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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
EC Number:
200-659-6
MDL number:
MFCD16659855
UNSPSC Code:
85151701
PubChem Substance ID:
329754016
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

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.

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

51.8 °F

Flash Point(C)

11 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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

Lot/Batch Number
BCCN8570
BCCM5741
BCCL8293
BCCK2671
BCCH5977

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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
Helena Ufelmann et al.
Toxicology, 293(1-3), 59-67 (2012-01-11)
Contamination of water, foods and food supplements by various genera of cyanobacteria is a serious health problem worldwide for humans and animals, largely due to the toxic effects of microcystins (MCs) and nodularin (NOD), a group of hepatotoxic cyclic peptides.
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
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
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