Prymnesin-1 Explained

Prymnesin-1 is a chemical with the molecular formula . It is a member of the prymnesins, a class of hemolytic phycotoxins made by the alga Prymnesium parvum.^{[1] [2]} It is known to be toxic to fish, causing mass fish deaths around the world, including in Texas and England, or in 2022 in the border region of Germany and Poland (Oder).

Structures

Prymnesin-1 is formed of a large polyether polycyclic core with several conjugate double and triple bonds, chlorine and nitrogen heteroatoms and O-linked sugar moieties including α-D-ribofuranose, α-L-arabinopyranose, and β-D-galactofuranose, unlike the single linked α-L-xylofuranose of prymnesin-2.^[3] There are three forms of prymnesin known, prymnesin 1 and 2, differing in their glycosylation, and prymnesin B1^[4] differing in backbone.

Biosynthesis

The backbone of A-type prymnesins like prymnesin-1 is reportedly made by giant polyketide synthase enzymes dubbed the "PKZILLAs"^[5] .PKZILLA-1 and PKZILLA-2 have been identified with the first consisting of 45,212 amino acids making it the largest known protein.^{[6] [7]}

See also

• Prymnesin-2
• Prymnesin-B1
• Titin, largest protein in human muscles and the previous largest known protein with 34,350 amino acids.

Notes and References

1. Igarashi. Tomoji. Satake. Masayuki. Yasumoto. Takeshi. Structures and Partial Stereochemical Assignments for Prymnesin-1 and Prymnesin-2: Potent Hemolytic and Ichthyotoxic Glycosides Isolated from the Red Tide Alga Prymnesium parvum. J. Am. Chem. Soc.. 121. 37. 1999. 8499–8511. 10.1021/ja991740e.
2. Morohashi. Akio. Satake. Masayuki. Oshima. Yasukatsu. Igarashi. Tomoji. Yasumoto. Takeshi. Absolute configuration at C14 and C85 in prymnesin-2, a potent hemolytic and ichthyotoxic glycoside isolated from the red tide alga Prymnesium parvum. Chirality. 13. 9. 2001. 601–605. 10.1002/chir.1184. 11579456.
3. Prymnesins: toxic metabolites of the golden alga, Prymnesium parvum carter (Haptophyta) . Manning SR, La Claire JW . Marine Drugs . 2010 . 8 . 678–704 . 10.3390/md8030678 . 20411121 . 3 . 2857367. free .
4. Rasmussen. Silas Anselm. Meier. Sebastian. Andersen. Nikolaj Gedsted. Blossom. Hannah Eva. Duus. Jens Øllgaard. Nielsen. Kristian Fog. Hansen. Per Juel. Larsen. Thomas Ostenfeld. Chemodiversity of Ladder-Frame Prymnesin Polyethers in Prymnesium parvum. J. Nat. Prod.. 79. 9. 2016. 2250–2256. 10.1021/acs.jnatprod.6b00345. 27550620. free.
5. Fallon . Timothy R. . Shende . Vikram V. . Wierzbicki . Igor H. . Pendleton . Amanda L. . Watervoort . Nathan F. . Auber . Robert P. . Gonzalez . David J. . Wisecaver . Jennifer H. . Moore . Bradley S. . Giant polyketide synthase enzymes in the biosynthesis of giant marine polyether toxins . Science . 385 . 6709 . 2024-08-09 . 0036-8075 . 10.1126/science.ado3290 . 671–678.
6. Web site: Nield . David . 2024-08-09 . Fish-Killing Toxin Sets New Record in Just How Big a Protein Can Get . 2024-08-11 . ScienceAlert . en-US.
7. ScienceAdviser: Largest protein described to date helps algae craft deadly toxins . 2024-08-09 . 10.1126/science.ads3671 . en.