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Merck
모든 사진(1)

주요 문서

B107

Sigma-Aldrich

L-BMAA hydrochloride

≥97% (NMR), powder

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C4H10N2O2 · HCl
CAS Number:
Molecular Weight:
154.60
MDL number:
UNSPSC 코드:
12352209
PubChem Substance ID:
NACRES:
NA.32

Quality Level

분석

≥97% (NMR)

양식

powder

광학 활성

[α]/D +21 to +31°, c = 0.5 M in 0.1 M HCl(lit.)

저장 조건

desiccated

색상

white to beige

solubility

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

저장 온도

−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

일반 설명

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

애플리케이션

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.

생화학적/생리학적 작용

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

Neurotoxic amino acids and their isomers in desert environments
Metcalf JS, et al.
Journal of arid environments, 140-144 (2015)
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
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
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)

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