Cercosporin | ROS-generating fungal toxin

CAS:
35082-49-6
Catalog Number:
10-3447
Activity:
ROS-generating fungal toxin
Chemical Names:
(13bR)-6,12-Dihydroxy-8,9-bis[(2R)-2-hydroxypropyl]-7,10-dimethoxy-perylo[1,12-def]-1,3-dioxepin-5,11-dione
Alternate Name:
NSC-153111
Molecular Weight:
534.52
Molecular Formula:
C29H26O4
Solubility:
Soluble in DMSO (10 mg/ml)
Physical Properties:
Dark red solid
Purity:
>98% HPLC
NMR (Conforms)
Storage Temperature:
-20°C
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
Shipping Code:
RT

Available Options

Size:PriceQuantity 
1 mg$60.00
5 mg$240.00

Cercosporin (35082-49-6) is a perylenequinone from the fungus Cercospora kikuchii. Upon photo- activation, perylenequinones display almost universal toxicity to a broad variety of organisms.1 Exposure to visible and near-UV light activates this family of quinones to an excited triplet state that reacts with oxygen to form reactive oxygen species.2 Displays antiproliferative effects in various tumor cell lines.3 Selectively inhibits PKC (IC50=0.6-1.3 µM) over PKA and PPK.4

References/Citations:

  1. Daub et al. (2013), Reactive oxygen species in plant pathogenesis: the role of perylenequinone photosensitizers; Antioxid. Redox. Signal 19 970
  2. Guedes and Eriksson (2007), Photophysics, photochemistry, and reactivity: molecular aspects of perylenequinone reactions, Photochem. Photobiol. Sci. 6 1089
  3. Vandenbogaerde et al. (1998), Cytotoxicity and antiproliferative effect of hypericin and derivatives after photosensitization; Photochem. Photobiol., 67 119
  4. Morgan et al. (2009), Design, Synthesis, and Investigation of Protein Kinase C Inhibitors: Total Syntheses of (+)-Calphostin D, (+)-Phleichrome, Cercosporin, and New Photoactive Perylenequinones; J. Am. Chem. Soc., 131 9413
CAS:
35082-49-6
Catalog Number:
10-3447
Activity:
ROS-generating fungal toxin
Chemical Names:
(13bR)-6,12-Dihydroxy-8,9-bis[(2R)-2-hydroxypropyl]-7,10-dimethoxy-perylo[1,12-def]-1,3-dioxepin-5,11-dione
Alternate Name:
NSC-153111
Molecular Weight:
534.52
Molecular Formula:
C29H26O4
Solubility:
Soluble in DMSO (10 mg/ml)
Physical Properties:
Dark red solid
Purity:
>98% HPLC
NMR (Conforms)
Storage Temperature:
-20°C
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
Shipping Code:
RT

Safety Data Sheet:

N/A

Product Data Sheet:

N/A

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