DOMOIC ACID

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Products Intro: Product Name:14277-97-5 DOMOIC ACID
CAS:14277-97-5
Purity:99% Package:25KG;5KG;1KG
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Products Intro: Product Name:Domoic acid;NSC 288031;L-Domoic acid;NSC288031;NSC-288031
CAS:14277-97-5
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CAS:14277-97-5
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CAS:14277-97-5
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Products Intro: Product Name:DoMoic Acid
CAS:14277-97-5
Package:10Mg,1Mg
DOMOIC ACID Basic information
Product Name:DOMOIC ACID
Synonyms:(2S-(2-alpha,3-beta,4-beta(1Z,3E,5S*)))-2-Carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-3-pyrrolidineacetic acid;(-)-Domic acid;(2S)-2α-Carboxy-4β-[(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadienyl]-3β-pyrrolidineacetic acid;L-Domic acid;3-Pyrrolidineacetic acid, 2-carboxy-4-(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadienyl-;C13732;(2S,3S,4S)-2-Carboxy-4-[(1Z,3E,5R)-5-carboxy-1-Methyl-1,3-hexadien-1-yl]-3-pyrrolidineacetic Acid;NSC 288031
CAS:14277-97-5
MF:C15H21NO6
MW:311.33
EINECS:
Product Categories:Amino Acids & Derivatives;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Glutamate receptor;AlgaeNeurotransmitters;AMPA/Kainate AgonistsIon Channels;Ionotropic Glutamate Receptor Modulators;Cell Signaling and Neuroscience;Excitatory Amino Acids;Ligand-Gated Ion Channels;Toxins and Venoms
Mol File:14277-97-5.mol
DOMOIC ACID Structure
DOMOIC ACID Chemical Properties
Melting point 213-217℃
Boiling point 451.38°C (rough estimate)
density 1.1800 (rough estimate)
refractive index 1.5130 (estimate)
storage temp. -20°C
solubility methanol: 0.6 mg/mL
form solid
pKa2.08±0.60(Predicted)
color white
optical activity-109.612 (H2O)
Water Solubility Soluble in water at 8mg/ml. Soluble in methanol at 0.6mg/ml.
Merck 13,3451
BRN 46376
Stability:Light Sensitive
EPA Substance Registry SystemDomoic acid (14277-97-5)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36/37
WGK Germany 3
RTECS UX9665100
Hazardous Substances Data14277-97-5(Hazardous Substances Data)
ToxicityAn excitory amino acid isolated from the red alga Chondria armata. A structural analog of kainic acid and domoic acid has been shown to be responsible for the shellfish poisoning associated with eating certain cultured blue mussels.
MSDS Information
DOMOIC ACID Usage And Synthesis
Chemical PropertiesOff-White Solid
UsesLabelled Domoic Acid. Domoic Acid is an excitatory amino acid isolated from the red alga Chondria armata Okamura, Rhodomelaceae. Domoic acid shown to be responsible for amnesic shellfish poisoning ass ociated with ingestion of certain cultured blue mussels. Domoic Acid is a structural analog of Kainic acid (K135000).
UsesDomoic acid has been used:
  • as an excitatory neurotoxin to determine brain transcriptional response
  • to study its cytotoxic, genotoxic and immunotoxic effects on the marine mussel M. edulis
  • to study its neurobehavioral effects on mouse fetuses

UsesDomoic Acid is an excitatory amino acid isolated from the red alga Chondria armata Okamura, Rhodomelaceae. Domoic acid shown to be responsible for amnesic shellfish poisoning associated with ingestion of certain cultured blue mussels. Domoic acid is a structural analog of Kainic acid (K135000). DA. EU regulated marine toxin.
DefinitionChEBI: A L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,4-dien-2-yl group at position 4. It is an analog of kainic acid and is the neurotoxin associated with the a nesic shellfish poisoning (ASP).
General DescriptionDomoic acid, a heterocyclic amino acid neurotoxin is synthesized by various marine algaes. It possess some structural similarity to kainic acid.
Biological ActivityMore potent and possibly more selective than kainate at kainate receptors, as demonstrated in electrophysiological studies.
Biochem/physiol ActionsDomoic acid is a potent agonist at receptors for excitatory amino acids glutamate and kainate. It has highest affinity for AMPA/kainate receptor of any kainate agonist. It can causes excessive excitation of neurons leading to depletion of energy stores.
Purification MethodsDomoic acid (~300 mg) is purifed on a Dowex1 column (3.5 x 40 mm, 200-400 mesh, acetate form), washed with H2O until neutral, then eluted with increasing concentrations of AcOH (8L) from 0 to 0.25M. The fraction containing domoic acid (in 50mL) is collected, evaporated to dryness under reduced pressure and recrystallised from aqueous EtOH. It is a glutamate and a Kainate receptor agonist. [Impellizzeri et al. Phytochemistry 14 1549 1975, Takemoto & Diago Arch Pharm 293 627 1960, Beilstein 22/4 V 371.]
DOMOIC ACID Preparation Products And Raw materials
Tag:DOMOIC ACID(14277-97-5) Related Product Information
Trifluoroacetic acid Thickening agent Pyrrolidine Benzimidazole Methylene Blue trihydrate MONOCROTALINE PATULIN Acetic acid DEOXYNIVALENOL Zearalenone TOXIN II, ANEMONIA SULCATA KAINIC ACID (2S,3S)-3-METHYLPYRROLIDINE-2-CARBOXYLIC ACID DOMOIC ACID 3-Pyrrolidineacetic acid DOMOIC ACID = DOMOINS?URE DOMOIC ACID PRITY: 90% POTEN MUSSEL TISSUE - DOMOIC ACID(CRM STANDARD)