D-Aspartate (BioCAD00000009279)
Metabolite Card
Formula: C4H7NO4 (133.0375)
SMILES: N[C@H](CC(O)=O)C(O)=O
Synonyms [en]
D-Aspartic acid; D-Aspartate; D-Asparaginsaeure; Aspartic acid D-form; (2R)-2-aminobutanedioic acid; (R)-2-aminosuccinic acid
Last reviewed on 2024-06-28.
Cite this Page
D-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: BioCAD00000009279). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
D-Aspartic acid is the D-isomer of aspartic acid. Since its discovery in invertebrates, free D-aspartate (D-Asp) has been identified in a variety of organisms, including microorganisms, plants, and lower animals, mammals and humans. D-Asp in mammalian tissues is present in specific cells, indicating the existence of specific molecular components that regulate D-Asp levels and localization in tissues. In the rat adrenal medulla, D-Asp is closely associated with adrenaline-cells (A-cells), which account for approximately 80% of the total number of chromaffin cells in the tissue, and which make and store adrenaline. D-Asp appears to be absent from noradrenaline-cells (NA-cells), which comprise approximately 20% of the total number of chromaffin cells in the adrenal medulla, and which make and store noradrenaline. D-aspartate oxidase (EC 1.4.3.1, D-AspO), which catalyzes oxidative deamination of D-Asp, appears to be present only in NA-cells, suggesting that the lack of D-Asp in these cells is due to D-Asp oxidase-mediated metabolism of D-Asp. In the rat adrenal cortex, the distribution of D-Asp changes during development. It has been suggested that developmental changes in the localization of D-Asp reflects the participation of D-Asp in the development and maturation of steroidogenesis in rat adrenal cortical cells. D-Asp is involved in steroid hormone synthesis and secretion in mammals as well. D-Asp is synthesized intracellularly, most likely by Asp racemase (EC 5.1.1.13). Endogenous D-Asp apparently has two different intracellular localization patterns: cytoplasmic and vesicular. D-Asp release can occur through three distinct pathways: 1) spontaneous, continuous release of cytoplasmic D-Asp, which is not associated with a specific stimulus; 2) release of cytoplasmic D-Asp via a volume-sensitive organic anion channel that connects the cytoplasm and extracellular space; 3) exocytotic discharge of vesicular D-Asp. D-Asp can be released via a mechanism that involves the L-Glu transporter. D-Asp is thus apparently in dynamic flux at the cellular level to carry out its physiological function(s) in mammals (PMID:16755369).
DBLinks
- CAS Registry Number: 1783-96-6
- PubChem CID: 83887
- ChEBI: 17364
- HMDB: HMDB0006483
- LipidMaps:
- KEGG: C00402
- BioCyc: CPD-302
- NCBI MeSH: D-Aspartic Acid
- Wikipedia: Aspartic acid
Other DBLinks
- CAS Registry Number: 1783-96-6
- CAS Registry Number: 27881-01-2
- PubChem: 83887
- ChEBI: ChEBI:17364
- HMDB: HMDB0006483
- KEGG: C00402
- BioCyc: CPD-302
- NCBI MeSH: D-Aspartic Acid
- Wikipedia: Aspartic acid
- DrugBank: DB02655
- RefMet: RM0042889
- MoNA: CCMSLIB00000578099
- MoNA: EMBL-MCF_spec10435
- MoNA: HMDB0006483_ms_ms_2487
- MoNA: HMDB0006483_ms_ms_2488
- MoNA: HMDB0006483_ms_ms_2489
- Metlin: METLIN_63097
- Coconut NaturalProduct: CNP0141839.2
Class / Ontology
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:17364] D-aspartic acid
- Coconut NaturalProduct: [Aminoacids] Aminoacids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00359 | 1.4.3.1 | D-aspartate:oxygen oxidoreductase (deaminating) |
| KEGG:R00491 | 5.1.1.13 | aspartate racemase |
| KEGG:R02182 | 3.5.1.83 | N-acyl-D-aspartate amidohydrolase |
| KEGG:R05053 | 2.6.1.21 | D-aspartate:2-oxoglutarate aminotransferase |
| KEGG:R09590 | 6.3.1.12 | D-aspartate:[beta-GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)]n ligase (ADP-forming) |
| BioCyc:RXN-19728 | 3.1.1.96 | D-aspartyl-tRNA-Asp + WATER --> CPD-302 + ASP-tRNAs + PROTON |
