Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C9H11NO4 |
Molecular Weight | 197.1879 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@H](CC1=CC(O)=C(O)C=C1)C(O)=O
InChI
InChIKey=WTDRDQBEARUVNC-ZCFIWIBFSA-N
InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m1/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/17042912
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17042912
The D-form of dihydroxyphenylalanine (D-dopa) is a less physiologic activity than the L-form. D-dopa can be converted to the active L form during unidirectional chiral inversion, at first, oxidatively deaminated by D-amino acid oxidase to its alpha-keto acid and then transaminated by dopa transaminase to L-dopa. D-dopa is commonly used experimentally to determine whether the pharmacological effects of levodopa are stereospecific.
Approval Year
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17042912
Curator's Comment: d-dopa undergoes unidirectional chiral inversion and further suggest that D-dopa is first oxidatively deaminated by D-amino acid oxidas to its alpha-keto acid and then transaminated by dopa transaminase to L-dopa.
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SUBSTANCE RECORD