All Photos(1)
Synonym(s):
S(+)-2-Amino-3-(methylamino)propionic acid hydrochloride
Empirical Formula (Hill Notation):
C4H10N2O2 · HCl
CAS Number:
Molecular Weight:
154.60
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
Recommended Products
Quality Level
Assay
≥97% (NMR)
form
powder
optical activity
[α]/D +21 to +31°, c = 0.5 M in 0.1 M HCl(lit.)
storage condition
desiccated
color
white to beige
solubility
H2O: soluble (solutions may be stored for several days at 4 °C)
storage temp.
−20°C
SMILES string
Cl.CNC[C@H](N)C(O)=O
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
General description
L-BMAA hydrochloride/β-N-methylamino-l-alanine (BMAA) is a cyanobacterial neurotoxin.
Application
L-BMAA hydrochloride has been used as a standard to compare all the samples in the analysis of β-N-methylamino-l-alanine (BMAA) isomers in desert crust material. It has also been used as an additive with f/2+Si medium to treat the cells of Phaeodactylum tricornutum and Thalassiosira weissflogii to study its effect on them.
Biochem/physiol Actions
L-BMAA hydrochloride helps to block the addition of heparan sulfate to glypican-1. It possesses unusual glutamate receptor binding properties. It may cause amyotrophic lateral sclerosis/Lou Gehrig′s disease.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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David A Davis et al.
Journal of neuropathology and experimental neurology, 79(4), 393-406 (2020-02-23)
The early neuropathological features of amyotrophic lateral sclerosis/motor neuron disease (ALS/MND) are protein aggregates in motor neurons and microglial activation. Similar pathology characterizes Guamanian ALS/Parkinsonism dementia complex, which may be triggered by the cyanotoxin β-N-methylamino-l-alanine (BMAA). We report here the
Olga A Koksharova et al.
Toxins, 12(6) (2020-06-10)
All cyanobacteria produce a neurotoxic non-protein amino acid β-N-methylamino-L-alanine (BMAA). However, the biological function of BMAA in the regulation of cyanobacteria metabolism still remains undetermined. It is known that BMAA suppresses the formation of heterocysts in diazotrophic cyanobacteria under nitrogen
Neurotoxic amino acids and their isomers in desert environments
Metcalf JS, et al.
Journal of arid environments, 140-144 (2015)
Beta-N-methylamino-L-alanine (L-BMAA) is a potent agonist of 'metabolotropic' glutamate receptors.
A Copani et al.
European journal of pharmacology, 181(3), 327-328 (1990-06-08)
The cyanobacterial neurotoxin beta-N-methylamino-l-alanine prevents addition of heparan sulfate to glypican-1 and increases processing of amyloid precursor protein in dividing neuronal cells
Cheng F, et al.
Experimental Cell Research (2019)
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