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16012-55-8

16012-55-8 Structure

16012-55-8 Structure
IdentificationBack Directory
[Name]

L-BMAA HYDROCHLORIDE
[CAS]

16012-55-8
[Synonyms]

L-BMAA.HCL
β-Methylamino-L-alanine Hydrochloride
β-N-methylamino-L-alanine hydrochloride
3-(Methylamino)-L-alanine monohydrochloride
(S)-2-AMINO-3-(METHYLAMINO)PROPANOIC ACID HCL
L-Alanine, 3-(methylamino)-, hydrochloride (1:1)
L-2-aMino-3(MethylaMino)propanoic acid hydrochloride
s(+)-2-amino-3-(methylamino)propionic acid hydrochloride
(2S)-2-amino-3-(methylamino)propanoic acid hydrochloride
H-Dap(Me)-OH (S)-2-Amino-3-(methylamino)propanoic acid hydrochloride
[Molecular Formula]

C4H10N2O2HCl
[MDL Number]

MFCD00055227
[MOL File]

16012-55-8.mol
Chemical PropertiesBack Directory
[Melting point ]

>147°C (dec.)
[storage temp. ]

-20°C
[solubility ]

H2O: soluble (solutions may be stored for several days at 4°C)
[form ]

powder
[color ]

white to beige
[Optical Rotation]

[α]20/D +35°, c = 1.15 in 5 M HCl(lit.)
[Water Solubility ]

Soluble to 60 mM in water
[Stability:]

Hygroscopic
[InChI]

1S/C4H10N2O2.ClH/c1-6-2-3(5)4(7)8;/h3,6H,2,5H2,1H3,(H,7,8);1H/t3-;/m0./s1
[InChIKey]

VDXYGASOGLSIDM-DFWYDOINSA-N
[SMILES]

Cl.CNC[C@H](N)C(O)=O
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

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.
[General Description]

L-BMAA hydrochloride/β-N-methylamino-l-alanine (BMAA) is a cyanobacterial neurotoxin.
[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.
[in vivo]

β-N-methylamino-L-alanine (460 mg/kg, s.c., daily, 2 weeks) hydrochloride inhibits melatonin synthesis in a Wistar rat model[4].
β-N-methylamino-L-alanine (BMAA-HCl, 400 mg kg, s.c.) hydrochloride induces developmental neurotoxicity in a rat model[5].
β-N-methylamino-L-alanine (100-350 mg/kg, i.p., 5 consecutive days) hydrochloride causes neurological and pathological phenotypes mimicking Amyotrophic Lateral Sclerosis (ALS) in male rats[6].
β-N-methylamino-L-alanine (5-10 nmol, intravitreal injections) hydrochloride induces in vivo retinal cell death in mice[8].
β-N-methylamino-L-alanine (250 mg/kg, i.p., 5 consecutive days) hydrochloride produces oxidative damage in liver and kidney of rats, with the significant increase of lipid peroxidation and high catalase activity[12].
β-N-methylamino-L-alanine (40-460 mg/kg, s.c., 2 days) hydrochloride perturbs the intermediary metabolism in neonatal rats, with impairments in learning and memory function[13].

[IC 50]

mGluR3
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

L-BMAA HYDROCHLORIDE(16012-55-8)1HNMR
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