Technical Data

P3970
CAS Number
64925-80-0
Grade
Highly Purified
Molecular Formula
C36H45ClN6O12
Molecular Weight
789.2
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C
Phomopsin A
2-Oxa-5,8-diazabicyclo[10.3.1]hexadecane, cyclic peptide deriv.; 3-Chloro-erythro-β,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→3)-ether; NSC 381839

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

Source
Phomposis leptostromiformis MST-FP2068
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Slightly soluble in water.
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at -20°C. Stable for 6 months at -20°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.

Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.

References
1. Structure elucidation and absolute configuration of phomopsin A, a hexapeptide mycotoxin produced by phomopsis leptostromiformis. Culvenor C. C. J. et al., Tetrahedron 1989, 45, 2351. 2. Interaction of phomopsin A and related compounds with purified sheep brain tubulin. E. Lacey et al., Biochem. Pharmacol. 1987, 36, 2133. 3. Interaction of phomopsin A with normal and subtilisin-treated bovine brain tubulin. Chaudhuri AR and Ludueña R.F., J. Prot. Chem. 1997, 16, 99.
USBio References
No references available
United States Biological | 4 Technology Way | Salem, MA 01970
Phone 800-520-3011 | Fax 978-594-8052 | Website www.usbio.net