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C6696

Sigma-Aldrich

Cercosporin from Cercospora hayii

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About This Item

Fórmula empírica (Notação de Hill):
C29H26O10
Número CAS:
35082-49-6
Peso molecular:
534.51
Número MDL:
MFCD00212919
Código UNSPSC:
51102829
ID de substância PubChem:
24892884
NACRES:
NA.85

forma

solid

Nível de qualidade

200

solubilidade

chloroform: 9.80- 10.20 mg/mL, clear, red to red-brown

espectro de atividade do antibiótico

Gram-positive bacteria

Modo de ação

cell membrane | interferes

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

COC1=C(CC(C)O)c2c3c(CC(C)O)c(OC)c(O)c4C(=O)C=C5OCOc6cc(O)c(C1=O)c2c6c5c34

InChI

1S/C29H26O10/c1-10(30)5-12-18-19-13(6-11(2)31)29(37-4)27(35)21-15(33)8-17-23(25(19)21)22-16(38-9-39-17)7-14(32)20(24(18)22)26(34)28(12)36-3/h7-8,10-11,30-32,35H,5-6,9H2,1-4H3

chave InChI

JWFLIMIGORGZMQ-UHFFFAOYSA-N

Aplicação

Cercosporin (C29H26O10) is a red pigment that has been isolated from cultures of a banana pathogen . It has been used to study toxin biodegredation in species such as Bacterium Xanthomonas campestris pv. Zinniae .

Ações bioquímicas/fisiológicas

Cercosporin, a polyketide phytotoxin, is activated by light and in the activated state, reacts with oxygen to produce toxic oxygen species such as singlet oxygen (O2) and superoxide (O2-). Production of reactive oxygen species leads to peroxidation of lipids in the plant cell membranes.
A light-induced polyketide phytotoxin reported to produce singlet oxygen when photoactivated.

Outras notas

Keep container tightly closed in a dry and well-ventilated place.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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J D Williamson et al.
Trends in microbiology, 1(6), 239-245 (1993-09-01)
Antioxidant defense systems are a prominent element in plant responses to environmental stress. Activated oxygen species have themselves been implicated as both a part of the plant's defense against pathogen attack as well as the phytotoxic component of photosensitizing fungal
Julia Knöckel et al.
The Biochemical journal, 443(2), 397-405 (2012-01-17)
The malaria parasite Plasmodium falciparum is able to synthesize de novo PLP (pyridoxal 5'-phosphate), the active form of vitamin B6. In the present study, we have shown that the de novo synthesized PLP is used by the parasite to detoxify
Maricela Martínez Jiménez et al.
Mycopathologia, 169(4), 309-314 (2009-11-27)
A red pigment produced by a Mexican isolate of Cercospora piaropi (waterhyacinth pathogen) has been isolated and identified as cercosporin. The kinetic of cercosporin production in culture media during dark/light regimes was evaluated. When C. piaropi was cultivated in continuous
Adam G Newman et al.
Chemical communications (Cambridge, England), 48(96), 11772-11774 (2012-10-31)
The polyketide synthase CTB1 is demonstrated to catalyze pyrone formation thereby expanding the known biosynthetic repertoire of thioesterase domains in iterative, non-reducing polyketide synthases.
Maricela Martínez Jiménez et al.
Mycopathologia, 167(4), 203-208 (2008-10-22)
An evaluation of the potential hazards associated with mutagenicity and acute toxicity of a mycoherbicide formulation based on the fungal pathogen Cercospora piaropi was performed. Neither the mycoherbicide nor any of its components were mutagenic to Salmonella typhimurium TA98 and
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