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L-Alanine (PC000103)

Record Information
Version1.0
Creation date2015-10-09 22:28:22 UTC
Update date2017-01-19 02:36:12 UTC
FoodComEx IDPC000103
FoodDB RecordFDB000556
Chemical Information
NameL-Alanine
DescriptionL-Alanine or Alanine, abbreviated Ala or A, is a non-essential amino acid made in the body from either the conversion of the carbohydrate pyruvate or the breakdown of DNA and the dipeptides carnosine and anserine. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine is an important participant as well as a regulator of 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 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. It is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. L-Alanine has been found to be associated with glucagon deficiency, which is an inborn error of metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese.
CAS Number56-41-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(2S)-2-Aminopropanoatebiospider
(2S)-2-Aminopropanoic acidbiospider
(L)-Alaninebiospider
(S)-(+)-Alaninebiospider
(S)-2-Amino-propanoatebiospider
(S)-2-Amino-propanoic acidbiospider
(S)-2-Aminopropanoatebiospider
(S)-2-Aminopropanoic acidbiospider
(S)-2-Aminopropionic acidbiospider
(S)-Alaninebiospider
α-Aminopropionic acidbiospider
2-AminopropanoateHMDB
2-Aminopropanoic acidHMDB
2-Aminopropanoic acid, L-biospider
2-AminopropionateHMDB
2-Aminopropionic acidHMDB
2-AmmoniopropanoateHMDB
2-Ammoniopropanoic acidHMDB
AChEBI
a-AlanineHMDB
a-AminopropionateHMDB
a-Aminopropionic acidHMDB
ALAbiospider
Alaninebiospider
Alanine, INN, USAN; L-formdb_source
Alanine, L- (7CI,8CI)biospider
alpha-Alaninebiospider
alpha-Aminopropanoatebiospider
alpha-Aminopropanoic acidbiospider
alpha-Aminopropionatebiospider
alpha-Aminopropionic acidbiospider
L-(+)-AlanineHMDB
L-&alpha-Alaninebiospider
L-α-Alaninebiospider
L-α-Aminopropionic acidbiospider
L-2-Aminopropanoatebiospider
L-2-Aminopropanoic acidbiospider
L-2-Aminopropionatebiospider
L-2-Aminopropionic acidbiospider
L-a-Alaninebiospider
L-a-Aminopropionatebiospider
L-a-Aminopropionic acidbiospider
L-AlaninChEBI
L-Alanine (9CI)biospider
L-alpha-Alaninebiospider
L-alpha-Aminopropionatebiospider
L-alpha-Aminopropionic acidbiospider
L-S-Aminopropionic acidbiospider
L-α-alanineGenerator
Propanoic acid, 2-amino-, (S)biospider
Propanoic acid, 2-amino-, (S)-biospider
Chemical FormulaC3H7NO2
IUPAC name(2S)-2-aminopropanoic acid
InChI IdentifierInChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1
InChI KeyQNAYBMKLOCPYGJ-REOHCLBHSA-N
Isomeric SMILESC[C@H](N)C(O)=O
Average Molecular Weight89.0932
Monoisotopic Molecular Weight89.047678473
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlanine and derivatives
Alternative Parents
Substituents
  • Alanine or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-2.85SANGSTER (1994)
Experimental Water Solubility164 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 297° dec.DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci G138
Glentham GM7668
Glentham GM0361
MetaSci HMDB0000161
Sigma-Aldrich HMDB0000161
Toronto Research Chemicals A481500