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MW 267.35 Da, Purity >99%. Selective, irreversible monoamine oxidase B (MAO-B) inhibitor, with anti-Parkinson activity. In cell culture (PC-12 and neuroblastoma SH-SY5Y cells) it exhibits neuroprotective and anti-apoptotic activity against several neurotoxins.

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Images

Chemical Structure - Rasagiline mesylate, MAO-B inhibitor (AB120236), expandable thumbnail
  • Functional Studies - Rasagiline mesylate, MAO-B inhibitor (AB120236), expandable thumbnail

Key facts

CAS number
161735-79-1
Purity
> 99%
Form
Solid
Molecular weight
267.35 Da
Molecular formula
C13H17NO3S
PubChem identifier
3052775
Nature
Synthetic

Alternative names

Recommended products

MW 267.35 Da, Purity >99%. Selective, irreversible monoamine oxidase B (MAO-B) inhibitor, with anti-Parkinson activity. In cell culture (PC-12 and neuroblastoma SH-SY5Y cells) it exhibits neuroprotective and anti-apoptotic activity against several neurotoxins.

Key facts

Purity
> 99%
PubChem identifier
3052775
Biochemical name
Rasagiline mesylate
Biological description

Selective, irreversible monoamine oxidase B (MAO-B) inhibitor, with anti-Parkinson activity. In cell culture (PC-12 and neuroblastoma SH-SY5Y cells) it exhibits neuroprotective and anti-apoptotic activity against several neurotoxins.

Canonical SMILES
CS(=O)(=O)O.C#CCNC1CCC2=CC=CC=C12
Isomeric SMILES
CS(=O)(=O)O.C#CCN[C@@H]1CCC2=CC=CC=C12
InChI
InChI=1S/C12H13N.CH4O3S/c1-2-9-13-12-8-7-10-5-3-4-6-11(10)12;1-5(2,3)4/h1,3-6,12-13H,7-9H2;1H3,(H,2,3,4)/t12-;/m1./s1
InChIKey
JDBJJCWRXSVHOQ-UTONKHPSSA-N
IUPAC name
methanesulfonic acid;(1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.
Activity summary

Monoamine oxidase A and B (MAO-A and MAO-B) are enzymes that reside primarily in the outer membrane of mitochondria. They catalyze the oxidative deamination of monoamines which include neurotransmitters such as serotonin dopamine and norepinephrine. MAO-A has a molecular mass of approximately 59 kDa while MAO-B is around 58 kDa. These enzymes are expressed in various tissues with high levels in the brain liver and gastrointestinal tract. They are also known as MAO-A and MAO-B and they play a critical role in regulation of synaptic neurotransmitter levels.

Biological function summary

These enzymes are important for modulating the activity and concentration of neurotransmitters within the central nervous system and peripheral tissues. MAO enzymes ensure proper neurotransmitter homeostasis which affects mood arousal and stress response. They do not form part of larger enzyme complexes but regulate neurotransmitter concentrations individually. The functional balance between MAO-A and MAO-B activity is important for maintaining normal physiological and psychological states.

Pathways

These enzymes are integral to the catecholamine and serotonin degradation pathways. MAO-A preferentially degrades serotonin and norepinephrine whereas MAO-B primarily acts on phenylethylamine and benzylamine although both can oxidize dopamine. Related proteins within these pathways include catechol-O-methyltransferase (COMT) and aldehyde dehydrogenases which continue the breakdown processes of monoamines into their final excretory products.

Associated diseases and disorders

Dysfunction of MAO-A and MAO-B has links to psychiatric and neurodegenerative disorders. MAO-A abnormalities are associated with depression and mood disorders while altered MAO-B activity correlates with Parkinson’s disease. The imbalance involving these enzymes can affect neurotransmitter levels leading to disease progression. Proteins such as alpha-synuclein associated with Parkinson's disease have connections to MAO-B through their functional roles in dopaminergic neuron degeneration.

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2 product images

  • Chemical Structure - Rasagiline mesylate, MAO-B inhibitor (ab120236), expandable thumbnail

    Chemical Structure - Rasagiline mesylate, MAO-B inhibitor (ab120236)

    2D chemical structure image of ab120236, Rasagiline mesylate, MAO-B inhibitor

  • Functional Studies - Rasagiline mesylate, MAO-B inhibitor (ab120236), expandable thumbnail

    Functional Studies - Rasagiline mesylate, MAO-B inhibitor (ab120236)

    ab131457 staining Bcl2 in SK-N-SH cells treated with rasagiline mesylate (ab120236), by ICC/IF. Increase in Bcl2 expression correlates with increased concentration of rasagiline mesylate, as described in literature.
    The cells were incubated at 37°C for 24h in media containing different concentrations of ab120236 (rasagiline mesylate) in DMSO, fixed with 100% methanol for 5 minutes at -20°C and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab131457 (1 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 goat anti-rabbit polyclonal antibody (Goat Anti-Rabbit IgG H&L (DyLight® 488) preadsorbed ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

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