Brevetoxin 3

Inquiry

Description

Brevetoxin-3 is a highly potent neurotoxin produced by the dinoflagellate Karenia brevis, which is mainly associated with harmful algal blooms in marine ecosystems. This toxin is a member of the brevetoxin family, which consists of cyclic polyether compounds. Brevetoxin-3 has attracted considerable interest due to its profound biological activity. It specifically targets voltage-gated sodium channels in nerve cells, disrupting normal neurological functions and potentially leading to severe neurotoxic effects.

Specification

Item	Brevetoxin 3
Catalog	MC85079487
CAS	85079-48-7
Synonym	PbTx-3
Molecular Formula	C₅₀H₇₂O₁₄
Molecular Weight	897.20
Purity	>95%
Melting Point	291-293 °C
Solubility	Soluble in acetone, ethyl acetate, ethanol, and methanol.
Appearance	White film
SMILES	C[C@@]12[C@](C[C@@]3([H])[C@](O2)(CC[C@@]4([H])[C@]([C@@H](C[C@@]5([H])[C@](C[C@]6([C@](C[C@@]7([H])[C@](C(C)=CC(O7)=O)([H])O6)([H])O5)C)([H])O4)C)([H])O3)C)([H])O[C@@]8([C@@](O[C@]9([H])[C@@](O[C@]%10([H])[C@@](O[C@@]%11([C@@](O[C@@H](C[C@@H]%11O)CC(CO)=C)([H])C%10)C)([H])C9)([H])C=CC8)([H])C1)C
InChi Code	InChI=1S/C50H72O14/c1-25(24-51)14-28-17-37(52)50(8)41(54-28)19-33-34(61-50)18-32-29(55-33)10-9-12-46(4)42(58-32)23-49(7)40(62-46)21-39-47(5,64-49)13-11-30-44(60-39)26(2)15-31-36(56-30)22-48(6)38(57-31)20-35-45(63-48)27(3)16-43(53)59-35/h9-10,16,26,28-42,44-45,51-52H,1,11-15,17-24H2,2-8H3/t26-,28-,29-,30+,31+,32+,33+,34-,35+,36-,37+,38-,39+,40-,41-,42-,44-,45-,46+,47-,48+,49+,50+/m1/s1
InChi Key	BKMHDYJRAAJTAD-RXUQWMQDSA-N
Storage Temperature	-20 °C

Mode of Action

Brevetoxin-3 interacts with its targets by specifically binding to receptor site 5 on voltage-gated sodium channels (VGSCs). This binding action prompts the sodium channels to open at normal resting membrane potentials, leading to an influx of sodium ions into the cell. Notably, brevetoxin-3 inhibits the inactivation process of these channels, thereby extending their mean open duration. At elevated concentrations, this persistent activation of the sodium channels can result in significant toxicity.

Research Fields

In the field of chemistry, brevetoxin 3 serves as an important model compound for studying the synthesis of complex polyethers and elucidating reaction mechanisms.
In biology, brevetoxin 3 is instrumental in advancing our understanding of voltage-gated sodium channels and their critical roles in cellular processes.
Furthermore, in medicine, researchers are exploring its potential therapeutic applications, particularly in relation to neurological disorders, and utilizing it as a valuable tool for investigating neurotoxicity.

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For Research Use Only. Not for use in diagnostic or therapeutic procedures.