FComEx: N-Methyl-D-aspartic acid (PC000701)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:02 UTC

Update date

2017-01-19 02:36:33 UTC

FoodComEx ID

PC000701

FoodDB Record

FDB022992

Chemical Information

Name

N-Methyl-D-aspartic acid

Description

N-Methyl-D-aspartic acid is an amino acid derivative acting as a specific agonist at the NMDA receptor, and therefore mimics the action of the neurotransmitter glutamate on that receptor. In contrast to glutamate, NMDA binds to and regulates the above receptor only, but not other glutamate receptors. NMDA is a water-soluble synthetic substance that is not normally found in biological tissue. It was first synthesized in the 1960's. NMDA is an excitotoxin; this trait has applications in behavioral neuroscience research. The body of work utilizing this technique falls under the term "lesion studies." Researchers apply NMDA to specific regions of an (animal) subject's brain or spinal cord and subsequently test for the behavior of interest, such as operant behavior. If the behavior is compromised, it suggests the destroyed tissue was part of a brain region that made an important contribution to the normal expression of that behavior. Examples of antagonists of the NMDA receptor are APV, dextromethorphan, ketamine, phencyclidine (PCP), riluzole, and memantine. They are commonly referred to as NMDA receptor antagonists. [HMDB]

CAS Number

6384-92-5

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(R)-2-Methylamino-succinate	Generator
(R)-2-Methylamino-succinic acid	ChEBI
2-Methylamino-succinate	Generator
2-Methylamino-succinic acid	ChEBI
Methyl aspartate	Generator
Methyl aspartic acid	ChEBI
N-Me-D-Asp-OH	hmdb
N-Methyl aspartate	Generator
N-Methyl aspartic acid	ChEBI
N-methyl D-aspartate	hmdb
N-methyl D-aspartic acid	hmdb
N-Methyl-D-aspartate	hmdb
N-Methylaspartate	ChEBI
N-Methylaspartic acid	Generator
NMDA	hmdb

Chemical Formula

C5H9NO4

IUPAC name

(2R)-2-(methylamino)butanedioic acid

InChI Identifier

InChI=1S/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1

InChI Key

HOKKHZGPKSLGJE-GSVOUGTGSA-N

Isomeric SMILES

CN[C@H](CC(O)=O)C(O)=O

Average Molecular Weight

147.1293

Monoisotopic Molecular Weight

147.053157781

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents