96180-79-9

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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.

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

Upstream product

• 134440-91-8 (2S,3S,8S,9S,4E,6E)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid methyl ester 
• 134440-92-9 (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid 
• 134440-95-2 Boc-D-erythro-β-methylaspartate β-methyl ester 
• 134440-97-4 (2R,3S)-2-(tert-butoxycarbonyl)amino-3-methoxycarbonyl-3-methylbutanal 
• 134440-96-3 (2S,3R)-N-tert-butoxycarbonyl-2-methyl-3-amino-4-hydroxy methyl butanoate 
• 78031-81-9 N-Cbz-(D)-Ala-(L)-Leu-O-tBu 
• 184354-72-1 C₄₈H₇₁N₇O₁₂ 
• 184353-93-3 (2R,3S)-2-[Benzyl-(9-phenyl-9H-fluoren-9-yl)-amino]-3-methyl-succinic acid 1-methyl ester 
• 184353-56-8 Boc-Adda-D-iso-Glu(OMe)-MeΔAla-(D)-Ala-(L)-Leu-(D)-erythro-β-Me-iso-Asp(OMe)-(L)-Ala-OTce 
• 184354-63-0 Boc-Adda-D-iso-Glu(OMe)-MeΔAla-(D)-Ala-(L)-Leu-(D)-erythro-β-Me-iso-Asp(OMe)-(L)-Ala-OH 
• 184354-57-2 (2R,3S)-2-[(S)-2-((R)-2-{2-[((R)-4-tert-Butoxycarbonylamino-4-methoxycarbonyl-butyryl)-methyl-amino]-acryloylamino}-propionylamino)-4-methyl-pentanoylamino]-3-[(S)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-butyric acid methyl ester 
• 1054625-23-8 (2R,3S)-2-[(S)-2-((R)-2-{2-[((R)-4-Amino-4-methoxycarbonyl-butyryl)-methyl-amino]-acryloylamino}-propionylamino)-4-methyl-pentanoylamino]-3-[(S)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-butyric acid methyl ester 
• 184353-81-9 (S)-2-((R)-2-{2-[((R)-4-tert-Butoxycarbonylamino-4-methoxycarbonyl-butyryl)-methyl-amino]-acryloylamino}-propionylamino)-4-methyl-pentanoic acid tert-butyl ester 
• 184353-52-4 (S)-2-((R)-2-{2-[((R)-4-tert-Butoxycarbonylamino-4-methoxycarbonyl-butyryl)-methyl-amino]-acryloylamino}-propionylamino)-4-methyl-pentanoic acid 

Relevant academic research and scientific papers

Total synthesis of the serine-threonine phosphatase inhibitor microcystin-LA

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