Phomopsin A

SKU
P-2761
  • CAS:64925-80-0
  • Formula:C36H45ClN6O12
  • MW:789.2
  • Appearance:White solid
  • Purity:>98% by HPLC
Product Name Qty
Phomopsin A
1 mg
$422.47
Phomopsin A
5 mg
$1,689.88

Phomopsin A is a an acidic 13-membered cyclic hexapeptide-like metabolite with three unusual amino acids linked in an ‘ansa’ macrocycle with a tripeptide tail, terminating in a dicarboxylic acid. Phomopsin A is a potent mycotoxin produced by the fungus, Phomopsis leptostromiformis, and causes lupinosis in livestock fed infected lupins. Phomopsin A is an important bioprobe for understanding cellular structural proteins. It binds selectively to dimeric tubulin at a site overlapping that of vinblastine and maytansine, inhibiting the formation of the microtubule spindle to block cell division. Uniquely, phomopsin A protects tubulin from decay.

More Information
SKU
P-2761
CAS #
64925-80-0
Chemical Formula
C36H45ClN6O12
Molecular Weight
789.2
Appearance
White solid
Purity
>98% by HPLC
Solubility
Soluble in ethanol, methanol, DMF or DMSO Slightly soluble in water
Storage Temp
-20°C
USE
Phomopsin A is a potent mycotoxin produced by the fungus
MDL NUMBER
MFCD00467142
INCHI
InChI=1S/C36H45ClN6O12/c1-8-17(5)25(32(50)39-20(35(53)54)15-23(44)45)41-30(48)21-11-10-12-43(21)34(52)29-36(6,9-2)55-22-14-18(13-19(37)28(22)47)27(46)26(38-7)33(51)40-24(16(3)4)31(49)42-29/h10-11,13-15,21,24,26-27,29,38,46-47H,3,8-9,12H2,1-2,4-7H3,(H,39,50)(H,40,51)(H,41,48)(H,42,49)(H,44,45)(H,53,54)/b20-15+,25-17+/t21-,24-,26+,27+,29+,36+/m0/s1
SMILES
CC/C(=C(\C(=O)N/C(=C/C(=O)O)/C(=O)O)/NC(=O)[C@@H]1C=CCN1C(=O)[C@@H]2[C@@](Oc3cc(cc(c3O)Cl)[C@H]([C@H](C(=O)N[C@H](C(=O)N2)C(=C)C)NC)O)(C)CC)/C
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