β-Methylamino-L-alanine

β-Methylamino-L-alanine, or BMAA, is a non-proteinogenic amino acid produced by cyanobacteria. BMAA is a neurotoxin. Its potential role in various neurodegenerative disorders is the subject of scientific research.

β-Methylamino-L-alanine
Names
IUPAC name
3-(Methylamino)-L-alanine
Systematic IUPAC name
(2S)-2-Amino-3-(methylamino)propanoic acid
Other names
2-Amino-3-methylaminopropanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
MeSH alpha-amino-beta-methylaminopropionate
UNII
  • InChI=1S/C4H10N2O2/c1-6-2-3(5)4(7)8/h3,6H,2,5H2,1H3,(H,7,8)/t3-/m0/s1 N
    Key: UJVHVMNGOZXSOZ-VKHMYHEASA-N N
  • CNC[C@@H](C(=O)O)N
Properties
C4H10N2O2
Molar mass 118.136 g·mol−1
log P −0.1
Acidity (pKa) 1.883
Basicity (pKb) 12.114
Related compounds
Related alkanoic acids
Related compounds
Dimethylacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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