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F0537

Sigma-Aldrich

Fusicoccin from Fusicoccum amygdali

≥85% (HPLC)

Synonym(s):

Fusicoccin A

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About This Item

Empirical Formula (Hill Notation):
C36H56O12
CAS Number:
20108-30-9
Molecular Weight:
680.82
MDL number:
MFCD00070322
UNSPSC Code:
12352201
PubChem Substance ID:
24894726
NACRES:
NA.25

biological source

plant (Fusicoccum amygdali)

Quality Level

200

Assay

≥85% (HPLC)

form

solid

storage temp.

−20°C

SMILES string

COCC1CCC2C(C)C(O)C(OC3OC(COC(C)(C)C=C)C(O)C(OC(C)=O)C3O)C4=C(CC(O)C4(C)C=C12)C(C)COC(C)=O

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-

InChI key

KXTYBXCEQOANSX-QFEZKATASA-N

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Application

Fusicoccin (Fusicoccin A), a diterpene glucoside phytotoxin, is used to study 14-3-3-dependent processes such as the activation of H+-ATPase in plants and other client proteins with mode III binding motifs. Fusicoccin is an inducer of a catalase inhibitor that leads to oxidative damage in plants.

Other Notes

A diterpene glucoside with numerous physiological effects on plants.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000415003
0000415003
0000368430
0000280199
0000362163

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L Baunsgaard et al.
The Plant journal : for cell and molecular biology, 13(5), 661-671 (1998-07-29)
The plasma membrane H(+)-ATPase in higher plants has been implicated in nutrient uptake, phloem loading, elongation growth and establishment of turgor. Although a C-terminal regulatory domain has been identified, little is known about the physiological factors involved in controlling the
Tomonobu Toyomasu
Bioscience, biotechnology, and biochemistry, 72(5), 1168-1175 (2008-05-08)
Cyclic diterpenoids are commonly biosynthesized from geranylgeranyl diphosphate (GGDP) through the formation of carbon skeletons by specific cyclases and subsequent chemical modifications, such as oxidation, reduction, methylation, and glucosidation. A variety of diterpenoids are produced in higher plants and fungi.
Yusuke Ono et al.
Journal of the American Chemical Society, 133(8), 2548-2555 (2011-02-09)
Fusicoccin A and cotylenin A are structurally related diterpene glucosides and show a phytohormone-like activity. However, only cotylenin A induces the differentiation of human myeloid leukemia cells. Since the cotylenin A producer lost its ability to proliferate during preservation, a
Ingrid J de Vries-van Leeuwen et al.
Cancer letters, 293(2), 198-206 (2010-02-16)
Active small molecules have a high potential for the development into new anti-cancer drugs. Here we analysed the effect of the natural occurring fusicoccanes, Fusicoccin-A (FC), Ophiobolin-A (OPH-A) and Ophiobolin-I (OPH-I) on various tumor cell lines. Both FC and OPH-A
Anja Richter et al.
The Journal of organic chemistry, 76(16), 6694-6702 (2011-07-16)
A synthesis of the fully protected C-ring fragment of the tricyclic diterpene fusicoccin A is reported. The desired cyclopentenyl halides 5a,b are obtained in a total of nine steps. Key transformations of the synthesis sequence are a nonconventional Cr-catalyzed allylic
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