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Merck
CN

B107

L-BMAA hydrochloride

≥97% (NMR), neurotoxin, powder

Synonym(s):

S(+)-2-Amino-3-(methylamino)propionic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C4H10N2O2 · HCl
CAS Number:
16012-55-8
Molecular Weight:
154.60
UNSPSC Code:
12352209
PubChem Substance ID:
329773160
NACRES:
NA.32
MDL number:
MFCD00055227

Key Documents

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Product Name

L-BMAA hydrochloride, ≥97% (NMR), powder

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

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

Quality Level

100

Related Categories

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000450088
0000450088
0000440271
0000440272
0000440272

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2-Amino-β-methylamino-propionc acid, a new amino acid from seeds of Cycas circinali.
Vega, et al.
Psychochemistry, 6, 759-762 (1967)
Aifeng Li et al.
Aquatic toxicology (Amsterdam, Netherlands), 221, 105425-105425 (2020-02-15)
Neurotoxin β-N-methylamino-L-alanine (BMAA) has been widely detected in diverse aquatic organisms and hypothesized as an environmental risk to neurodegenerative diseases in humans. However, the knowledge of its toxicity to marine organisms requires attention. In the present study, embryos and sperm
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)
The effect of exogenous beta-N-methylamino-l-alanine (BMAA) on the diatoms Phaeodactylum tricornutum and Thalassiosira weissflogii
Lage S, et al.
Harmful Algae, 85-92 (2016)
Alexandra Lepoutre et al.
Toxins, 12(2) (2020-01-25)
The environmental neurotoxin β-methylamino-l-alanine (BMAA) may represent a risk for human health. BMAA accumulates in freshwater and marine organisms consumed by humans. However, few data are available about the kinetics of BMAA accumulation and detoxification in exposed organisms, as well
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