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Safety Information

B0912

Sigma-Aldrich

Brevetoxin 2

Synonym(s):

Brevetoxin B, PbTx-2

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About This Item

Empirical Formula (Hill Notation):
C50H70O14
CAS Number:
79580-28-2
Molecular Weight:
895.08
MDL number:
MFCD00214092
UNSPSC Code:
12352200
PubChem Substance ID:
24891538

storage temp.

−20°C

SMILES string

[H]C(=O)C(=C)C[C@@H]1C[C@H](O)[C@]2(C)O[C@]3([H])C[C@]4([H])O[C@]5([H])C[C@]6(C)O[C@]7(C)CC[C@]8([H])O[C@]9([H])C[C@]%10(C)O[C@]%11([H])C(C)=CC(=O)O[C@@]%11([H])C[C@@]%10([H])O[C@@]9([H])C[C@@H](C)[C@@]8([H])O[C@@]7([H])C[C@@]6([H])O[C@@]5(C)CC=C[C@@]4([H])O[C@@]3([H])C[C@@]2([H])O1

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General description

Polycyclic polyethers from the marine dinoflagellate Ptychodiscus brevis (Gymnodinium breve).
Red tide toxin; acts by opening Na+ channels.

Biochem/physiol Actions

Potent toxins responsible for "red tide" fish kills, these compounds disrupt neurotransmission by opening sodium channels.
Red tide toxin; acts by opening Na+ channels.

Other Notes

This form has an unusual acrolein side-chain on one of the terminal rings.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
098K1065
087K1927
115K1441
035K0828
070K1654

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Tadashi Nakata
Chemical record (New York, N.Y.), 10(3), 159-172 (2010-05-27)
Since the isolation of brevetoxin-B, a red tide toxin, many bioactive marine natural products featuring synthetically challenging trans-fused polycyclic ether ring systems have been reported. We have developed SmI(2)-induced cyclization of beta-alkoxyacrylate with aldehyde, affording 2,6-syn-2,3-trans-tetrahydropyran (THP) or 2,7-syn-2,3-trans-oxepane with
S Sudarsanam et al.
Journal of computer-aided molecular design, 6(3), 223-233 (1992-06-01)
We have developed an approach to search for molecules that can be used as lead compounds in designing an inhibitor for a given proteolytic enzyme when the 3D structure of a homologous protein is known. This approach is based on
Satoru Ujihara et al.
Bioorganic & medicinal chemistry letters, 18(23), 6115-6118 (2008-10-25)
Ladder-shaped polyether (LSP) compounds are thought to interact with transmembrane alpha-helices, but direct evidence has scarcely obtained for these interactions. We adopted a transmembrane alpha-helix of glycophorin A, and quantitatively evaluated its interaction with LSPs such as yessotoxin (YTX), desulfated
Juan Tang et al.
Biosensors & bioelectronics, 38(1), 86-93 (2012-06-12)
A facile and feasible magneto-controlled immunosensing platform was designed for sensitive electrochemical immunoassay of brevetoxin B (BTX-2) in seafood by using guanine-assembled graphene nanoribbons (GGNRs) as molecular tags on a home-made magnetic carbon paste electrode. Initially, monoclonal mouse anti-BTX-2 antibodies
Bing Zhang et al.
Journal of agricultural and food chemistry, 60(36), 8974-8982 (2012-08-22)
Marine toxins from microscopic algae can accumulate through the food chain and cause various neurological and gastrointestinal illnesses for human health. Herein, we designed a new ultrasensitive multiplexed immunoassay protocol for simultaneous electrochemical determination of brevetoxin B (BTX-2) and dinophysistoxin-1
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