beta-Methylamino-L-Alanine (hydrochloride)

beta-Methylamino-L-alanine (BMAA) is a neurotoxic non-proteinogenic amino acid that has been found in cyanobacteria. It is cytotoxic to mouse primary cortical neurons when used at a concentration of 3 mM in the presence of bicarbonate, an effect that can be blocked by the NMDA receptor antagonist MK-801 or the mGluR5 receptor antagonist MPEP (Cay-14536). BMAA (3 mM) stimulates release of glutamate and induces oxidative stress in the same cells. It also enhances neuronal cell death induced by amyloid-beta (25-35) in mouse primary cortical neurons when used at a concentration of 0.1 mM. Intracerebroventricular administration of BMAA (500 µg/animal) induces wet-dog shakes, rigidity, and clonic convulsions in rats. It induces parkinsonism in cynomolgus monkeys. BMAA has been found in commercial seafood.Formal Name: 3-(methylamino)-L-alanine, monohydrochloride. CAS Number: 16012-55-8. Synonyms: BMAA, L-BMAA. Molecular Formula: C4H10N2O2 . HCl. Formula Weight: 154.6. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Methanol: Slightly soluble, Water: Slightly soluble. SMILES: N[C@H](C(O)=O)CNC.Cl. InChi Code: InChI=1S/C4H10N2O2.ClH/c1-6-2-3(5)4(7)8,/h3,6H,2,5H2,1H3,(H,7,8),1H/t3-,/m0./s1. InChi Key: VDXYGASOGLSIDM-DFWYDOINSA-N. Origin: Synthetic.