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[{"key": "dc.contributor.author", "value": "Ponkkonen, Eveliina", "language": null, "element": "contributor", "qualifier": "author", "schema": "dc"}, {"key": "dc.date.accessioned", "value": "2018-05-04T00:31:05Z", "language": "", "element": "date", "qualifier": "accessioned", "schema": "dc"}, {"key": "dc.date.available", "value": "2018-05-04T00:31:05Z", "language": "", "element": "date", "qualifier": "available", "schema": "dc"}, {"key": "dc.date.issued", "value": "2018", "language": null, "element": "date", "qualifier": "issued", "schema": "dc"}, {"key": "dc.identifier.other", "value": "oai:jykdok.linneanet.fi:1869805", "language": null, "element": "identifier", "qualifier": "other", "schema": "dc"}, {"key": "dc.identifier.uri", "value": "https://jyx.jyu.fi/handle/123456789/57848", "language": "", "element": "identifier", "qualifier": "uri", "schema": "dc"}, {"key": "dc.description.abstract", "value": "This master\u2019s thesis is divided into a literature review and an experimental part.\r\nThe literature review starts with an introduction of nucleic acids and epigenetics,\r\ncovering both chemical- and biological aspects. These chemical- and biological\r\nprocesses are explained at a level that is needed to understand the aim of the\r\nexperimental project and the purpose of the synthesized compounds. The main\r\nfocus of this thesis is the 2\u2019-deoxyribonucleic acid, especially 2\u2019-deoxycytidine\r\nderivatives being in the leading role. The roles and functions of other\r\ncomponents, like purine bases and histones, are not included in this thesis.\r\nThe latter part of the literature review, concerning the chemistry of 2\u2019-deoxy\r\npyrimidines and respective 2\u2019-fluorinated derivatives, introduces their chemical\r\nproperties. Based on the published data, this review will summarize different\r\nchemical approaches to introduce a variety of functional groups to the C5-postion\r\nof the pyrimidine ring to obtain C5 functionalized- 2\u2019-deoxyuridine and 2\u2019-\r\ndeoxycytidine derivatives.\r\nIn the experimental part, the main objective was to synthesize 5-nitro-2\u2019-fluoro2\u2019-deoxycytidine\r\nand 5-(butyl-4-acetoxy-benzoate)-2\u2019-fluoro-2\u2019-deoxycytidine to\r\nstudy their roles in the active demethylation process that occurs via C\u2013C bond\r\ncleavage. The last steps of the latter mentioned compound requires further\r\noptimization and therefore remains under work. 5-Nitro-2\u2019-fluoro-2\u2019-deoxycytidine\r\nwas further studied by feeding it to cultured mammalian cells. For the detection\r\nof its potential incorporation into DNA, UHPLC-MS/MS was used to provide\r\nquantitative data. The analysis showed no incorporation occurred into the DNA,\r\nhowever the nucleoside was found in the soluble pool and therefore, could have\r\nother biological implications.\r\nThis thesis gives a brief insight into the challenging field of chemical biology that\r\nis not studied during the master courses but is explained in the understandable\r\nmanner for the students on master level. It will be of interest to an audience of\r\nmultidisciplinary researchers in organic- and biological chemistry and it can be\r\nhelpful for entering chemists to understand the chemical aspects concerning\r\nepigenetics and nucleoside chemistry as well as their connection to biology.", "language": "", "element": "description", "qualifier": "abstract", "schema": "dc"}, {"key": "dc.description.abstract", "value": "T\u00e4m\u00e4 opinn\u00e4ytety\u00f6 jakautuu kirjallisuuskatsaukseen ja kokeelliseen osioon.