_000539
Spectrum5_001899
Lopac-D-9628
Levodopa (JP15/USP)
bmse000322
Epitope ID:150927
LEVODOPA [WHO-DD]
LEVODOPA [WHO-IP]
DOPA, L-
3, 4-Dihydroxyphenylalanine
Alanine,4-dihydroxyphenyl)-
LEVODOPA [EMA EPAR]
Lopac0_000454
SCHEMBL22655
BSPBio_000053
BSPBio_002354
KBioGR_001177
KBioSS_000934
L-4-5-Dihydroxyphenylalanine
MLS000028514
BIDD:GT0158
DivK1c_000452
SPECTRUM2300205
Levodopa (JP18/USP/INN)
SPBio_000391
SPBio_001974
LEVODOPA [ORANGE BOOK]
BPBio1_000059
GTPL3639
b-(3,4-Dihydroxyphenyl)alanine
WLN: QVYZ1R CQ DQ -L
3, 4-Dihydroxy-L-phenylalanine
BDBM60928
CREXONT COMPONENT LEVODOPA
HMS501G14
HY-N0304R
KBio1_000452
KBio2_000934
KBio2_003502
KBio2_006070
LEVODOPUM [WHO-IP LATIN]
N04BA01
Alanine,4-dihydroxyphenyl)-, L-
L-(3, 4-Dihydroxyphenyl)alanine
NINDS_000452
HMS1568C15
HMS1922J14
HMS2090O08
HMS2093N04
HMS2095C15
HMS2230B04
HMS3261K10
HMS3712C15
LEVODOPA COMPONENT OF DHIVY
LEVODOPA COMPONENT OF DUOPA
Pharmakon1600-02300205
H-Phe{3,4-(OH)2}-OH
HY-N0304
LEVODOPA COMPONENT OF RYTARY
Levodopa;3,4-Dihydroxyphenylalanine
b-(3,4-Dihydroxyphenyl)-L-alanine
LEVODOPA COMPONENT OF STALEVO
Tox21_110338
Tox21_500454
CCG-39571
HB1925
L-3-(3,4-dihydroxy-phenyl)alanine
L-3-(3,4-dihydroxyphenyl)-Alanine
NSC759573
PDSP1_001541
PDSP2_001525
s1726
Alanine, 3-(3,4-dihydroxyphenyl)-
Alanine,4-dihydroxyphenyl)-, (-)-
LEVODOPA COMPONENT OF CORBILTA
LEVODOPA COMPONENT OF DOPASNAP
AKOS010396267
b-(3,4-Dihydroxyphenyl)-a-L-alanine
L-b-(3,4-Dihydroxyphenyl)-a-alanine
L-DOPA (3,4-Dihydroxyphenylalanine)
.beta.-(3, 4-Dihydroxyphenyl)alanine
AC-8432
CS-1945
DB01235
FD15635
LP00454
NSC-759573
SDCCGMLS-0066924.P001
SDCCGSBI-0050439.P004
IDI1_000452
NCGC00015384-01
NCGC00016270-01
NCGC00016270-06
NCGC00016270-07
NCGC00016270-09
NCGC00016270-10
NCGC00016270-22
NCGC00093869-04
NCGC00261139-01
AS-13287
BP-12850
SMR000058312
SBI-0050439.P003
L-(3, 4-Dihydroxyphenyl)-.alpha.-alanine
D0600
D9628
EU-0100454
NS00068395
EN300-52637
Alanine, 3-(3, 4-dihydroxyphenyl)-, (-)-
C00355
D 9628
D00059
D70595
3,4-Dihydroxy-L-phenylalanine, >=98% (TLC)
AB00052418-06
AB00052418-07
AB00052418_08
AB00052418_09
Q300989
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoicacid
SR-01000075384-1
SR-01000075384-4
SR-01000075384-6
SR-01000075384-7
BRD-K34730807-001-15-0
BRD-K34730807-001-16-8
BRD-K34730807-001-17-6
(S)-2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid
F0347-4695
Levodopa, British Pharmacopoeia (BP) Reference Standard
Levodopa, European Pharmacopoeia (EP) Reference Standard
Z756440064
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acidL-dopa
1E83F927-C221-46AA-B90A-81B33C5F3868
3,4-Dihydroxy-L-phenylalanine, Vetec(TM) reagent grade, 98%
Levodopa, United States Pharmacopeia (USP) Reference Standard
LEVODOPA/CARBIDOPA/ENTACAPONE ORION COMPONENT LEVODOPA
3,4-Dihydroxy-L-phenylalanine, certified reference material, TraceCERT(R)
Levodopa, Pharmaceutical Secondary Standard; Certified Reference Material
L-DOPA;(S)-2-Amino-3-(3,4-dihydroxyphenyl) propanoic acid;Levodopa;Sinemet;Parcopa
122769-74-8
200-445-2
65170-01-6
Solubility of (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid, with the chemical formula C9H11NO4, presents some interesting characteristics regarding its solubility.
Generally, this compound can be characterized by the following solubility traits:
In summary, due to the combination of amine and hydroxyl functional groups, (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid is expected to have a favorable solubility profile in aqueous solutions. This characteristic could be crucial for understanding its bioavailability and interactions in biological systems.