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Merck

32539

Supelco

Nodularin solution

10 μg/mL in methanol, analytical standard

Sinónimos:

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-Dβ-aspartyl-L-arginyl), Nodularin-R solution

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About This Item

Fórmula empírica (notación de Hill):
C41H60N8O10
Número de CAS:
Peso molecular:
824.96
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

shelf life

limited shelf life, expiry date on the label

concentration

10 μg/mL in methanol

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

single component solution

storage temp.

−20°C

SMILES string

CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@@H]2NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)[C@@H](NC(=O)\C(=C\C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O

InChI

1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1

Inchi Key

IXBQSRWSVIBXNC-HSKGSTCASA-N

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General description

Nodularins belong to the class of hepatotoxic cyclic pentapeptides and have their structures resembling to that of microcystins. They are produced by Nodularia spumigena cyanobacterium.

Application

Nodularin may be used as an analytical reference standard for the determination of the analyte in:
  • Surface and drinking waters by on-line solid phase extraction (SPE) and ultra high pressure liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS).
  • Sediments and pore waters by accelerated solvent extraction (ASE) and HPLC-MS/MS.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

51.8 °F

flash_point_c

11 °C

ppe

Eyeshields, Faceshields, Gloves


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Visite la Librería de documentos

J Al-Tebrineh et al.
Toxicon : official journal of the International Society on Toxinology, 57(4), 546-554 (2011-01-05)
Toxin-producing cyanobacteria are a worldwide threat to both human and animal health. The hepatotoxins microcystin and nodularin are the most commonly occurring toxins produced by bloom-forming cyanobacteria. They are cyclic peptides that are synthesized nonribosomally by a multienzyme complexes encoded
Andrea Gambaro et al.
Rapid communications in mass spectrometry : RCM, 26(12), 1497-1506 (2012-05-18)
Cyanobacteria are a small group of photosynthetic planktonic bacteria, producing a large group of strong hepatotoxins called microcystins (MCs). Many studies have been conducted to evaluate the presence of MCs and nodularin (NOD) in water or in marine organisms, but
S A Wood et al.
Journal of environmental monitoring : JEM, 13(6), 1617-1624 (2011-04-15)
The cyanobacterial toxins, nodularin and microcystin, are highly efficient inhibitors of cellular protein phosphatases. Toxicity primarily evolves following ingestion of cyanobacterial material or toxins and results in liver and renal pathology. Ingestion is the main route of exposure in the
Analysis of intracellular and extracellular microcystin variants in sediments and pore waters by accelerated solvent extraction and high performance liquid chromatography-tandem mass spectrometry.
Zastepa A, et al.
Analytica Chimica Acta, 872(1-2), 26-34 (2015)
Lars Herfindal et al.
Molecular pharmaceutics, 8(2), 360-367 (2011-01-11)
We have isolated a novel cyanobacterial cyclic peptide (nostocyclopeptide M1; Ncp-M1) that blocks the hepatotoxic action of microcystin (MC) and nodularin (Nod). We show here that Ncp-M1 is nontoxic to primary hepatocytes in long-term culture. Ncp-M1 does not affect any

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