\r\nKirjallisuuskatsaus alkaa tutustumisella nukleiinihappoihin ja epigenetiikkaan\r\nkemiallisesta ja biologisesta n\u00e4k\u00f6kulmasta. Biologinen tausta on selitetty tasolla,\r\nmik\u00e4 on tarpeellista kokeellisen osion ymm\u00e4rt\u00e4miseksi, sek\u00e4 ymm\u00e4rt\u00e4\u00e4kseen\r\nmik\u00e4 on syntetisoitujen yhdisteiden tarkoitus. T\u00e4m\u00e4n kirjallisuuskatsauksen\r\np\u00e4\u00e4roolissa ovat 2\u2019-deoksyribonukleiinihapot, erityisesti 2\u2019-deoksysytidiini\r\njohdannaiset. Muiden komponenttien, kuten puriini em\u00e4sten ja histonien rooli ei\r\nsis\u00e4lly t\u00e4h\u00e4n tutkielmaan.\r\nToisessa osiossa kohteena ovat 2\u2019-deoksipyrimidiinien ja niiden 2\u2019-fluorinoitujen\r\njohdannaisten kemia, jossa esitell\u00e4\u00e4n n\u00e4iden yhdisteiden kemiallisia ominaisuuksia.\r\nPerustuen julkaistuihin tutkimustuloksiin, t\u00e4m\u00e4 kirjallisuustutkielma\r\nkokoaa erilaisia l\u00e4hestymistapoja lis\u00e4t\u00e4 eri funktionaalisia ryhmi\u00e4 C5 asemaan\r\npyrimidiini em\u00e4ksiss\u00e4.\r\nKokeellisen osion p\u00e4\u00e4kohteena oli syntetisoida 5-nitro-2\u2019-fluoro-deoksisytidiini ja\r\n5-(butyyli-4-asetoksi-bentsoaatti)-2\u2019-fluoro-deoksisytidiini ty\u00f6kaluiksi aktiivisen\r\ndemetylaation tutkimiseen, joka tapahtuu C\u2013C sidoksen katkeamisen kautta.\r\nJ\u00e4lkimm\u00e4isen\u00e4 mainitun yhdisteen viimeiset vaiheet ovat viel\u00e4 ty\u00f6nalla. 5-nitro2\u2019-fluoro-deoksisytidiini\r\nsy\u00f6tettiin nis\u00e4kk\u00e4\u00e4n kantasoluille, joissa sen toivottiin\r\nyhdistyv\u00e4n niiden genomiin. Potentiaalinen DNA:han liittyminen analysoitiin ultra\r\nkorkean erotuskyvyn nestekromatografialla, joka oli kytketty tandem\r\nmassaspektrometriin. Analysiin perusteella voidaan sanoa, ettei sy\u00f6tetty\r\nnukleosidi liittynyt DNA:han, mutta l\u00f6ydettiin solulimaan liukenevasta osasta.\r\nT\u00e4m\u00e4 l\u00f6yd\u00f6s vaatii lis\u00e4tutkimusta, jotta yhdisteen biologinen merkitys\r\nkantasoluissa saadaan selville.\r\nT\u00e4m\u00e4 opinn\u00e4ytety\u00f6 on suunnattu poikkitieteelliselle orgaanisen- ja biologisen\r\nkemian aloista kiinnostuneille. Se helpottaa alalle tulevia uusia kemistej\u00e4\r\nymm\u00e4rt\u00e4m\u00e4\u00e4n epigenetiikaa kemiallisesta n\u00e4k\u00f6kulmasta ja sen yhteydest\u00e4\r\nbiologiaan.", "language": "", "element": "description", "qualifier": "abstract", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Submitted using Plone Publishing form by Eveliina Ponkkonen (anevponk) on 2018-05-04 00:31:04.179167. Form: Pro gradu -lomake (https://kirjasto.jyu.fi/julkaisut/julkaisulomakkeet/pro-gradu-lomake). JyX data: [jyx_publishing-allowed (fi) =True]", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Submitted by jyx lomake-julkaisija (jyx-julkaisija.group@korppi.jyu.fi) on 2018-05-04T00:31:05Z\r\nNo. of bitstreams: 2\r\nURN:NBN:fi:jyu-201805042456.pdf: 8934678 bytes, checksum: c8b1b1691565e4b162c0e4eda4cd2164 (MD5)\r\nlicense.html: 4884 bytes, checksum: c988d9e2cdb30dab8a614a256137214b (MD5)", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Made available in DSpace on 2018-05-04T00:31:05Z (GMT). No. of bitstreams: 2\r\nURN:NBN:fi:jyu-201805042456.pdf: 8934678 bytes, checksum: c8b1b1691565e4b162c0e4eda4cd2164 (MD5)\r\nlicense.html: 4884 bytes, checksum: c988d9e2cdb30dab8a614a256137214b (MD5)\r\n Previous issue date: 2018", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.format.extent", "value": "1 verkkoaineisto (150 