96180-79-9 Usage
Description
Microcystins are hepatotoxic cyclic heptapeptide toxins produced by cyanobacteria. They are responsible for periodic poisonings of humans and livestock following consumption of freshwater in areas where the blue-green algae are endemic. The toxicity of microcystins is initiated by the inhibition of the catalytic activity of protein phosphatase (PP) 1 and PP2A. Microcystin-LA differs from the major microcystin variant LR with the substitution of alanine in place of the arginine. It inhibits both PP1C and PP2A with an IC50 value of 0.3 nM.
Uses
Microcystin LA from algae has been used as a standard for liquid chromatography/mass spectrometry (LCMS) for toxin analysis.
General Description
Microcystin is a small, monocyclic peptide, composed of seven amino acids connected via peptide bonds. It is a cyanotoxin with hepatotoxic and tumor promoting properties. Several algal genera like Anabaena, Aphanizomenon, Microcystis and Planktothrix produce microcystin. Microcystin has four congeners namely, -LR, -LA, -YR and -RR.
Biochem/physiol Actions
Microcystin LA inhibits protein phosphatase type 2A and protein phosphatase type 3 more potently than protein phosphatase type 1 (order of potency PP2A > PP3 > PP1). Induces neutrophil-activating chemokines and extracellular reactive oxygen species, possible mechanisms of its hepatotoxic effects.
Check Digit Verification of cas no
The CAS Registry Mumber 96180-79-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,6,1,8 and 0 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 96180-79:
(7*9)+(6*6)+(5*1)+(4*8)+(3*0)+(2*7)+(1*9)=159
159 % 10 = 9
So 96180-79-9 is a valid CAS Registry Number.
InChI:InChI=1/C46H67N7O12/c1-24(2)21-35-44(60)52-38(46(63)64)28(6)40(56)47-29(7)41(57)49-33(18-17-25(3)22-26(4)36(65-11)23-32-15-13-12-14-16-32)27(5)39(55)50-34(45(61)62)19-20-37(54)53(10)31(9)43(59)48-30(8)42(58)51-35/h12-18,22,24,26-30,33-36,38H,9,19-21,23H2,1-8,10-11H3,(H,47,56)(H,48,59)(H,49,57)(H,50,55)(H,51,58)(H,52,60)(H,61,62)(H,63,64)/b18-17+,25-22+/t26-,27-,28-,29-,30+,33-,34+,35-,36-,38+/m0/s1
96180-79-9Relevant articles and documents
Total synthesis of the serine-threonine phosphatase inhibitor microcystin-LA
Humphrey, John M.,Aggen, James B.,Chamberlin, A. Richard
, p. 11759 - 11770 (2007/10/03)
Reversible protein phosphorylation, which is mediated by kinases and phosphatases, is a major control element of the cell. There is a diverse group of toxic natural products that inhibit certain phosphatases, thereby disrupting normal biochemical pathways
