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Nucleosides & nucleotides最新文献

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A spectroscopic and thermodynamic study of Taxol nucleic acid complexes. 紫杉醇核酸复合物的光谱和热力学研究。
Nucleosides & nucleotides Pub Date : 1999-10-01 DOI: 10.1080/07328319908044876
G Bischoff, U Gromann, S Lindau, W V Meister, S Hoffmann
{"title":"A spectroscopic and thermodynamic study of Taxol nucleic acid complexes.","authors":"G Bischoff,&nbsp;U Gromann,&nbsp;S Lindau,&nbsp;W V Meister,&nbsp;S Hoffmann","doi":"10.1080/07328319908044876","DOIUrl":"https://doi.org/10.1080/07328319908044876","url":null,"abstract":"<p><p>The interactions of natural and synthetic polynucleotide double strands with the antitumor agent paclitaxel and the oncological product \"Taxol for Injection Concentrate\" (abbreviated as taxol) were examined in diluted aqueous solutions by thermal denaturation profiles (Tm), CD spectra and UV-absorption measurements. Furthermore, DNA-paclitaxel and -taxol complexes in condensed nucleic acid solutions were studied by differential scanning calorimetry. As polynucleotides alternating and homologous poly[d(AT)] and poly[d(GC)] and calf thymus DNA were used. The results point to stabilizing interactions of paclitaxel to AT nucleotides, whereas in the presence of GC base pairings no interaction took place. Thereby the interaction to homologous (dA).(dT)-tracts seems to be preferred.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 10","pages":"2201-17"},"PeriodicalIF":0.0,"publicationDate":"1999-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044876","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21472548","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 9
Synthesis of new nucleoside analogues comprising a geminal difluorocyclopropane moiety as potential antiviral/antitumor agents. 新核苷类似物的合成包括双氟环丙烷片段作为潜在的抗病毒/抗肿瘤药物。
Nucleosides & nucleotides Pub Date : 1999-10-01 DOI: 10.1080/07328319908044881
Y L Qiu, J Zemlicka
{"title":"Synthesis of new nucleoside analogues comprising a geminal difluorocyclopropane moiety as potential antiviral/antitumor agents.","authors":"Y L Qiu,&nbsp;J Zemlicka","doi":"10.1080/07328319908044881","DOIUrl":"https://doi.org/10.1080/07328319908044881","url":null,"abstract":"<p><p>Geminal difluorocyclopropane analogues of nucleosides 7a-7e were synthesized. Compounds 7a and 7c-7e were obtained by alkylation of nucleic acid bases or their appropriate precursors with (cis)-1-benzyloxymethyl-2-bromomethyl-3,3-difluorocyclopropane+ ++ (8). Analogue 7b was prepared by hydrolysis of 2-amino-6-chloropurine derivative 7e. Compounds 7a-7d did not exhibit any antiviral activity against HCMV, HSV-1, HSV-2, EBV, VZV, HBV and HIV-1 or antitumor effects against murine leukemia L1210, mouse tumors PO3 or C38 and human tumor H15.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 10","pages":"2285-300"},"PeriodicalIF":0.0,"publicationDate":"1999-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044881","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21472552","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 3
Synthesis of C-5'-nor-dideoxycarbanucleosides structurally related to neplanocin C. 与新菌素结构相关的C-5′-非二脱氧碳核苷的合成。
Nucleosides & nucleotides Pub Date : 1999-10-01 DOI: 10.1080/07328319908044877
M J Comin, C A Pujol, E B Damonte, J B Rodriguez
{"title":"Synthesis of C-5'-nor-dideoxycarbanucleosides structurally related to neplanocin C.","authors":"M J Comin,&nbsp;C A Pujol,&nbsp;E B Damonte,&nbsp;J B Rodriguez","doi":"10.1080/07328319908044877","DOIUrl":"https://doi.org/10.1080/07328319908044877","url":null,"abstract":"<p><p>Purine carbanucleosides built on a 6-oxabicyclo[3.1.0]hexane template were synthesized from readily available 2-cyclopentenone employing a Mitsunobu reaction to incorporate the base onto the carbocyclic ring. Both adenosine and guanosine analogues exhibited moderate antiviral activity.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 10","pages":"2219-31"},"PeriodicalIF":0.0,"publicationDate":"1999-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044877","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21472549","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 7
