Metabolite Card
Formula: C6H14N4O2 (174.1117)
SMILES: N[C@H](CCCNC(N)=N)C(O)=O
Synonyms [en]
D-Arginine; D-2-Amino-5-guanidinovaleric acid; (2R)-2-amino-5-(carbamimidamido)pentanoic acid; D-Arginin; (2R)-2-Amino-5-guanidinopentanoic acid; (R)-2-amino-5-guanidinopentanoic acid
Last reviewed on 2024-06-28.
Cite this Page
D-Arginine. 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: BioCAD00000009277). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
D-Arginine, also known as D-2-amino-5-guanidinovaleric acid or (2R)-2-amino-5-guanidinopentanoate, is a member of the class of compounds known as D-alpha-amino acids. D-alpha-Amino acids are alpha amino acids which have the D-configuration of the alpha-carbon atom. D-Arginine is slightly soluble (in water). D-Arginine can be found in human epidermis and platelet tissues. Within the cell, D-arginine is primarily located in the peroxisome. In humans, D-arginine is involved in D-arginine and D-ornithine metabolism. Arginine (abbreviated as Arg or R) is an alpha-amino acid that is used in the biosynthesis of proteins. It is encoded by the codons CGU, CGC, CGA, CGG, AGA, and AGG. It contains an alpha-amino group, an alpha-carboxylic acid group, and a side chain consisting of a 3-carbon aliphatic straight chain ending in a guanidino group. At physiological pH, the carboxylic acid is deprotonated, the amino group is protonated, and the guanidino group is also protonated to give the guanidinium form (-C-(NH2)2+), making arginine a charged, aliphatic amino acid. It is the precursor for the biosynthesis of nitric oxide. D-Arginine is an essential amino acid that is physiologically active in the L-form.
DBLinks
- CAS Registry Number: 157-06-2
- PubChem CID: 71070
- ChEBI: 15816
- HMDB: HMDB0003416
- LipidMaps:
- KEGG: C00792
- BioCyc: CPD-220
- NCBI MeSH:
- Wikipedia: Arginine
Other DBLinks
- CAS Registry Number: 157-06-2
- PubChem: 71070
- ChEBI: ChEBI:15816
- HMDB: HMDB0003416
- HMDB: HMDB03416
- KEGG: C00792
- BioCyc: CPD-220
- Wikipedia: Arginine
- DrugBank: DB04027
- RefMet: RM0012594
- MoNA: HMDB0003416_ms_ms_2292
- MoNA: HMDB0003416_ms_ms_2293
- MoNA: HMDB0003416_ms_ms_2294
- Metlin: METLIN_6924
- Coconut NaturalProduct: CNP0257247.2
Class / Ontology
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:15816] D-arginine
- Coconut NaturalProduct: [Aminoacids] Aminoacids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00567 | 5.1.1.9 | arginine racemase |
| KEGG:R02458 | 3.5.3.10 | D-arginine amidinohydrolase |
| KEGG:R02923 | 1.4.3.3 | D-arginine:oxygen oxidoreductase (deaminating) |
| KEGG:R02924 | 2.6.1.21 | D-arginine:2-oxoglutarate aminotransferase |
| KEGG:R11016 | 1.4.99.6 | C00792 + C00028<=>C21026 + C00030 |
| KEGG:R11018 | 1.4.99.6 | D-arginine:acceptor oxidoreductase (deaminating) |
| BioCyc:RXN-15849 | CPD-220 + Acceptor --> CPD-17095 + Donor-H2 | |
| BioCyc:RXN-7563 | 1.4.99.6 | CPD-220 + WATER + Acceptor --> CPD-824 + AMMONIUM + Donor-H2 |
| BioCyc:ARGININE-RACEMASE-RXN | 5.1.1.9 | ARG<=>CPD-220 |
| BioCyc:D-ARGINASE-RXN | 3.5.3.10 | WATER + CPD-220<=>UREA + CPD-217 |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP1642 | D-arginine and D-ornithine metabolism |
| PathBank:SMP0087378 | D-Arginine and D-Ornithine Metabolism |
| PathBank:SMP0063608 | D-Arginine and D-Ornithine Metabolism |
| PathBank:SMP0087433 | D-Arginine and D-Ornithine Metabolism |
| PathBank:SMP0000036 | D-Arginine and D-Ornithine Metabolism |
| PathBank:SMP0087190 | D-Arginine and D-Ornithine Metabolism |
| PathBank:SMP0087291 | D-Arginine and D-Ornithine Metabolism |