Kedarcidin (original) (raw)

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Kedarcidin is a chromoprotein antitumor antibiotic first isolated from an Actinomycete in 1992, comprising an ansa-bridged enediyne chromophore (shown) as well as an apoprotein that serves to stabilize the toxin in the Actinomycete. Like other members of the enediyne class of drugs—so named for the nine-or-ten-membered core structure bearing an alkene directly attached to two alkynyl appendages—kedarcidin was likely evolved to kill bacteria that compete with the producing organism. Because it achieves this by causing DNA damage, however, kedarcidin is capable of harming tumor cells, as well. Kedarcidin is thus the subject of scientific research, both for its structural complexity as well as its anticancer properties.

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dbo:abstract Kedarcidin is a chromoprotein antitumor antibiotic first isolated from an Actinomycete in 1992, comprising an ansa-bridged enediyne chromophore (shown) as well as an apoprotein that serves to stabilize the toxin in the Actinomycete. Like other members of the enediyne class of drugs—so named for the nine-or-ten-membered core structure bearing an alkene directly attached to two alkynyl appendages—kedarcidin was likely evolved to kill bacteria that compete with the producing organism. Because it achieves this by causing DNA damage, however, kedarcidin is capable of harming tumor cells, as well. Kedarcidin is thus the subject of scientific research, both for its structural complexity as well as its anticancer properties. (en) Кедарцидін — хромопротеїн протипухлинний препарат вперше виділений з актиноміцетів у 1992 році. Кедарцидін, ймовірно, виробляється мікроорганізмами для вбивства конкурентних бактерій. Оскільки це досягається шляхом пошкодження ДНК кедарцидін здатний також завдавати шкоди пухлинним клітинам. Кедарцидін є предметом наукових досліджень, як з точки зору його структурної складності, так і його протипухлинних властивостей. (uk)
dbo:iupacName N-[(3S,9R,14S,15E,19S,21R,24R)-6-chloro-24-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-14-[(2S,4S,5S,6S)-5-(dimethylamino)-4-hydroxy-6-methyloxan-2-yl]oxy-11-oxo-4,12,20-trioxa-7-azapentacyclo[13.6.2.25,8.13,21.019,21]hexacosa-1,5,7,15,25-pentaen-17,22-diyn-9-yl]-3-hydroxy-7,8-dimethoxy-6-propan-2-yloxynaphthalene-2-carboxamide (en)
dbo:thumbnail wiki-commons:Special:FilePath/Kedarcidin_chromophore_2007_revised_1.png?width=300
dbo:wikiPageExternalLink https://www.ncbi.nlm.nih.gov/pubmed/1399845
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dbp:imagefile Kedarcidin 3D structure.png (en) Kedarcidin chromophore 2007 revised 1.png (en)
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dbp:iupacname N-[-6-chloro-24-[-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-14-[-5--4-hydroxy-6-methyloxan-2-yl]oxy-11-oxo-4,12,20-trioxa-7-azapentacyclo[13.6.2.25,8.13,21.019,21]hexacosa-1,5,7,15,25-pentaen-17,22-diyn-9-yl]-3-hydroxy-7,8-dimethoxy-6-propan-2-yloxynaphthalene-2-carboxamide (en)
dbp:name Kedarcidin chromophore (en)
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gold:hypernym dbr:Chromoprotein
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rdfs:comment Kedarcidin is a chromoprotein antitumor antibiotic first isolated from an Actinomycete in 1992, comprising an ansa-bridged enediyne chromophore (shown) as well as an apoprotein that serves to stabilize the toxin in the Actinomycete. Like other members of the enediyne class of drugs—so named for the nine-or-ten-membered core structure bearing an alkene directly attached to two alkynyl appendages—kedarcidin was likely evolved to kill bacteria that compete with the producing organism. Because it achieves this by causing DNA damage, however, kedarcidin is capable of harming tumor cells, as well. Kedarcidin is thus the subject of scientific research, both for its structural complexity as well as its anticancer properties. (en) Кедарцидін — хромопротеїн протипухлинний препарат вперше виділений з актиноміцетів у 1992 році. Кедарцидін, ймовірно, виробляється мікроорганізмами для вбивства конкурентних бактерій. Оскільки це досягається шляхом пошкодження ДНК кедарцидін здатний також завдавати шкоди пухлинним клітинам. Кедарцидін є предметом наукових досліджень, як з точки зору його структурної складності, так і його протипухлинних властивостей. (uk)
rdfs:label Kedarcidin (en) Кедарцидін (uk)
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foaf:depiction wiki-commons:Special:FilePath/2-naphthonate_biosynthesis.png wiki-commons:Special:FilePath/Azatyrosine_biosynthesis.png wiki-commons:Special:FilePath/DNA_damage_mechanism.png wiki-commons:Special:FilePath/Epoxide_stereochemistry_kedarcidin.png wiki-commons:Special:FilePath/Kedarcidin_3D_structure.png wiki-commons:Special:FilePath/Kedarcidin_biosynthesis.png wiki-commons:Special:FilePath/Kedarcidin_borohydride_reduction.png wiki-commons:Special:FilePath/Kedarcidin_chromophore_2007_revised_1.png wiki-commons:Special:FilePath/Kedarcidin_core_Bergman_equilibrium.png wiki-commons:Special:FilePath/Kedarcidin_structure_series_of_revisions.png wiki-commons:Special:FilePath/Martin_sulfurane_mechanism.png wiki-commons:Special:FilePath/Retrosynthetic_approach_kedarcidin.png wiki-commons:Special:FilePath/Ring_strain_MM2.png wiki-commons:Special:FilePath/Transannular_cyclization.png
foaf:isPrimaryTopicOf wikipedia-en:Kedarcidin
foaf:name Kedarcidin chromophore (en)
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