General Information of MET (ID: META00406)
Name D-Alanine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2R)-2-Aminopropanoate; (2R)-2-Aminopropanoic acid; (2R)-2-Aminopropionic acid; (R)-2-Aminopropanoate; (R)-2-Aminopropanoic acid; (R)-Alanine; Alanine; D(-)-a -Alanine; D(-)-alpha-Alanine; D-(-)-Alanine; D-2-Aminopropionate; D-2-Aminopropionic acid; D-Ala; D-Alanin; D-a-Aminopropionate; D-a-Aminopropionic acid; D-alpha-Alanine; D-alpha-Aminopropionic acid; DAL
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Microbial
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
71080
HMDB ID
HMDB0001310
Formula
C3H7NO2
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00133
DrugBank ID
DB01786
ChEBI ID
15570
FooDB ID
FDB022546
ChemSpider ID
64234
Physicochemical Properties Molecular Weight 89.09 Topological Polar Surface Area 63.3
XlogP -3 Complexity 61.8
Heavy Atom Count 6 Rotatable Bond Count 1
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
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. http://www.dcnutrition.com/AminoAcids/). Alanine can be found in some Gram-positive bacteria.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            GTPase KRas (KRAS) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Overexpression of KRAS
                      Induced Change D-Alanine concentration: decrease (FC = 0.28)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Lung cancer [ICD-11: 2C25]
                      Details It is reported that overexpression of KRAS leads to the decrease of D-alanine levels compared with control group.
References
1 Capturing the metabolomic diversity of KRAS mutants in non-small-cell lung cancer cells. Oncotarget. 2014 Jul 15;5(13):4722-31.

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