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Merck
CN

B0912

短杆菌毒素2

别名:

Brevetoxin B, PbTx-2

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经验公式(希尔记法):
C50H70O14
化学文摘社编号:
分子量:
895.08
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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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

storage temp.

−20°C

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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

signalword

Danger

Hazard Classifications

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

存储类别

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Kohei Torikai et al.
Bioorganic & medicinal chemistry letters, 16(24), 6355-6359 (2006-09-23)
Ladder-shaped polyether (LSP) compounds, such as brevetoxins and ciguatoxins, are thought to interact with transmembrane (TM) proteins. As a model LSP compound, we designed and synthesized an artificial tetracyclic ether (1) and evaluated its interaction with glycophorin A (GpA), a
Marie-Yasmine Bottein Dechraoui et al.
Toxicon : official journal of the International Society on Toxinology, 41(7), 919-927 (2003-06-05)
Brevetoxins and ciguatoxins are two classes of phycotoxins which exert their toxic effect by binding to site-5 of voltage-gated sodium channels. Sodium channels, a family of at least 10 structurally different proteins, are responsible for the rising phase of the
K C Nicolaou et al.
Angewandte Chemie (International ed. in English), 47(38), 7182-7225 (2008-09-04)
The unprecedented structure of the marine natural product brevetoxin B was elucidated by the research group of Nakanishi and Clardy in 1981. The ladderlike molecular architecture of this fused polyether molecule, its potent toxicity, and fascinating voltage-sensitive sodium channel based
Weiqun Wang et al.
Analytical chemistry, 81(21), 8826-8838 (2009-10-02)
Brevetoxins are a group of natural neurotoxins characterized by polyether ring systems that are found in the blooms of red tide algae. In a conventional water/organic solvent system, without any other additives, deprotonated molecules of brevetoxins do not appear in
Akira Nozawa et al.
Toxicon : official journal of the International Society on Toxinology, 42(1), 91-103 (2003-08-02)
Brevetoxin B1 (BTX-B1) was isolated from Austrovenus stutchburyi following the 1992-1993 outbreak of neurotoxic shellfish poisoning (NSP) in New Zealand. We report here the first isolation of PbTx-3 from the same shellfish and the development of a procedure for quantitative

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