Site-specific formation of abasic lesions in DNA. DNA中基本病变的部位特异性形成。
Nucleosides & nucleotides Pub Date : 1999-10-01 DOI: 10.1080/07328319908044871
R S Coleman, R M Pires
{"title":"Site-specific formation of abasic lesions in DNA.","authors":"R S Coleman,&nbsp;R M Pires","doi":"10.1080/07328319908044871","DOIUrl":"https://doi.org/10.1080/07328319908044871","url":null,"abstract":"<p><p>A method for the introduction of depurinated lesions in DNA is described, and is based on the formation of a covalent cross-link between an antisense oligonucleotide probe and the target DNA sequence followed by an unexpectedly mild thermal depurination.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 10","pages":"2141-6"},"PeriodicalIF":0.0,"publicationDate":"1999-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044871","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21473333","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 8
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. 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。
Nucleosides & nucleotides Pub Date : 1999-09-01 DOI: 10.1080/07328319908044861
H M Pfundheller, A A Koshkin, C E Olsen, J Wengel
{"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,&nbsp;A A Koshkin,&nbsp;C E Olsen,&nbsp;J Wengel","doi":"10.1080/07328319908044861","DOIUrl":"https://doi.org/10.1080/07328319908044861","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":0.0,"publicationDate":"1999-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044861","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21409768","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 6
Synthesis of chiral carbocyclic ribonucleotides. 手性碳环核糖核苷酸的合成。
Nucleosides & nucleotides Pub Date : 1999-09-01 DOI: 10.1080/07328319908044853
V D Antle, C A Caperelli
{"title":"Synthesis of chiral carbocyclic ribonucleotides.","authors":"V D Antle,&nbsp;C A Caperelli","doi":"10.1080/07328319908044853","DOIUrl":"https://doi.org/10.1080/07328319908044853","url":null,"abstract":"<p><p>The carbocyclic analogs of CMP, UMP, GMP, IMP, and ribo-TMP, of the same absolute configuration as the naturally occurring beta-D-ribofuranose-based ribonucleoside monophosphates, have been synthesized. The synthetic route employed Mitsunobu coupling of the heterocycles, appropriately protected where necessary, with a differentially protected, chiral carbocyclic core.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 9","pages":"1911-28"},"PeriodicalIF":0.0,"publicationDate":"1999-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044853","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21409763","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 3
Homologues of isomeric dideoxynucleosides as potential antiviral agents: synthesis of isodideoxynucleosides with a furanethanol sugar moiety. 作为潜在抗病毒药物的异构体二脱氧核苷的同源物:含呋喃乙醇糖段的异二脱氧核苷的合成。
Nucleosides & nucleotides Pub Date : 1999-09-01 DOI: 10.1080/07328319908044857
X Zheng, V Nair
{"title":"Homologues of isomeric dideoxynucleosides as potential antiviral agents: synthesis of isodideoxynucleosides with a furanethanol sugar moiety.","authors":"X Zheng,&nbsp;V Nair","doi":"10.1080/07328319908044857","DOIUrl":"https://doi.org/10.1080/07328319908044857","url":null,"abstract":"<p><p>The synthesis of a homologues series of compounds related to (R, S)-isodideoxynucleosides has been completed by coupling a variety of natural purine and pyrimidine bases with a modified sugar intermediate. This sugar precursor was prepared regiospecifically and stereospecifically from D-glucose.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 9","pages":"1961-76"},"PeriodicalIF":0.0,"publicationDate":"1999-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044857","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21409765","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Identification of a good c-myc antisense oligodeoxynucleotide target site and the inactivity at this site of novel NCH triplet--targeting ribozymes. 鉴定一个良好的c-myc反义寡脱氧核苷酸靶位点和新的NCH三联体靶向核酶在该位点的失活。
