B107
L-BMAA 盐酸盐
≥97% (NMR), neurotoxin, powder
别名:
S(+)-2-氨基-3-(甲基氨基)丙酸 盐酸盐
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关于此项目
经验公式(希尔记法):
C4H10N2O2 · HCl
化学文摘社编号:
分子量:
154.60
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.32
产品名称
L-BMAA 盐酸盐, ≥97% (NMR), powder
方案
≥97% (NMR)
表单
powder
旋光性
[α]/D +21 to +31°, c = 0.5 M in 0.1 M HCl(lit.)
储存条件
desiccated
颜色
white to beige
溶解性
H2O: soluble (solutions may be stored for several days at 4 °C)
储存温度
−20°C
SMILES字符串
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
相关类别
一般描述
L-BMAA 盐酸盐/ β-N-甲基氨基-1-丙氨酸(BMAA)是一种蓝藻神经毒素(cyanobacterial neurotoxin)。
应用
L-BMAA 盐酸盐可用作标准品,用于比较沙漠结皮(desert crust)材料的β-N-甲基氨基-1-丙氨酸(BMAA)异构体分析中的所有样品。它也已被用作f/2+Sii培养基的添加剂,用于处理三角藻(Phaeodyylum tricornutum)和威氏海链藻 (Thalassiosira weissflogii)细胞,以研究其对它们的作用。
生化/生理作用
L-BMAA盐酸盐有助于阻止硫酸乙酰肝素加入磷脂酰肌醇蛋白聚糖。它具有不同寻常的谷氨酸受体结合特性。它可引起肌萎缩性侧索硬化症/ Lou Gehrig′病。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
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)
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
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)
Johan Eriksson et al.
Amino acids, 36(1), 43-48 (2008-01-12)
Two different assays have been developed and used in order to investigate the optimal conditions for derivatization and detection of acid beta-N-methyl-amino-L-alanine (BMAA) in a cyanobacterial sample. BMAA was extracted from cyanobacterial cultures both from the cytosolic ("free") fraction and
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