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MW 206.63 Da, Purity >99%. Releases NO, superoxide and peroxynitrite under physiological conditions. Potent vasodilator and inhibitor of platelet aggregation. Active metabolite of molsidomine (ab142914). Protective in myocardial ischemia-reperfusion. Orally active.

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Images

Chemical Structure - 3-Morpholinosydnonimine hydrochloride (SIN-1 hydrochloride), Vasodilator (AB141525), expandable thumbnail

Publications

Key facts

CAS number

16142-27-1

Purity

> 99%

Form

Solid

Molecular weight

206.63 Da

Molecular formula

C6H11ClN4O2

PubChem identifier

9859122

Nature

Synthetic

Alternative names

Recommended products

MW 206.63 Da, Purity >99%. Releases NO, superoxide and peroxynitrite under physiological conditions. Potent vasodilator and inhibitor of platelet aggregation. Active metabolite of molsidomine (ab142914). Protective in myocardial ischemia-reperfusion. Orally active.

Key facts

Purity

> 99%

PubChem identifier

9859122

Solubility

Soluble in water to 100 mM. Soluble in DMSO to 100 mM.

Biochemical name

3-Morpholinosydnonimine hydrochloride

Biological description

Releases NO, superoxide and peroxynitrite under physiological conditions. Potent vasodilator and inhibitor of platelet aggregation. Active metabolite of molsidomine (ab142914). Protective in myocardial ischemia-reperfusion. Orally active.

Canonical SMILES

C1COCCN1[N+]2=CC(=N)O[N-]2.Cl

InChI

InChI=1S/C6H10N4O2.ClH/c7-6-5-10(8-12-6)9-1-3-11-4-2-9;/h5,7H,1-4H2;1H

InChIKey

NCGICGYLBXGBGN-UHFFFAOYSA-N

IUPAC name

3-morpholin-4-yl-1-oxa-3-azonia-2-azanidacyclopent-3-en-5-imine;hydrochloride

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate short-term storage conditions

-20°C

Appropriate long-term storage conditions

-20°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

Tau also known as MAPT (Microtubule-Associated Protein Tau) is a protein involved in stabilizing microtubules primarily in neurons. Tau is a highly soluble protein with a molecular weight ranging from 45 kDa to 65 kDa due to the presence of different isoforms. Tau is predominantly expressed in the central nervous system where its role is important for maintaining the structure and function of neuronal axons. Alternatively BAZ2B (Bromodomain Adjacent to Zinc Finger Domain 2B) does not seem to have a direct connection to Tau but it plays a role in chromatin remodeling. BAZ2B is expressed in various tissues and its exact mass is not specified here.

Biological function summary

Microtubule-associated proteins like Tau regulate axonal transport and ensure proper neuron function. Tau is not part of a large protein complex but binds directly to tubulin to stabilize axonal microtubules. It undergoes phosphorylation which affects its binding affinity. Increased phosphorylation can lead to microtubule destabilization. BAZ2B by contrast is involved in the regulation of transcription via chromatin structure modifications. Its actions contribute to the expression patterns necessary for development and cellular differentiation.

Pathways

Tau plays a significant role in the PI3K/AKT signaling pathway influencing the cell's survival and growth. Tau associates with proteins like GSK-3β which phosphorylates Tau affecting its role in microtubule dynamics. BAZ2B is connected with pathways related to chromatin organization participating with other chromatin remodelers to modulate gene expression profiles. This organizational role impacts cellular processes linked to development and differentiation.

Associated diseases and disorders

Tau is heavily implicated in neurodegenerative diseases such as Alzheimer's disease and Pick's disease. Misfolded and hyperphosphorylated Tau aggregates into neurofibrillary tangles which disrupt neuronal function and communication. This accumulation is pathologically linked to Alzheimer's where proteins like amyloid-beta also play important roles. The role of BAZ2B in disease is less direct but involves potential associations with disorders involving chromatin structure abnormalities although specific disease connections need further clarification.

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1 product image

  • Chemical Structure - 3-Morpholinosydnonimine hydrochloride (SIN-1 hydrochloride), Vasodilator (ab141525), expandable thumbnail

    Chemical Structure - 3-Morpholinosydnonimine hydrochloride (SIN-1 hydrochloride), Vasodilator (ab141525)

    2D chemical structure image of ab141525, 3-Morpholinosydnonimine hydrochloride (SIN-1 hydrochloride), Vasodilator

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