D-Alanine (BioCAD00000009246)

blood cerebrospinal fluid (csf) feces urine

Metabolite Card

Formula: C3H7NO2 (89.0477)
SMILES: C[C@@H](N)C(O)=O

Synonyms [en]

D-Alanine; D-Ala; D-2-Aminopropionic acid; (2R)-2-aminopropanoic acid; DAL; D-Alanin

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

D-Alanine. 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: BioCAD00000009246). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Alanine is a nonessential amino acid made in the body from the conversion of the carbohydrate pyruvate or the breakdown of DNA and the dipeptides carnosine and anserine. It is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (Branched Chain Amino Acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as regulator in glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine reduces both severe hypoglycemia and the ketosis of diabetes. It is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine and glycine, is an inhibitory neurotransmitter in the brain. Alanine can be found in some Gram-positive bacteria (PMID:24752840).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 338-69-2
  • PubChem: 71080
  • ChEBI: ChEBI:15570
  • HMDB: HMDB0001310
  • HMDB: HMDB01310
  • KEGG: C00133
  • BioCyc: D-ALANINE
  • NCBI MeSH: Alanine
  • Wikipedia: Alanine
  • DrugBank: DB01786
  • RefMet: RM0021847
  • MoNA: BAF_UVA_POS001087
  • MoNA: CCMSLIB00000578037
  • MoNA: CCMSLIB00000578284
  • MoNA: EMBL-MCF_spec130217
  • MoNA: EMBL-MCF_spec130348
  • MoNA: EMBL-MCF_spec61838
  • MoNA: HMDB0001310_ms_ms_1510
  • MoNA: HMDB0001310_ms_ms_1511
  • MoNA: HMDB0001310_ms_ms_1512
  • MoNA: KO000019
  • MoNA: KO000020
  • MoNA: KO002048
  • MoNA: KO002049
  • MoNA: KO002050
  • MoNA: KO002051
  • MoNA: KO002052
  • MoNA: MoNA023961
  • MoNA: MoNA023965
  • MoNA: MoNA_0006616
  • MoNA: MoNA_0006617
  • MoNA: MoNA_0006618
  • MoNA: MoNA_0006619
  • MoNA: MoNA_0006620
  • MoNA: MoNA_0006621
  • MoNA: MoNA_0007806
  • MoNA: MoNA_0007807
  • MoNA: MoNA_0008356
  • MoNA: MoNA_0008358
  • Metlin: METLIN_58035

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00399 2.3.1.263 2-amino-4-ketopentanoate thiolase;
KEGG:R00401 5.1.1.1 alanine racemase
KEGG:R01147 pyridoxamine-5'-phosphate:2-oxoglutarate aminotransferase
KEGG:R01148 2.6.1.21 D-alanine:2-oxoglutarate aminotransferase
KEGG:R01149 2.3.2.14 L-glutamine:D-alanine gamma-glutamyltransferase
KEGG:R01150 6.3.2.4 D-alanine:D-alanine ligase (ADP-forming)
KEGG:R01225 2.1.2.7 5,10-methylenetetrahydrofolate:D-alanine 2-hydroxymethyltransferase
KEGG:R01344 2.6.1.21 D-alanine:2-oxo acid aminotransferase
KEGG:R02718 6.1.1.13 D-alanine:poly(ribitol phosphate) ligase (AMP-forming)
KEGG:R04369 6.3.2.16 D-alanine:alanyl-poly(glycerolphosphate) ligase (ADP-forming)
KEGG:R04611 3.4.17.8 UDP-N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alanine carboxypeptidase
KEGG:R05861 1.4.3.3 D-alanine:oxygen oxidoreductase (deaminating)
KEGG:R07651 3.4.13.22 D-Ala-D-Ala dipeptidase
KEGG:R08850 3.4.17.8 UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl-D-alanyl-D-alanine carboxypeptidase
KEGG:R09588 6.1.2.1 D-alanine:(R)-lactate ligase (ADP-forming)
KEGG:R09595 6.3.2.35 D-alanine:D-serine ligase (ADP-forming)
KEGG:R11965 3.1.1.103 teichoic acid D-alanylhydrolase
KEGG:R12557 C04630 + C00133<=>C22247 + C00001
KEGG:R12812 6.1.1.13 C00002 + C00133 + G13185<=>C00020 + C00013 + G13186
KEGG:R12863 6.1.1.13 C00002 + C00133 + G13167<=>C00020 + C00013 + G13180
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:TRYPANO_PEP-LIPA-SYN-PWY peptidoglycan and lipid A precursor biosynthesis
BioCyc:TRYPANO_PWY-6387 UDP-N-acetylmuramoyl-pentapeptide biosynthesis III (meso-DAP-containing)
BioCyc:TRYPANO_PEPTIDOGLYCANSYN-PWY peptidoglycan biosynthesis I (meso-diaminopimelate containing)
BioCyc:TRYPANO_PWY0-1061 superpathway of alanine biosynthesis
BioCyc:TRYPANO_ALANINE-VALINESYN-PWY alanine biosynthesis I
PathBank:SMP0000791 D-Alanine Metabolism
PathBank:SMP0000808 Inner Membrane Transport
PathBank:SMP0000810 L-Alanine Metabolism
PathBank:SMP0000924 Peptidoglycan Biosynthesis I
PathBank:SMP0002074 Peptidoglycan Biosynthesis II
WikiPathways:WP5060 Peptidoglycan cytoplasmic synthesis and recycling pathways
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-OAU-2883407 Carbohydrate metabolism
Plant Reactome:R-OAU-1119436 Peptidoglycan biosynthesis I
Plant Reactome:R-TAE-2883407 Carbohydrate metabolism
Plant Reactome:R-TAE-1119436 Peptidoglycan biosynthesis I
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-DRO-2744345 Metabolism and regulation
Plant Reactome:R-OMI-2883407 Carbohydrate metabolism
View All Pathways