A phytotoxin
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Fusicoccin

Item No. 25020

Technical Information
Formal Name
(1S,4R,5R,6R,6aS,9S,10aR)-3-[(1S)-2-(acetyloxy)-1-methylethyl]-1,2,4,5,6,6a,7,8,9,10a-decahydro-1,5-dihydroxy-9-(methoxymethyl)-6,10a-dimethyldicyclopenta[a,d]cycloocten-4-yl 6-O-(1,1-dimethyl-2-propen-1-yl)-α-D-glucopyranoside, 3-acetate
CAS Number
20108-30-9
Synonyms
  • NSC 113500
Molecular Formula
C36H56O12
Formula Weight
Purity
≥90%
Formulation
A film
SMILES
O[C@H]1[C@H](O[C@@]2([H])O[C@H](COC(C)(C)C=C)[C@@H](O)[C@H](OC(C)=O)[C@H]2O)C3=C([C@@H](COC(C)=O)C)C[C@H](O)[C@]3(C)/C=C4[C@](CC[C@@H]\4COC)([H])[C@H]1C
InChi Code
InChI=1S/C36H56O12/c1-10-35(6,7)45-17-26-30(41)33(46-21(5)38)31(42)34(47-26)48-32-28-24(18(2)15-44-20(4)37)13-27(39)36(28,8)14-25-22(16-43-9)11-12-23(25)19(3)29(32)40/h10,14,18-19,22-23,26-27,29-34,39-42H,1,11-13,15-17H2,2-9H3/b25-14-/t18-,19-,22-,23+,26-,27+,29-,30-,31-,32-,33+,34-,36+/m1/s1
InChi Key
KXTYBXCEQOANSX-WYKQKOHHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Fusicoccin is a phytotoxin originally isolated from F. amygdali that induces death of tomato plants when used at concentrations ranging from 0.1 to 0.2 μg/ml.1 Topical administration of fusicoccin to tobacco (N. tabacum), sorghum (S. bicolor), cucumber (C. sativa), lucerne (M. sativa), and pokeweed (P. Americana) induces permanent opening of leaf stomata and wilting.2 Fusicoccin binds to the preformed complex between plasma membrane H+-ATPase and a 14-3-3 protein in plants to stabilize and activate the enzyme leading to dysregulated solute transport and control of transmembrane electric potential.3 It also stabilizes eukaryotic 14-3-3 protein interactions with binding partners containing a C-terminal 14-3-3 recognition motif, also known as a mode 3 motif, such as ERα, GPIbα, TASK3, CTFR, and p53 in vitro.4 Fusicoccin stimulates cortical neurite outgrowth in a 14-3-3 protein-dependent manner (EC50 = 29 μM).5 In vivo, topical administration of fusicoccin to the injury site reduces collapse and retraction of severed axons in a mouse model of spinal cord injury.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ballio, A., Chain, E.B., De Leo, P., et alFusioccin: A new wilting toxin produced by Fusicoccum amygdali Del. Nature 203(4942), 297 (1964).

    2. Turner, N.C., and Grainiti, A. Fusicoccin: A fungal toxin that opens stomata. Nature 223(5210), 1070-1071 (1969).

    3. Camoni, L., Visconti, S., and Aducci, P. The phytotoxin fusicoccin, a selective stabilizer of 14-3-3 interactions? IUBMB Life 65(6), 513-517 (2013).

    4. Doveston, R.G., Kuusk, A., Andrei, S., et alSmall-molecule stabilization of the p53 - 14-3-3 protein-protein interaction. FEBS Lett. 591(16), 2449-2459 (2017).

    5. Kaplan, A., Morguette, B., Kroner, A., et alSmall-molecule stabilization of 14-3-3 protein-protein interactions stimulates axon regeneration. Neuron 93(5), 1082-1093 (2017).