- Saxitoxin
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ImageFile = Saxitoxin_structure.png
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IUPACName = (3aS-(3a-α,4-α,10aR*))2,6-diamino-
4-(((amino-carbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-
1H,10H-pyrrolo(1,2-c)purine-10,10-diol
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Section1 = Chembox Identifiers
CASNo = 35523-89-8
PubChem = 37165
SMILES = N=C1N [C@@H] (COC(N)=O) [C@H] 3 [C@] 2(N=C(N)N3)N1CCC2(O)O
Section2 = Chembox Properties
Formula =
C=10 | H=17 | N=7 | O=4
MolarMass = 299.29 g/mol
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Section3 = Chembox Hazards
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Autoignition =Saxitoxin (STX) is a neurotoxin naturally produced by certain species of marine
dinoflagellate s ("Alexandrium sp.,Gymnodinium sp.,Pyrodinium sp.") andcyanobacteria ("Anabaena sp.,Aphanizomenon sp.,Cylindrospermopsis sp.,Lyngbya sp.,"Planktothrix sp.").cite journal |author=Clark RF, Williams SR, Nordt SP, Manoguerra AS |title=A review of selected seafood poisonings |journal=Undersea Hyperb Med |volume=26 |issue=3 |pages=175–84 |year=1999 |pmid=10485519 |doi= |url=http://archive.rubicon-foundation.org/2314 |accessdate=2008-08-12] [Landsberg JH, 2002. The effects of harmful algal blooms on aquatic organisms. Reviews in Fisheries Science, 10(2): 113–390.] The term saxitoxin originates from the butter clam ("Saxidomus giganteus") in which it was first recognized.Mechanism
It is a
neurotoxin that acts as a selectivesodium channel blocker . cite journal |author=Huot RI, Armstrong DL, Chanh TC |title=Protection against nerve toxicity by monoclonal antibodies to the sodium channel blocker tetrodotoxin |journal=J. Clin. Invest. |volume=83 |issue=6 |pages=1821–6 |year=1989 |month=June |pmid=2542373 |pmc=303901 |doi=10.1172/JCI114087 |url=http://dx.doi.org/10.1172/JCI114087]Human illness
The human illness associated with ingestion of harmful levels of saxitoxin is known as
paralytic shellfish poisoning , or PSP, and saxitoxin and its derivatives are often referred to as "PSP toxins".The
medical and ecological importance of saxitoxin lies mainly in effects ofharmful algal bloom s onshellfish and certain finfish which can concentrate the toxin, making it available both for human consumption as well as by various marine organisms. The blocking of neuronal sodium channels which occurs in PSP produces a flaccid paralysis that leaves its victim calm and conscious through the progression ofsymptom s. Death often occurs fromrespiratory failure . PSP toxins have been implicated in various marine animal mortalities involving trophic transfer of the toxin from its algal source up the food web to higher predators.Military use
It is listed in schedule 1 of the
Chemical Weapons Convention . According to the book "Spycraft", U-2 spyplane pilots were provided with needles containing saxitoxin to be used in the event escape was impossible. TheUnited States military isolated saxitoxin and assigned it thechemical weapon designation TZ. Though its early isolation and characterization were related to military efforts, saxitoxin has been more important to cellular research in delineating the function of the sodium channel.See also
*
Harmful algal bloom
*Paralytic shellfish poisoning
*Alexandrium tamarense sp.
* Anabaena circinalis
*Action potential
*Tetrodotoxin References
External links
*http://www.uaf.edu/seagrant/issues/PSP/PSP.pdf
*http://www.chm.bris.ac.uk/motm/stx/saxi.htm
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