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L-BMAA hydrochloride (CAS 16012-55-8)

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Alternate Names:
S(+)-2-Amino-3-(methylamino)propionic acid hydrochloride
Application:
L-BMAA hydrochloride is a monocarboxylic neurotoxic amino acid that can modify activity of N-methyl-D-aspartate receptors
CAS Number:
16012-55-8
Purity:
≥97%
Molecular Weight:
154.60
Molecular Formula:
C4H10N2O2•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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L-BMAA hydrochloride, the hydrochloride salt form of beta-N-methylamino-L-alanine (BMAA), is a non-proteinogenic amino acid of significant interest in neurobiological research. This compound is studied for its potential role in neurological systems, particularly due to its association with certain neurodegenerative conditions. In environmental studies, L-BMAA hydrochloride is examined for its production by cyanobacteria and subsequent biomagnification in aquatic and terrestrial ecosystems. Researchers are involved in investigating the mechanisms by which L-BMAA may affect neural cells, including its influence on glutamate receptors and potential to induce misincorporation of amino acids during protein synthesis. This line of research is critical for understanding the environmental factors that may contribute to neurodegenerative diseases. Furthermore, L-BMAA hydrochloride is utilized in analytical studies to develop detection and quantification methods, which are for monitoring environmental exposure and understanding the epidemiology of associated conditions.


L-BMAA hydrochloride (CAS 16012-55-8) References

  1. Effects of L-beta-N-methylamino-L-alanine (L-BMAA) on the cortical cholinergic and glutamatergic systems of the rat.  |  Rakonczay, Z., et al. 1991. J Neurosci Res. 29: 121-6. PMID: 1653366
  2. Effects of the cyanobacterial neurotoxin beta-N-methylamino-L-alanine on the early-life stage development of zebrafish (Danio rerio).  |  Purdie, EL., et al. 2009. Aquat Toxicol. 95: 279-84. PMID: 19297033
  3. LC-MS/MS determination of the isomeric neurotoxins BMAA (beta-N-methylamino-L-alanine) and DAB (2,4-diaminobutyric acid) in cyanobacteria and seeds of Cycas revoluta and Lathyrus latifolius.  |  Krüger, T., et al. 2010. Toxicon. 55: 547-57. PMID: 19825383
  4. Analytical protocol for identification of BMAA and DAB in biological samples.  |  Spácil, Z., et al. 2010. Analyst. 135: 127-32. PMID: 20024192
  5. Early hippocampal cell death, and late learning and memory deficits in rats exposed to the environmental toxin BMAA (β-N-methylamino-L-alanine) during the neonatal period.  |  Karlsson, O., et al. 2011. Behav Brain Res. 219: 310-20. PMID: 21315110
  6. The effect of β-N-methylamino-L-alanine (BMAA) on oxidative stress response enzymes of the macrophyte Ceratophyllum demersum.  |  Esterhuizen-Londt, M., et al. 2011. Toxicon. 57: 803-10. PMID: 21334358
  7. Neurotoxicity of beta-N-methylamino-L-alanine (BMAA) and beta-N-oxalylamino-L-alanine (BOAA) on cultured cortical neurons.  |  Weiss, JH., et al. 1989. Brain Res. 497: 64-71. PMID: 2551452
  8. Pyrylium Salts as Reactive Matrices for MALDI-MS Imaging of Biologically Active Primary Amines.  |  Shariatgorji, M., et al. 2015. J Am Soc Mass Spectrom. 26: 934-9. PMID: 25821050
  9. Trans generational effects of the neurotoxin BMAA on the aquatic grazer Daphnia magna.  |  Faassen, EJ., et al. 2015. Aquat Toxicol. 168: 98-107. PMID: 26465128
  10. Do vervets and macaques respond differently to BMAA?  |  Cox, PA., et al. 2016. Neurotoxicology. 57: 310-311. PMID: 27133441
  11. Creating a Simian Model of Guam ALS/PDC Which Reflects Chamorro Lifetime BMAA Exposures.  |  Banack, SA. and Cox, PA. 2018. Neurotox Res. 33: 24-32. PMID: 28478528
  12. Repeated five-day administration of L-BMAA, microcystin-LR, or as mixture, in adult C57BL/6 mice - lack of adverse cognitive effects.  |  Myhre, O., et al. 2018. Sci Rep. 8: 2308. PMID: 29396538
  13. Leveraging multi-mode microextraction and liquid chromatography stationary phases for quantitative analysis of neurotoxin β-N-methylamino-L-alanine and other non-proteinogenic amino acids.  |  Emmons, RV., et al. 2022. J Chromatogr A. 1685: 463636. PMID: 36401913
  14. The neurotoxin, beta-N-methylamino-L-alanine (BMAA) interacts with the strychnine-insensitive glycine modulatory site of the N-methyl-D-aspartate receptor.  |  Allen, CN., et al. 1995. Neuropharmacology. 34: 651-8. PMID: 7566501

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

L-BMAA hydrochloride, 10 mg

sc-204049
10 mg
$95.00

L-BMAA hydrochloride, 50 mg

sc-204049A
50 mg
$445.00

L-BMAA hydrochloride, 100 mg

sc-204049B
100 mg
$873.00

L-BMAA hydrochloride, 1 g

sc-204049C
1 g
$6131.00

The molecular weight of BMAA is stated as 154.6 on your web site, yet on PubChem it is stated to be 118.13 g/mol why the discrepancy? There can only be one molecular weight.

Asked by: J Caq
Thank you for your question. The molecular weight indicated for our reagent accounts for the hydrochloride molecule, hence the discrepancy from the Pubchem information.
Answered by: Tech Service
Date published: 2020-06-12

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. L-BMAA hydrochloride, sc-204049, is an off-white to gray powder.
Answered by: TechService7
Date published: 2017-01-16
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Rated 5 out of 5 by from LiuLiu, X. et al. (PubMed 19374900) reported that L-BMAA induces oxidative stress and glutamate release through action on system Xc(-). -SCBT Publication Review
Date published: 2015-02-04
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L-BMAA hydrochloride | CAS 16012-55-8 is rated 5.0 out of 5 by 1.
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