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Merck

C6696

Sigma-Aldrich

Cercosporin from Cercospora hayii

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About This Item

Wzór empiryczny (zapis Hilla):
C29H26O10
Numer CAS:
Masa cząsteczkowa:
534.51
Numer MDL:
Kod UNSPSC:
51102829
Identyfikator substancji w PubChem:
NACRES:
NA.85

Formularz

solid

Poziom jakości

rozpuszczalność

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

spektrum działania antybiotyku

Gram-positive bacteria

Tryb działania

cell membrane | interferes

temp. przechowywania

2-8°C

ciąg 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

Klucz InChI

JWFLIMIGORGZMQ-UHFFFAOYSA-N

Zastosowanie

Cercosporin (C29H26O10) is a red pigment that has been isolated from cultures of a banana pathogen [1]. It has been used to study toxin biodegredation in species such as Bacterium Xanthomonas campestris pv. Zinniae [2].

Działania biochem./fizjol.

A light-induced polyketide phytotoxin reported to produce singlet oxygen when photoactivated.
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.

Inne uwagi

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

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Sabine Butzloff et al.
Cytometry. Part A : the journal of the International Society for Analytical Cytology, 81(8), 698-703 (2012-06-28)
The malaria parasite Plasmodium falciparum proliferates within human erythrocytes and is thereby exposed to a variety of reactive oxygen species (ROS) such as hydrogen peroxide, hydroxyl radical, superoxide anion, and highly reactive singlet oxygen ((1)O(2)). While most ROS are already
Hui-Qin Chen et al.
Microbiology (Reading, England), 153(Pt 8), 2781-2790 (2007-07-31)
Cercosporin is a non-host-selective, photoactivated polyketide toxin produced by many phytopathogenic Cercospora species, which plays a crucial role during pathogenesis on host plants. Upon illumination, cercosporin converts oxygen molecules to toxic superoxide and singlet oxygen that damage various cellular components
Barbara J Morgan et al.
Journal of the American Chemical Society, 131(26), 9413-9425 (2009-06-06)
The total syntheses of the PKC inhibitors (+)-calphostin D, (+)-phleichrome, cercosporin, and 10 novel perylenequinones are detailed. The highly convergent and flexible strategy developed employed an enantioselective oxidative biaryl coupling and a double cuprate epoxide opening, allowing the selective syntheses
Tanya V Taylor et al.
Applied and environmental microbiology, 72(9), 6070-6078 (2006-09-08)
The polyketide toxin cercosporin plays a key role in pathogenesis by fungal species of the genus Cercospora. The bacterium Xanthomonas campestris pv. zinniae is able to rapidly degrade this toxin. Growth of X. campestris pv. zinniae strains in cercosporin-containing medium
Bang-Jau You et al.
Canadian journal of microbiology, 54(4), 259-269 (2008-04-05)
Cercosporin is a polyketide phytotoxin produced by many phytopathogenic Cercospora spp. We investigated environmental signals that have elaborate control of cercosporin production. Light is the most critical factor for cercosporin production. Cercospora nicotianae accumulated substantial quantities of cercosporin only when

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