D6152

Domoic acid

≥90% (HPLC)

• Formule empirique (notation de Hill): C₁₅H₂₁NO₆
• Numéro CAS: 14277-97-5
• Poids moléculaire : 311.33
• Numéro Beilstein : 46376
• Numéro MDL: MFCD06795841
• Code UNSPSC : 12352202
• ID de substance PubChem : 24894006
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥90% (HPLC)
• Forme: powder
• Température de stockage: −20°C
• Chaîne SMILES: OC([C@H](C)/C=C/C=C([C@@H]1[C@H](CC(O)=O)[C@@H](C(O)=O)NC1)/C)=O
• InChI: 1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1
• Clé InChI: VZFRNCSOCOPNDB-AOKDLOFSSA-N
• Informations sur le gène: human ... GRIK1(2897)

Description

Description générale

Domoic acid, a heterocyclic amino acid neurotoxin is synthesized by various marine algaes. It possess some structural similarity to kainic acid.

Application

Domoic 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

Actions biochimiques/physiologiques

Domoic 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.

Domoic acid serves as an antihelminthic. It is capable of binding and stimulating the kainic acid glutamate receptor in the central nervous system.

Potent glutamate receptor and kainate receptor agonist.

Caractéristiques et avantages

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H370
• Conseils de prudence: P260 - P264 - P270 - P301 + P312 - P308 + P311 - P405
• Classification des risques: Acute Tox. 4 Oral - STOT SE 1
• Organes cibles: Central nervous system
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves