Metabolite Card

Formula: C4H7NO4 (133.0375)
SMILES: N[C@@H](CC(O)=O)C(O)=O

Synonyms [en]

L-aspartic acid; 2-aminosuccinic acid; L-aspartate; asp; aspartic acid; (2S)-2-aminobutanedioic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

L-Aspartate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000012973). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Aspartic acid (Asp), also known as L-aspartic acid or as aspartate, the name of its anion, is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-aspartic acid is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Aspartic acid is found in all organisms ranging from bacteria to plants to animals. It is classified as an acidic, charged (at physiological pH), aliphatic amino acid. In humans, aspartic acid is a nonessential amino acid derived from glutamic acid by enzymes using vitamin B6. However, in the human body, aspartate is most frequently synthesized through the transamination of oxaloacetate. A non-essential amino acid is an amino acid that can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. As its name indicates, aspartic acid is the carboxylic acid analog of asparagine. The D-isomer of aspartic acid (D-aspartic acid) is one of two D-amino acids commonly found in mammals. Aspartic acid was first discovered in 1827 by Auguste-Arthur Plisson and Étienne Ossian Henry by hydrolysis of asparagine, which had been isolated from asparagus juice in 1806. Aspartate has many biochemical roles. It is a neurotransmitter, a metabolite in the urea cycle and it participates in gluconeogenesis. It carries reducing equivalents in the malate-aspartate shuttle, which utilizes the ready interconversion of aspartate and oxaloacetate, which is the oxidized (dehydrogenated) derivative of malic acid. Aspartate donates one nitrogen atom in the biosynthesis of inosine, the precursor to the purine bases which are key to DNA biosynthesis. In addition, aspartic acid acts as a hydrogen acceptor in a chain of ATP synthase. 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. 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 (Wikipedia). 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, when chemically coupled with the amino acid D-phenylalanine, is a part of a natural sweetener, aspartame. This sweetener is an advance in artificial sweeteners, and is probably safe in normal doses to all except phenylketonurics. Aspartic acid may be a significant immunostimulant of the thymus and can protect against some of the damaging effects of radiation. Aspartic acid is found in higher abundance in: oysters, luncheon meats, sausage meat, wild game, sprouting seeds, oat flakes, avocado, asparagus, young sugarcane, and molasses from sugar beets.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 145224-96-0
  • CAS Registry Number: 25608-40-6
  • CAS Registry Number: 34345-47-6
  • CAS Registry Number: 39162-75-9
  • CAS Registry Number: 55443-54-4
  • CAS Registry Number: 56-84-8
  • CAS Registry Number: 617-45-8
  • CAS Registry Number: 6899-03-2
  • PubChem: 3351
  • PubChem: 424
  • PubChem: 44367445
  • PubChem: 5960
  • ChEBI: ChEBI:17053
  • ChEBI: ChEBI:22660
  • HMDB: HMDB0000191
  • HMDB: HMDB00191
  • KEGG: C00049
  • BioCyc: L-ASPARTATE
  • NCBI MeSH: Aspartic Acid
  • Wikipedia: Aspartic acid
  • DrugBank: DB00128
  • RefMet: RM0135905
  • MoNA: CCMSLIB00000577902
  • MoNA: CCMSLIB00000578133
  • MoNA: EMBL-MCF_spec102767
  • MoNA: EMBL-MCF_spec27182
  • MoNA: EMBL-MCF_spec380849
  • MoNA: EMBL-MCF_spec380867
  • MoNA: EMBL-MCF_spec98962
  • MoNA: GLS00039
  • MoNA: HMDB0000191_c_ms_1130
  • MoNA: HMDB0000191_c_ms_1205
  • MoNA: HMDB0000191_c_ms_1395
  • MoNA: HMDB0000191_ms_ms_304
  • MoNA: HMDB0000191_ms_ms_305
  • MoNA: HMDB0000191_ms_ms_306
  • MoNA: KNA00049
  • MoNA: KNA00051
  • MoNA: KNA00052
  • MoNA: KNA00380
  • MoNA: KNA00381
  • MoNA: KNA00487
  • MoNA: KNA00488
  • MoNA: KNA00489
  • MoNA: KNA00756
  • MoNA: KNA00757
  • MoNA: KNA00758
  • MoNA: KO000029
  • MoNA: KO000030
  • MoNA: KO000031
  • MoNA: KO000032
  • MoNA: KO000033
  • MoNA: KO002063
  • MoNA: KO002064
  • MoNA: KO002065
  • MoNA: KO002066
  • MoNA: KO002067
  • MoNA: KZ000042
  • MoNA: KZ000149
  • MoNA: KZ000150
  • MoNA: KZ000151
  • MoNA: MoNA003281
  • MoNA: MoNA003282
  • MoNA: MoNA003283
  • MoNA: MoNA003284
  • MoNA: MoNA003285
  • MoNA: MoNA003286
  • MoNA: MoNA010645
  • MoNA: MoNA010646
  • MoNA: MoNA010647
  • MoNA: MoNA010648
  • MoNA: MoNA010649
  • MoNA: MoNA010650
  • MoNA: OUF00123
  • MoNA: OUF01010
  • MoNA: PB000452
  • MoNA: PB000453
  • MoNA: PB000454
  • MoNA: PB000455
  • MoNA: PM000929
  • MoNA: PM000981
  • MoNA: PR010173
  • MoNA: PR030004
  • MoNA: PS026801
  • MoNA: RP001601
  • MoNA: RP001602
  • MoNA: RP001611
  • Metlin: METLIN_15