| BioCyc:RXN-23928 | 6.1.1.12 | ASP-tRNAs + CPD-302 + ATP --> D-aspartyl-tRNA-Asp + PPI + AMP |
| BioCyc:RXN-23929 | CPD-302 + ATP + PROTON --> CPD-26479 + PPI | |
| BioCyc:RXN-11344 | 6.3.1.12 | CPD-12305 + CPD-302 + ATP --> CPD-12306 + ADP + Pi + PROTON |
| BioCyc:ASPARTATE-RACEMASE-RXN | 5.1.1.13 | L-ASPARTATE --> CPD-302 |
| BioCyc:D-ASPARTATE-OXIDASE-RXN | 1.4.3.15 | OXYGEN-MOLECULE + WATER + CPD-302 --> AMMONIUM + HYDROGEN-PEROXIDE + OXALACETIC_ACID |
| BioCyc:3.5.1.83-RXN | 3.5.1.83 | N-ACYL-D-ASPARTATE + WATER --> Carboxylates + CPD-302 |
| BioCyc:RXN-11342 | 6.3.1.12 | CPD-12298 + CPD-302 + ATP --> PROTON + CPD-12302 + ADP + Pi |
| BioCyc:6.3.1.12-RXN | 6.3.1.12 | CPD-7695 + CPD-302 + ATP --> PROTON + D-aspartate-peptidoglycan + ADP + Pi |
Taxonomy Source
- Acorus gramineus [ncbi taxid: 55184]
- Acorus tatarinowii [ncbi taxid: 123564]
- Allium sativum [ncbi taxid: 4682]
- Aloe africana [ncbi taxid: 1080010]
- Aloe ferox [ncbi taxid: 117798]
- Aloe spicata [ncbi taxid: 992642]
- Aloe vera [ncbi taxid: 34199]
- Amomum melegueta [ncbi taxid: ]
- Anacyclus monanthos [ncbi taxid: 282203]
- Arabidopsis thaliana [ncbi taxid: 3702]
- Arachis hypogaea [ncbi taxid: 3818]
- Arum palaestinum [ncbi taxid: 749969]
- Astragalus siculus [ncbi taxid: 3391572]
- Bacillus amyloliquefaciens ACCC11060 + Trichoderma asperellum GDFS1009 [ncbi taxid: ]
- Bertholletia excelsa [ncbi taxid: 3645]
- Brassica juncea [ncbi taxid: 3707]
- Bupleurum chinense [ncbi taxid: 52451]
- Bupleurum falcatum [ncbi taxid: 46367]
- Bupleurum scorzonerifolium [ncbi taxid: 48105]
- Calvatia fenzlii [ncbi taxid: 626502]
- Calvatia gigantea [ncbi taxid: 68762]
- Calvatia lilacina [ncbi taxid: 2979578]
- Chondria armata [ncbi taxid: 860625]
- Comanthus bennetti [ncbi taxid: ]
- Coriolopsis gallica [ncbi taxid: 76126]
- Corydalis tashiroi [ncbi taxid: 2992623]
- Elvira biflora [ncbi taxid: ]
- Euphorbia cuneata [ncbi taxid: 457245]
- Fagopyrum esculentum [ncbi taxid: 3617]
- Flustra denticulata [ncbi taxid: ]
- Foeniculum vulgare [ncbi taxid: ]
- Ginkgo biloba [ncbi taxid: 3311]
- Glycyrrhiza glabra [ncbi taxid: 49827]
- Guizotia scabra [ncbi taxid: 413573]
- Hakea trifurcata [ncbi taxid: 1136213]
- Homo sapiens [ncbi taxid: 9606]
- Juglans nigra [ncbi taxid: 16719]
- Leontice robustum [ncbi taxid: ]
- Malus pumila [ncbi taxid: 283210]
- Mikania cordifolia [ncbi taxid: 1127086]
- Mus musculus [ncbi taxid: 10090]
- Nezara viridula [ncbi taxid: 85310]
- Oryza sativa [ncbi taxid: 4530]
- Otholobium glandulosum [ncbi taxid: 247915]
- Pinellia ternata [ncbi taxid: 199225]
- Pogostemon cablin [ncbi taxid: 28511]
- Polysiphonia nigra [ncbi taxid: ]
- Prunus speciosa [ncbi taxid: 378228]
- Raoulia australis [ncbi taxid: 857097]
- Senecio chionophilus [ncbi taxid: ]
- Sinapis alba [ncbi taxid: 3728]
- Solanum lycopersicum [ncbi taxid: 4081]
- Solanum tuberosum [ncbi taxid: 4113]
- Sus scrofa [ncbi taxid: 9823]
- Terminalia brachystemma [ncbi taxid: 578549]
- Tussilago farfara [ncbi taxid: 118778]
- Ulmus campestris [ncbi taxid: ]
- Xestospongia vanilla [ncbi taxid: ]
- Zea mays [ncbi taxid: 4577]
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP5029 | Amino acid transport defects (IEMs) |
| WikiPathways:WP106 | Alanine and aspartate metabolism |
| WikiPathways:WP3262 | Alanine and aspartate metabolism |
| PathBank:SMP0120722 | Hypoacetylaspartia |
| PathBank:SMP0087165 | Aspartate Metabolism |
| PathBank:SMP0087426 | Aspartate Metabolism |
| PathBank:SMP0120681 | Canavan Disease |
| PathBank:SMP0087369 | Aspartate Metabolism |
| PathBank:SMP0120461 | Canavan Disease |
| PathBank:SMP0000067 | Aspartate Metabolism |
| PathBank:SMP0000175 | Canavan Disease |
| PathBank:SMP0087276 | Aspartate Metabolism |
| PathBank:SMP0120502 | Hypoacetylaspartia |
| PathBank:SMP0000192 | Hypoacetylaspartia |
| PathBank:SMP0063597 | Aspartate Metabolism |