Mycothiol (original) (raw)
Mycothiol (MSH or AcCys-GlcN-Ins) is an unusual thiol compound found in the Actinomycetota. It is composed of a cysteine residue with an acetylated amino group linked to glucosamine, which is then linked to inositol. The oxidized, disulfide form of mycothiol (MSSM) is called mycothione, and is reduced to mycothiol by the flavoprotein mycothione reductase. Mycothiol biosynthesis and mycothiol-dependent enzymes such as mycothiol-dependent formaldehyde dehydrogenase and mycothione reductase have been proposed to be good drug targets for the development of treatments for tuberculosis.
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| dbo:abstract | Mycothiol (MSH oder AcCys-GlcN-Ins) ist ein bakterielles Thiol, das in Actinobakterien vorkommt und analog zu Glutathion in Eukaryoten wirkt. Mycothiol dient den Bakterien zum Abbau reaktiver Sauerstoffspezies und zur Entgiftung, unter anderem von manchen Antibiotika. Es besteht aus einem Cystein-Anteil mit einer acetylierten Aminogruppe, die an Glucosamin gebunden ist. Dies ist wiederum verbunden mit Inositol. Die oxidierte Disulfid-Form des Mycothiol (MSSM) nennt man Mycothion, welches zu Mycothiol durch das Flavoprotein Mycothion-Reductase reduziert wird. Enzyme der Mycothiol-Biosynthese und Mycothiol-abhängige Enzyme wie die Mycothiol-abhängige-Formaldehyd-Dehydrogenase und Mycothion-Reductase werden als Zielsubstanzen für die Entwicklung von Behandlungen der Tuberkulose genommen. (de) Mycothiol (MSH or AcCys-GlcN-Ins) is an unusual thiol compound found in the Actinomycetota. It is composed of a cysteine residue with an acetylated amino group linked to glucosamine, which is then linked to inositol. The oxidized, disulfide form of mycothiol (MSSM) is called mycothione, and is reduced to mycothiol by the flavoprotein mycothione reductase. Mycothiol biosynthesis and mycothiol-dependent enzymes such as mycothiol-dependent formaldehyde dehydrogenase and mycothione reductase have been proposed to be good drug targets for the development of treatments for tuberculosis. (en) マイコチオール（mycothiol, MSH or AcCys-GlcN-Ins）は、放線菌で見られる珍しいチオールである。アミノ基がアセチル化されたシステインとグルコサミン、イノシトールから構成される化合物である。酸化体であるジスルフィド型（MSSM）はミコチオン（mycothione）よ呼ばれ、フラボタンパク質ミコチオンレダクターゼによってマイコチオールに還元される。およびミコチオンレダクターゼのようなマイコチオール依存性酵素は、結核の治療薬開発における薬剤標的であると提唱されている。 (ja) 미코싸이올(영어: mycothiol)은 방선균에서 발견되는 특이한 싸이올 화합물이다. 미코싸이올은 글루코사민과 연결된 아세틸화된 아미노기를 가지고 있는 시스테인 잔기로 구성되어 있으며, 이어서 이노시톨과 연결되어 있다. 산화된 이황화 형태의 미코싸이올(MSSM)을 미코싸이올이라고 하며, 플라보단백질인 에 의해 미코싸이올로 환원된다. 미코싸이올 생합성 및 미코싸이올 의존적 효소(예: , 마이코싸이온 환원효소)는 결핵 치료제 개발을 위한 훌륭한 약물 표적으로 제안되어 왔다. (ko) |
| dbo:alternativeName | Mycothiol (en) |
| dbo:iupacName | (2R)-2-acetamido-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3S,5R,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]-3-sulfanylpropanamide (en) |
| dbo:thumbnail | wiki-commons:Special:FilePath/Mycothiol_structure.png?width=300 |
| dbo:wikiPageExternalLink | https://archive.today/20121224172559/http:/web.uct.ac.za/depts/chempath/pathogens.htm |
| dbo:wikiPageID | 20173382 (xsd:integer) |
| dbo:wikiPageLength | 4825 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID | 1113925223 (xsd:integer) |
| dbo:wikiPageWikiLink | dbc:Acetamides dbc:Thiols dbr:Glucosamine dbr:Glutathione dbr:Bacillithiol dbc:Tetrahydropyrans dbr:Tuberculosis dbr:Actinomycetota dbc:Propionamides dbr:Cysteine dbr:Disulfide dbr:Inositol dbr:Flavoprotein dbr:Mycothiol-dependent_formaldehyde_dehydrogenase dbr:Mycothione_reductase dbr:Thiol dbr:Drug_target |
| dbp:imagefile | Mycothiol spacefill.png (en) |
| dbp:imagefilel | Mycothiol structure.png (en) |
| dbp:imagefiler | Mycothiol ball and stick.png (en) |
| dbp:imagesize | 150 (xsd:integer) |
| dbp:imagesizel | 125 (xsd:integer) |
| dbp:imagesizer | 125 (xsd:integer) |
| dbp:iupacname | -2 (xsd:integer) |
| dbp:othernames | Mycothiol (en) |
| dbp:verifiedfields | changed (en) |