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00355 2.6.1.1 L-aspartate:2-oxoglutarate aminotransferase
KEGG:R00357 1.4.3.2 L-aspartic acid:oxygen oxidoreductase (deaminating)
KEGG:R00373 2.6.1.35 glycine:oxaloacetate aminotransferase
KEGG:R00397 4.1.1.12 L-aspartate 4-carboxy-lyase (L-alanine-forming)
KEGG:R00400 2.6.1.12 L-alanine:oxaloacetate aminotransferase
KEGG:R00480 2.7.2.4 ATP:L-aspartate 4-phosphotransferase
KEGG:R00481 1.4.3.16 L-aspartate:oxygen oxidoreductase
KEGG:R00482 6.3.1.4 L-aspartate:ammonia ligase (ADP-forming)
KEGG:R00483 6.3.1.1 L-aspartate:ammonia ligase (AMP-forming)
KEGG:R00484 3.5.1.7 N-carbamoyl-L-aspartate amidohydrolase
KEGG:R00485 3.5.1.1 L-asparagine amidohydrolase
KEGG:R00486 3.5.5.4 3-cyano-L-alanine aminohydrolase
KEGG:R00487 2.3.1.17 acetyl-CoA:L-aspartate N-acetyltransferase
KEGG:R00488 3.5.1.15 N-acetyl-L-aspartate amidohydrolase
KEGG:R00489 4.1.1.11 L-aspartate 1-carboxy-lyase (beta-alanine-forming)
KEGG:R00490 4.3.1.1 L-aspartate ammonia-lyase (fumarate-forming)
KEGG:R00491 5.1.1.13 aspartate racemase
KEGG:R00493 2.6.1.- L-aspartate:2-oxo acid aminotransferase
KEGG:R00526 3.5.1.8 N-formyl-L-aspartate amidohydrolase
KEGG:R00546 3.5.1.15 N-acyl-L-aspartate amidohydrolase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:CALBI_PRPP-PWY superpathway of histidine, purine and pyrimidine biosynthesis
BioCyc:CALBI_HOMOSERSYN-PWY homoserine biosynthesis
BioCyc:CALBI_DENOVOPURINE2-PWY purine nucleotides de novo biosynthesis
BioCyc:CALBI_ASPARAGINE-DEG1-PWY asparagine degradation
BioCyc:CALBI_ASPBIO-PWY aspartate biosynthesis
BioCyc:CALBI_P121-PWY salvage pathways of purine nucleosides
BioCyc:CALBI_MALATE-ASPARTATE-SHUTTLE-PWY aspartate degradation
BioCyc:CALBI_TRNA-CHARGING-PWY tRNA charging pathway
BioCyc:CALBI_ARGSYNBSUB-PWY arginine biosynthesis
BioCyc:CALBI_GLUTAMINEFUM-PWY glutamine degradation
BioCyc:CALBI_PWY0-162 pyrimidine ribonucleotides de novo biosynthesis
BioCyc:CALBI_ASPARAGINE-BIOSYNTHESIS asparagine biosynthesis
WikiPathways:WP2484 NAD biosynthesis I from aspartate
WikiPathways:WP144 Glycolysis and gluconeogenesis
WikiPathways:WP157 Glycolysis and gluconeogenesis
WikiPathways:WP1027 Glycolysis and gluconeogenesis
WikiPathways:WP5029 Amino acid transport defects (IEMs)
WikiPathways:WP3604 Biochemical pathways: part I
WikiPathways:WP497 Urea cycle and metabolism of amino groups
WikiPathways:WP3622 AtMetExpress overview
View All Pathways