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Key Documents

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SML1930

Sigma-Aldrich

CORM-401

Sinónimos:

Mn(CO)4{S2CNMe(CH2CO2H)}, Tetracarbonyl[N-(dithiocarboxy-?S,?S′)-N-methylglycine]manganate

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About This Item

Fórmula empírica (notación de Hill):
C8H6MnNO6S2
Número de CAS:
1001015-18-4
Peso molecular:
331.20
UNSPSC Code:
12352200
NACRES:
NA.77

form

powder

Quality Level

100

storage condition

protect from light

color

light yellow to dark yellow

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

CN(CC(O)=O)C1=S=[Mn-4]([C+]=O)([C+]=O)([C+]=O)([C+]=O)S1

Biochem/physiol Actions

CORM-401 (Mn(CO)4(S2CNMe(CH2CO2H))) is a manganese-containing carbon monoxide-releasing molecule (CORM) that generates at least three molar equivalents of CO. Due to reversible binding of CO, CORM-401 is relatively stable in solution (0.33 mol eq of CO loss after 4 h in PBS; [CORM-401] = 1 mM at time zero), while increased CO release occurs in the presence of a CO receptor or a ligand to prevent the rebinding of CO (3.2 mol eq of CO transferred to iron with a t1/2 of 0.8 min in the presence of 44 μM myoglobin; [CORM-401] = 10 μM at time zero). CO administration by CORM-401 is reported to uncouple mitochondrial respiration and inhibit glycolysis in human endothelial cells (10-100 μM), and relax isolated rat aortic rings (25 μM) pre-contracted with phenylephrine.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

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Sian H Crook et al.
Dalton transactions (Cambridge, England : 2003), 40(16), 4230-4235 (2011-03-16)
[Mn(CO)(4){S(2)CNMe(CH(2)CO(2)H)}], 1, is shown to be a CO releasing molecule providing at least three moles CO per mole of compound. The mechanism of CO loss is dissociative and reversible and was investigated using Gaussian 09 calculations. The reversible binding of
Sarah Fayad-Kobeissi et al.
Biochemical pharmacology, 102, 64-77 (2016-01-02)
Carbon monoxide (CO) is generated by heme oxygenase-1 (HO-1) and displays important signaling, anti-apoptotic and anti-inflammatory activities, indicating that pharmacological agents mimicking its action may have therapeutic benefit. This study examined the biochemical and pharmacological properties of CORM-401, a recently
Patrycja Kaczara et al.
Biochimica et biophysica acta, 1847(10), 1297-1309 (2015-07-18)
Carbon monoxide (CO), a product of heme degradation by heme oxygenases, plays an important role in vascular homeostasis. Recent evidence indicates that mitochondria are among a number of molecular targets that mediate the cellular actions of CO. In the present

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