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Merck
CN

32539

Nodularin solution

10 μg/mL in methanol, analytical standard

Synonym(s):

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

Empirical Formula (Hill Notation):
C41H60N8O10
CAS Number:
118399-22-7
Molecular Weight:
824.96
NACRES:
NA.24
PubChem Substance ID:
329754016
UNSPSC Code:
85151701
EC Number:
200-659-6
MDL number:
MFCD16659855

Key Documents

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InChI key

IXBQSRWSVIBXNC-HSKGSTCASA-N

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

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

grade

analytical standard

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

Quality Level

100

Related Categories

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

WGK 1

flash_point_f

51.8 °F

flash_point_c

11 °C

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

高风险级别生物产品--毒素类产品
危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8570
BCCM5741
BCCL8293
BCCK2671
BCCH5977

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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
Rebecca A Halvorson et al.
Analytical chemistry, 83(24), 9273-9280 (2011-11-01)
Raman spectra of microcystin-LR (MC-LR), MC-RR, MC-LA, MC-LF, MC-LY, MC-LW, MC-YR, and nodularin collected by drop-coating deposition Raman (DCDR) spectroscopy are sufficiently unique for variant identification. Amino acid spectra of L-phenylalanine, L-leucine, L-alanine, D-alanine, L-glutamic acid, L-arginine, L-tryptophan, L-tyrosine, and
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
Gong Feng et al.
Toxicology and applied pharmacology, 251(3), 245-252 (2011-01-26)
Nodularin is a natural toxin with multiple features, including inhibitor of protein phosphatases 1 and 2A as well as tumor initiator and promoter. One unique feature of nodularin is that this chemical is a hepatotoxin. It can accumulate into 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)
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