Phomopsin A

Article number:


CAS No.:




Chemical description:

IUPAC: (2E)-2-{[(2E)-2-({[(2S)-1-{[(3R,4S,7S,10S,11S)-14-Chloro-3-ethyl-11,15-dihydroxy-7-isopropenyl-3-methyl-10-(methylamino)-6,9-dioxo-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(16),12,14-trien-4-yl]carbony l}-2,5-dihydro-1H-pyrrol-2-yl]carbonyl}am


2-Oxa-5,8-diazabicyclo[10.3.1]hexadecane, cyclic peptide deriv.; 3-Chloro-erythro-ß,5-dihydroxy-N-methyl-L-tyrosyl-3,4-didehydro-L-valyl-3-hydroxy-L-isoleucyl-3,4-didehydro-L-prolyl-(E)-2,3-didehydroisoleucyl-(E)-2,3-didehydroaspartic acid cyclic (15

Molecular weight:

789,23 g/mol

Phomopsin A is an antimitotic cyclic peptide. It is a very potent inhibitor of microtubule assembly by binding to tubulin at a site different from the colchicine binding site. Phomopsins are a family of mycotoxins produced by the fungus D. toxica, which predominantly infects lupines. Ingestion of lupines infected with D. toxica causes lupinosis, a degenerative disorder that can result in acute liver damage, brain damage, and death.1 Phomopsin A is a cyclic hexapeptide mycotoxin that binds ß-tubulin in a vinca domain, overlapping with the site targeted by vinblastine and other tubulin inhibitors. Origin: Phomopsis leptostromiformis.

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Phomopsin A

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