sivua)", "language": null, "element": "format", "qualifier": "extent", "schema": "dc"}, {"key": "dc.format.mimetype", "value": "application/pdf", "language": null, "element": "format", "qualifier": "mimetype", "schema": "dc"}, {"key": "dc.language.iso", "value": "eng", "language": null, "element": "language", "qualifier": "iso", "schema": "dc"}, {"key": "dc.rights", "value": "In Copyright", "language": "en", "element": "rights", "qualifier": null, "schema": "dc"}, {"key": "dc.title", "value": "Synthesis of 2'-fluorinated-2'-deoxycytidine derivatives to investigate a direct DNA demethylation pathway in stem cells", "language": null, "element": "title", "qualifier": null, "schema": "dc"}, {"key": "dc.type", "value": "master thesis", "language": null, "element": "type", "qualifier": null, "schema": "dc"}, {"key": "dc.identifier.urn", "value": "URN:NBN:fi:jyu-201805042456", "language": null, "element": "identifier", "qualifier": "urn", "schema": "dc"}, {"key": "dc.type.ontasot", "value": "Pro gradu -tutkielma", "language": "fi", "element": "type", "qualifier": "ontasot", "schema": "dc"}, {"key": "dc.type.ontasot", "value": "Master\u2019s thesis", "language": "en", "element": "type", "qualifier": "ontasot", "schema": "dc"}, {"key": "dc.contributor.faculty", "value": "Matemaattis-luonnontieteellinen tiedekunta", "language": "fi", "element": "contributor", "qualifier": "faculty", "schema": "dc"}, {"key": "dc.contributor.faculty", "value": "Faculty of Sciences", "language": "en", "element": "contributor", "qualifier": "faculty", "schema": "dc"}, {"key": "dc.contributor.department", "value": "Kemian laitos", "language": "fi", "element": "contributor", "qualifier": "department", "schema": "dc"}, {"key": "dc.contributor.department", "value": "Department of Chemistry", "language": "en", "element": "contributor", "qualifier": "department", "schema": "dc"}, {"key": "dc.contributor.organization", "value": "University of Jyv\u00e4skyl\u00e4", "language": "en", "element": "contributor", "qualifier": "organization", "schema": "dc"}, {"key": "dc.contributor.organization", "value": "Jyv\u00e4skyl\u00e4n yliopisto", "language": "fi", "element": "contributor", "qualifier": "organization", "schema": "dc"}, {"key": "dc.subject.discipline", "value": "Orgaaninen kemia", "language": "fi", "element": "subject", "qualifier": "discipline", "schema": "dc"}, {"key": "dc.subject.discipline", "value": "Organic Chemistry", "language": "en", "element": "subject", "qualifier": "discipline", "schema": "dc"}, {"key": "dc.date.updated", "value": "2018-05-04T00:31:05Z", "language": "", "element": "date", "qualifier": "updated", "schema": "dc"}, {"key": "yvv.contractresearch.funding", "value": "0", "language": "", "element": "contractresearch", "qualifier": "funding", "schema": "yvv"}, {"key": "dc.type.coar", "value": "http://purl.org/coar/resource_type/c_bdcc", "language": null, "element": "type", "qualifier": "coar", "schema": "dc"}, {"key": "dc.rights.accesslevel", "value": "openAccess", "language": "fi", "element": "rights", "qualifier": "accesslevel", "schema": "dc"}, {"key": "dc.type.publication", "value": "masterThesis", "language": null, "element": "type", "qualifier": "publication", "schema": "dc"}, {"key": "dc.subject.oppiainekoodi", "value": "4035", "language": null, "element": "subject", "qualifier": "oppiainekoodi", "schema": "dc"}, {"key": "dc.format.content", "value": "fulltext", "language": null, "element": "format", "qualifier": "content", "schema": "dc"}, {"key": "dc.rights.url", "value": "https://rightsstatements.org/page/InC/1.0/", "language": null, "element": "rights", "qualifier": "url", "schema": "dc"}, {"key": "dc.type.okm", "value": "G2", "language": null, "element": "type", "qualifier": "okm", "schema": "dc"}]
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