β-(N-Methylamino)-L-alanine
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β-(N-Methylamino)-L-alanine
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CAS No:
15920-93-1
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Formula:
C4H10N2O2
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Chemical Name:
β-(N-Methylamino)-L-alanine
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Synonyms:
L-Alanine,3-(methylamino)-;Propionic acid,2-amino-3-(methylamino)-,L-;3-(Methylamino)-L-alanine;L-α-Amino-β-(methylamino)propionic acid;β-(N-Methylamino)-L-alanine;L-(β-Methylamino)alanine;S(+)-β-Methyl-α,β-diaminopropionic acid;BMMA;β-Methylamino-L-alanine
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CAS No:
Description
ChEBI: A non-proteinogenic L-alpha-amino acid that is L-alanine in which one of the methyl hydrogens is replaced by a methylamino group. A non-proteinogenic amino acid produced by cyanobacteria, it is a neurotoxi that has been postulated as a possible cause of neurodegenerative disorders of aging such as Alzheimer's disease, amyotrophic lateral sclerosis, and the amyotrophic lateral sclerosis/parkinsonism-dementia complex (ALS-PDC) syndrome of Guam.
L-BMAA is a non-proteinogenic L-alpha-amino acid that is L-alanine in which one of the methyl hydrogens is replaced by a methylamino group. A non-proteinogenic amino acid produced by cyanobacteria, it is a neurotoxin that has been postulated as a possible cause of neurodegenerative disorders of aging such as Alzheimer's disease, amyotrophic lateral sclerosis, and the amyotrophic lateral sclerosis/parkinsonism-dementia complex (ALS-PDC) syndrome of Guam. It has a role as a neurotoxin and a bacterial metabolite. It is a secondary amino compound, a non-proteinogenic L-alpha-amino acid, a L-alanine derivative and a diamino acid.
Characteristics
75.4
-4.00 (est)
white solid
1.157 g/cm3
284.2ºC at 760 mmHg
125.7ºC
1.484
solutions may be stored for several days at 4#x00b0;Csoluble
−20°C
3.9X10-9 mm Hg at 25 deg C (est)
other linear non-peptide (BMAA)
Drug Information
Drugs that bind to and activate excitatory amino acid receptors. (See all compounds classified as Excitatory Amino Acid Agonists.)
2-amino-3(methylamino)propionic acid
β-(N-Methylamino)-L-alanine Use and Manufacturing
Neurotoxic glutamate agonist originally isolated from Cycas circinalis. Implicated in the pathogenesis of amyotrophic lateral sclerosis-Parkinsonism-dementia complex of Guam (Guam ALS-PD).
Computed Properties
Molecular Weight:118.13
XLogP3:-3.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:118.074227566
Monoisotopic Mass:118.074227566
Topological Polar Surface Area:75.4
Heavy Atom Count:8
Complexity:84.1
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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