| Identification | Back Directory | [Name]
NODULARIN | [CAS]
118399-22-7 | [Synonyms]
NODULARIN
Nodularin-R solution
Nodularin solution
IXBQSRWSVIBXNC-HSKGSTCASA-N
Nodularin, Nodularia spumigena
yl-10-phenyl-3-aminodecanoyl-d-gamma-glutamyl)
1,4,8,11,15-Pentaazacyclononadecane, cyclic peptide
Nodularin,1,4,8,11,15-Pentaazacyclononadecane, cyclic peptide
1,4,8,11,15-PENTAAZACYCLONONADECANE, CYCLIC PEPTIDE DERIVATIVE
tyl-l-arginyl-(2s,3s,4e,6e,8s,9s)-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimeth
cyclo((z)-2,3-didehydro-n-methyl-2-aminobutanoyl-erythro-3-methyl-d-beta-aspar
Cyclo[(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl-(2Z)-2-(methylamino)-2-butenoyl-(3S)-3-methyl-D-β-aspartyl-L-arginyl]
Cyclo(L-arginyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-gamma-glutamyl-(2Z)-2-(methylamino)-2-butenoyl-(3S)-3-methyl-D-beta-aspartyl)
Cyclo((Z)-2,3-didehydro-N-methyl-2-aminobutanoyl-erythro-3-methyl-D-beta-aspartyl-L-arginyl-(2S,3S,4E,6E,8S,9S)-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyl-3-aminodecanoyl-D-gamma-glutamyl) | [EINECS(EC#)]
621-437-9 | [Molecular Formula]
C41H60N8O10 | [MDL Number]
MFCD16659855 | [MOL File]
118399-22-7.mol | [Molecular Weight]
824.96 |
| Chemical Properties | Back Directory | [density ]
1.29±0.1 g/cm3(Predicted) | [Fp ]
11℃ | [storage temp. ]
−20°C | [solubility ]
methanol: 2 mg/mL Further dilute to 10% (v/v) methanol. Store solutions at −20°C for up to six months. | [form ]
Dry residue containing traces of monobasic potassium phosphate. | [pka]
3.39±0.70(Predicted) | [Sequence]
cyclo({Abu}-{Bas}-Arg-{Oaa}-{Ggu}) | [IARC]
3 (Vol. 94) 2010 | [EPA Substance Registry System]
Nodularin (118399-22-7) |
| Hazard Information | Back Directory | [Description]
The cyanobacterium Nodularia spumigena often contaminates the drinking water of rural communities in developing countries and accumulates in mussels, flounder, and cod from the northern Baltic Sea. Nodularin is a hepatotoxic monocylic pentapeptide produced by the N. spumigena. It is a potent inhibitor of protein phosphatase types 1 (PP1) and 2A (PP2A), exhibiting IC50 values of 1.8 and 0.026 nM, respectively. PP2B is inhibited to a lesser extent with an IC50 of 1.8 μM. No apparent inhibitory effect is observed with PP2C, alkaline phosphatase, acid phosphatase, insulin receptor tyrosine kinase, protein kinase A, phosphorylase kinase, or protein kinase C. | [Uses]
Nodularin-R is a cyclic peptide toxin produced by freshwater cyanobacteria. | [Definition]
Toxin produced by blue green algae. | [References]
[1] YAFEI DUAN. Toxicological response of Pacific white shrimp Litopenaeus vannamei to a hazardous cyanotoxin nodularin exposure.[J]. Environmental Pollution, 2023, 318: 120950. DOI: 10.1016/j.envpol.2022.120950
[2] R E HONKANEN. Cyanobacterial nodularin is a potent inhibitor of type 1 and type 2A protein phosphatases.[J]. Molecular Pharmacology, 1991, 40 4: 577-583.
[3] T. PARK. Marked inhibition of testosterone biosynthesis by the hepatotoxin nodularin due to apoptosis of Leydig cells[J]. Molecular Carcinogenesis, 2002, 34 1. DOI: 10.1002/mc.10059
[4] DOUGLAS. O. MOUNTFORT Jan S Patrick Holland. Method for detecting classes of microcystins by combination of protein phosphatase inhibition assay and ELISA: comparison with LC-MS[J]. Toxicon, 2005, 45 2: Pages 199-206. DOI: 10.1016/j.toxicon.2004.10.008
[5] V. SIPI?. Detection of nodularin in flounders and cod from the Baltic Sea[J]. Environmental Toxicology, 2001, 23 1. DOI: 10.1002/tox.1015 |
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