{"title":"含有两种新型2'-O-甲基修饰核苷酸单体的寡核苷酸的评价:3'- c -烯丙基和2'-O,3'- c连接的双环衍生物。","authors":"H M Pfundheller, A A Koshkin, C E Olsen, J Wengel","doi":"10.1080/07328319908044861","DOIUrl":null,"url":null,"abstract":"<p><p>The two ribo-configured nucleosides 1-(3-C-allyl-2-O-methyl-beta-D-ribo-pentofuranosyl)thymine 3 and (1S,5R,6R,8R)-5-hydroxy-6-(hydroxymethyl)-1-methoxy-8-(thymin-1-yl )- 2,7-dioxabicyclo[3.3.0]octane 6 have been transformed into their corresponding phosphoramidites, 5 and 8 respectively, and used as building blocks for the synthesis of modified oligonucleotides. The oligonucleotides were shown to hybridize with decreased binding affinity towards complementary single stranded DNA and RNA.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 9","pages":"2017-30"},"PeriodicalIF":0.0000,"publicationDate":"1999-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044861","citationCount":"6","resultStr":"{\"title\":\"Evaluation of oligonucleotides containing two novel 2'-O-methyl modified nucleotide monomers: a 3'-C-allyl and a 2'-O,3'-C-linked bicyclic derivative.\",\"authors\":\"H M Pfundheller, A A Koshkin, C E Olsen, J Wengel\",\"doi\":\"10.1080/07328319908044861\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>The two ribo-configured nucleosides 1-(3-C-allyl-2-O-methyl-beta-D-ribo-pentofuranosyl)thymine 3 and (1S,5R,6R,8R)-5-hydroxy-6-(hydroxymethyl)-1-methoxy-8-(thymin-1-yl )- 2,7-dioxabicyclo[3.3.0]octane 6 have been transformed into their corresponding phosphoramidites, 5 and 8 respectively, and used as building blocks for the synthesis of modified oligonucleotides. The oligonucleotides were shown to hybridize with decreased binding affinity towards complementary single stranded DNA and RNA.</p>\",\"PeriodicalId\":19222,\"journal\":{\"name\":\"Nucleosides & nucleotides\",\"volume\":\"18 9\",\"pages\":\"2017-30\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1999-09-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1080/07328319908044861\",\"citationCount\":\"6\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Nucleosides & nucleotides\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1080/07328319908044861\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Nucleosides & nucleotides","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/07328319908044861","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 6
摘要
两个核苷(1 -(3- c -烯丙基-2- o-甲基- β -d -核糖-戊呋喃基)胸腺嘧啶3和(1S,5R,6R,8R)-5-羟基-6-(羟甲基)-1-甲氧基-8-(胸腺-1-基)- 2,7-二氧沙环[3.3.0]辛烷6分别转化为相应的磷酰胺5和8，并作为合成修饰寡核苷酸的基础。这些寡核苷酸杂交后对互补单链DNA和RNA的结合亲和力降低。
Evaluation of oligonucleotides containing two novel 2'-O-methyl modified nucleotide monomers: a 3'-C-allyl and a 2'-O,3'-C-linked bicyclic derivative.
The two ribo-configured nucleosides 1-(3-C-allyl-2-O-methyl-beta-D-ribo-pentofuranosyl)thymine 3 and (1S,5R,6R,8R)-5-hydroxy-6-(hydroxymethyl)-1-methoxy-8-(thymin-1-yl )- 2,7-dioxabicyclo[3.3.0]octane 6 have been transformed into their corresponding phosphoramidites, 5 and 8 respectively, and used as building blocks for the synthesis of modified oligonucleotides. The oligonucleotides were shown to hybridize with decreased binding affinity towards complementary single stranded DNA and RNA.
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