FComEx: L-Aspartic acid (PC000084)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:06 UTC

Update date

2017-01-19 02:36:12 UTC

FoodComEx ID

PC000084

FoodDB Record

FDB012567

Chemical Information

Name

L-Aspartic acid

Description

Aspartic acid (Asp, D), also known as aspartate, the name of its anion, is one of the 20 natural proteinogenic amino acids which are the building blocks of proteins. As its name indicates, aspartic acid is the carboxylic acid analog of asparagine. As a neurotransmitter, aspartic acid may provide resistance to fatigue and thus lead to endurance, although the evidence to support this idea is not strong. Aspartic acid is a nonessential amino acid, since it can be made from glutamic acid by enzymes using vitamin B6. The amino acid has important roles in the urea cycle and DNA metabolism. Aspartic acid is a major excitatory neurotransmitter, which is sometimes found to be increased in epileptic and stroke patients. It is decreased in depressed patients and in patients with brain atrophy. Aspartic acid supplements are being evaluated. Five grams can raise blood levels. Magnesium and zinc may be natural inhibitors of some of the actions of aspartic acid. Aspartic acid, with the amino acid phenylalanine, is a part of the natural sweetener, aspartame. This sweetener is an advance in artificial sweeteners and is probably safe in normal doses to all except phenylketonurics. The jury is still out on the long-term effects it has on many brain neurohormones. Aspartic acid may be a significant immunostimulant of the thymus and can protect against some of the damaging effects of radiation. Many claims have been made for the special value of administering aspartic acid in the form of potassium and magnesium salts. Since aspartic acid is relatively nontoxic, studies are now in progress to elucidate its pharmacological and therapeutic roles.

CAS Number

56-84-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(+)-Aspartate	biospider
(+)-Aspartic acid	biospider
(2S)-2-Aminobutanedioic acid	biospider
(2S)-Aspartate	biospider
(2S)-Aspartic acid	biospider
(L)-Aspartate	biospider
(L)-Aspartic acid	biospider
(R)-2-Aminosuccinate	HMDB
(S)-(+)-Aminosuccinic acid	biospider
(S)-(+)-Aspartate	biospider
(S)-(+)-Aspartic acid	biospider
(S)-2-Aminobutanedioate	Generator
(S)-2-Aminobutanedioic acid	biospider
(S)-2-Aminosuccinate	biospider
(S)-2-Aminosuccinic acid	biospider
(S)-amino-Butanedioate	HMDB
(S)-amino-Butanedioic acid	HMDB
(S)-Aminobutanedioate	biospider
(S)-Aminobutanedioic acid	biospider
(S)-Aspartate	biospider
(S)-Aspartic acid	biospider
2-amino-3-Methylsuccinate	HMDB
2-amino-3-Methylsuccinic acid	HMDB
2-Aminosuccinate	Generator
2-Aminosuccinic acid	ChEBI
alpha-Aminosuccinate	HMDB
alpha-Aminosuccinic acid	HMDB
Aminosuccinate	HMDB
Asp	ChEBI
Asparagate	HMDB
Asparagic acid	HMDB
Asparaginate	HMDB
Asparaginic acid	HMDB
Asparatate	HMDB
ASPARTate	Generator
Aspartic acid, INN, USAN; L-form	db_source
Aspartic acid, L- (8CI)	biospider
D	ChEBI
FEMA 3656	db_source
H-Asp-OH	HMDB
L-(+)-Aspartate	biospider
L-(+)-Aspartic acid	biospider
L-2-Aminobutanedioic acid	biospider
L-Aminosuccinate	biospider
L-Aminosuccinic acid	biospider
L-Asparagate	biospider
L-Asparagic acid	biospider
L-Asparaginate	biospider
L-Asparaginic acid	biospider
L-Asparaginsaeure	ChEBI
L-Aspartate	biospider
L-Aspartic acid (9CI)	biospider

Chemical Formula

C4H7NO4

IUPAC name

(2S)-2-aminobutanedioic acid

InChI Identifier

InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1

InChI Key

CKLJMWTZIZZHCS-REOHCLBHSA-N

Isomeric SMILES

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

Average Molecular Weight

133.1027

Monoisotopic Molecular Weight

133.037507717

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

Substituents

Aspartic acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Dicarboxylic acid or derivatives
Fatty acid
Amino acid
Carboxylic acid
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aspartate family amino acid (CHEBI:17053 )
proteinogenic amino acid (CHEBI:17053 )
L-alpha-amino acid (CHEBI:17053 )
aspartic acid (CHEBI:17053 )
Common amino acids (C00049 )
Amino acids (C00049 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	-3.89	CHMELIK,J ET AL. (1991)
Experimental Water Solubility	5.36 mg/mL at 25 oC	YALKOWSKY,SH & HE,Y (2003)
Melting Point	Mp 269-271° dec.	DFC

Foods of Origin