| dbp:verifiedrevid | 433271578 (xsd:integer) |
| dbp:watchedfields | changed (en) |
| dbp:wikiPageUsesTemplate | dbt:Chembox dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Reflist dbt:Cascite dbt:Chemspidercite dbt:Ebicite dbt:Keggcite dbt:Stdinchicite |
| dcterms:subject | dbc:Acetamides dbc:Thiols dbc:Tetrahydropyrans dbc:Propionamides |
| gold:hypernym | dbr:Compound |
| rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 yago:Abstraction100002137 yago:Acetamide114711197 yago:Amide114724264 yago:Chemical114806838 yago:Compound114818238 yago:Material114580897 yago:Matter100020827 yago:OrganicCompound114727670 yago:Part113809207 yago:PhysicalEntity100001930 yago:Relation100031921 dbo:ChemicalCompound yago:Substance100019613 yago:WikicatAcetamides umbel-rc:ChemicalSubstanceType |
| rdfs:comment | Mycothiol (MSH or AcCys-GlcN-Ins) is an unusual thiol compound found in the Actinomycetota. It is composed of a cysteine residue with an acetylated amino group linked to glucosamine, which is then linked to inositol. The oxidized, disulfide form of mycothiol (MSSM) is called mycothione, and is reduced to mycothiol by the flavoprotein mycothione reductase. Mycothiol biosynthesis and mycothiol-dependent enzymes such as mycothiol-dependent formaldehyde dehydrogenase and mycothione reductase have been proposed to be good drug targets for the development of treatments for tuberculosis. (en) マイコチオール（mycothiol, MSH or AcCys-GlcN-Ins）は、放線菌で見られる珍しいチオールである。アミノ基がアセチル化されたシステインとグルコサミン、イノシトールから構成される化合物である。酸化体であるジスルフィド型（MSSM）はミコチオン（mycothione）よ呼ばれ、フラボタンパク質ミコチオンレダクターゼによってマイコチオールに還元される。およびミコチオンレダクターゼのようなマイコチオール依存性酵素は、結核の治療薬開発における薬剤標的であると提唱されている。 (ja) 미코싸이올(영어: mycothiol)은 방선균에서 발견되는 특이한 싸이올 화합물이다. 미코싸이올은 글루코사민과 연결된 아세틸화된 아미노기를 가지고 있는 시스테인 잔기로 구성되어 있으며, 이어서 이노시톨과 연결되어 있다. 산화된 이황화 형태의 미코싸이올(MSSM)을 미코싸이올이라고 하며, 플라보단백질인 에 의해 미코싸이올로 환원된다. 미코싸이올 생합성 및 미코싸이올 의존적 효소(예: , 마이코싸이온 환원효소)는 결핵 치료제 개발을 위한 훌륭한 약물 표적으로 제안되어 왔다. (ko) Mycothiol (MSH oder AcCys-GlcN-Ins) ist ein bakterielles Thiol, das in Actinobakterien vorkommt und analog zu Glutathion in Eukaryoten wirkt. Mycothiol dient den Bakterien zum Abbau reaktiver Sauerstoffspezies und zur Entgiftung, unter anderem von manchen Antibiotika. Es besteht aus einem Cystein-Anteil mit einer acetylierten Aminogruppe, die an Glucosamin gebunden ist. Dies ist wiederum verbunden mit Inositol. Die oxidierte Disulfid-Form des Mycothiol (MSSM) nennt man Mycothion, welches zu Mycothiol durch das Flavoprotein Mycothion-Reductase reduziert wird. (de) |
| rdfs:label | Mycothiol (de) 미코싸이올 (ko) Mycothiol (en) マイコチオール (ja) |
| owl:sameAs | freebase:Mycothiol yago-res:Mycothiol wikidata:Mycothiol http://azb.dbpedia.org/resource/میکوتیول dbpedia-de:Mycothiol dbpedia-fa:Mycothiol dbpedia-ja:Mycothiol dbpedia-ko:Mycothiol dbpedia-sh:Mycothiol dbpedia-sr:Mycothiol https://global.dbpedia.org/id/44VHU |
| prov:wasDerivedFrom | wikipedia-en:Mycothiol?oldid=1113925223&ns=0 |
| foaf:depiction | wiki-commons:Special:FilePath/Mycothiol_ball_and_stick.png wiki-commons:Special:FilePath/Mycothiol_spacefill.png wiki-commons:Special:FilePath/Mycothiol_structure.png |
| foaf:isPrimaryTopicOf | wikipedia-en:Mycothiol |
| is dbo:wikiPageRedirects of | dbr:C17H30N2O12S dbr:AcCys-GlcN-Ins dbr:Mycothiol_disulfide dbr:Mycothione |
| is dbo:wikiPageWikiLink of | dbr:Antioxidant dbr:D-inositol-3-phosphate_glycosyltransferase dbr:L-cysteine:1D-myo-inositol_2-amino-2-deoxy-alpha-D-glucopyranoside_ligase dbr:Glutathione dbr:Lincomycin dbr:Bacillithiol dbr:C17H30N2O12S dbr:Arsenate-mycothiol_transferase dbr:MSH dbr:Mycoredoxin dbr:Mycothiol-dependent_formaldehyde_dehydrogenase dbr:Mycothiol_synthase dbr:Mycothione_reductase dbr:N-acetyl-1-D-myo-inositol-2-amino-2-deoxy-alpha-D-glucopyranoside_deacetylase dbr:Yossef_Av-Gay dbr:AcCys-GlcN-Ins dbr:Mycothiol_disulfide dbr:Mycothione |
| is foaf:primaryTopic of | wikipedia-en:Mycothiol |
