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Microcystin-RR
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Microcystin-RR

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Description

Microcystin-RR is a cyclic heptapeptide primarily produced by species of cyanobacteria, particularly those from the genus Microcystis. It stands as one of the most prevalent variants of microcystins, notable for its stability and resistance to degradation. This toxin inhibits protein phosphatases, thereby disrupting cell signaling pathways, which may cause liver damage and lead to a range of adverse health effects. In addition, research has shown that microcystin-RR can disrupt endocrine functions and interfere with crucial biological processes, such as cholesterol synthesis and lipid oxidation in vivo. The compound is also implicated in inducing mitochondrial dysfunction and generating oxidative stress, which can lead to alterations in gonadal structure during development.

Specification

ItemMicrocystin-RR
CatalogMC111755374
CAS111755-37-4
SynonymCyanoginosin-RR; MC-RR
Molecular FormulaC49H75N13O12
Molecular Weight1038.20
Purity>95%
SolubilitySoluble in ethanol/water mixture 1:1 (0.5 mg/mL).
AppearanceClear film
MDL NumberMFCD00871765
SMILESCC(/C=C/[C@H](NC([C@H](CCCNC(N)=N)NC([C@@H](C)[C@H](C(O)=O)NC([C@H](CCCNC(N)=N)NC1=O)=O)=O)=O)[C@H](C)C(N[C@@H](C(O)=O)CCC(N(C)C(C(N[C@@H]1C)=O)=C)=O)=O)=C\[C@@H]([C@H](CC2=CC=CC=C2)OC)C
InChi CodeInChI=1S/C49H75N13O12/c1-26(24-27(2)37(74-8)25-32-14-10-9-11-15-32)18-19-33-28(3)40(64)60-36(46(70)71)20-21-38(63)62(7)31(6)43(67)56-30(5)42(66)59-35(17-13-23-55-49(52)53)45(69)61-39(47(72)73)29(4)41(65)58-34(44(68)57-33)16-12-22-54-48(50)51/h9-11,14-15,18-19,24,27-30,33-37,39H,6,12-13,16-17,20-23,25H2,1-5,7-8H3,(H,56,67)(H,57,68)(H,58,65)(H,59,66)(H,60,64)(H,61,69)(H,70,71)(H,72,73)(H4,50,51,54)(H4,52,53,55)/b19-18+,26-24+/t27-,28-,29-,30+,33-,34-,35-,36+,37-,39+/m0/s1
InChi KeyJIGDOBKZMULDHS-UUHBQKJESA-N
Storage Temperature-20 °C

Research Fields

  • Toxicology studies. Microcystin-RR can be used to investigate liver toxicity and elucidate the mechanisms underlying toxin-induced liver damage.
  • Environmental monitoring. In the realm of environmental science, microcystin-RR acts as a reliable indicator of cyanobacterial contamination in aquatic ecosystems. Its presence is instrumental in assessing water quality and aids in the formulation of effective remediation strategies to address and mitigate such contamination.
  • Biodegradation research. Researchers are also studying the biodegradation of microcystin-RR by bacteria, such as Sphingopyxis sp., which is critical for understanding how natural processes can remediate this harmful toxin.

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