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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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.
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
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
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