Nucleosides & nucleotides Pub Date : 1999-09-01 DOI: 10.1080/07328319908044855
R V Giles, D G Spiller, R E Clark, D M Tidd
{"title":"Identification of a good c-myc antisense oligodeoxynucleotide target site and the inactivity at this site of novel NCH triplet--targeting ribozymes.","authors":"R V Giles,&nbsp;D G Spiller,&nbsp;R E Clark,&nbsp;D M Tidd","doi":"10.1080/07328319908044855","DOIUrl":"https://doi.org/10.1080/07328319908044855","url":null,"abstract":"<p><p>A region of c-myc mRNA was identified which permitted very efficient antisense effects to be achieved in living cells using chimeric methylphosphonate--phosphodiester antisense effectors. Novel inosine--containing ribozymes (which cleave after NCH triplets) were directed to an ACA triplet within this region and delivered into living cells. No ribozyme intracellular activity could be identified. Very low ribozyme function was also observed in in vitro assays using a 1700nt substrate RNA.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 9","pages":"1935-44"},"PeriodicalIF":0.0,"publicationDate":"1999-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044855","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21409764","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 4
Application of oligonucleoside methylphosphonates in the studies on phosphodiester hydrolysis by Serratia endonuclease. 甲基膦酸寡核苷在沙雷氏菌核酸内切酶水解磷酸二酯研究中的应用。
Nucleosides & nucleotides Pub Date : 1999-09-01 DOI: 10.1080/07328319908044856
T K Srivastava, P Friedhoff, A Pingoud, S B Katti
{"title":"Application of oligonucleoside methylphosphonates in the studies on phosphodiester hydrolysis by Serratia endonuclease.","authors":"T K Srivastava,&nbsp;P Friedhoff,&nbsp;A Pingoud,&nbsp;S B Katti","doi":"10.1080/07328319908044856","DOIUrl":"https://doi.org/10.1080/07328319908044856","url":null,"abstract":"<p><p>The endonuclease from Serratia marcescens is a non-specific enzyme that cleaves single and double stranded RNA and DNA. It accepts a phosphorylated pentanucleotide as a minimal substrate which is cleaved in the presence of Mg2+ at the second phosphodiester linkage. The present study is aimed at understanding the role of electrostatic and hydrogen bond interactions in phosphodiester hydrolysis. Towards this objective, six pentadeoxyadenylates with single stereoregular methylphosphonate substitution within this minimal substrate (2a-4b) were synthesized following a protocol described here. These modified oligonucleotides were used as substrates for the Serratia nuclease. The enzyme interaction studies revealed that the enzyme failed to hydrolyze any of the methylphosphonate analogues suggesting the importance of negative charge and/or hydrogen bond acceptors in binding and cleavage of its substrate. Based on these results and available site-directed mutagenesis as well as structural data, a model for nucleic acid binding by Serratia nuclease is proposed.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 9","pages":"1945-60"},"PeriodicalIF":0.0,"publicationDate":"1999-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044856","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21409766","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 5
Physico-chemical and biological properties of antisense phosphodiester oligonucleotides with various secondary structures. 具有不同二级结构的反义磷酸二酯寡核苷酸的物理化学和生物学性质。
Nucleosides & nucleotides Pub Date : 1999-09-01 DOI: 10.1080/07328319908044865
A V Maksimenko, M B Gottikh, V Helin, Z A Shabarova, C Malvy
{"title":"Physico-chemical and biological properties of antisense phosphodiester oligonucleotides with various secondary structures.","authors":"A V Maksimenko,&nbsp;M B Gottikh,&nbsp;V Helin,&nbsp;Z A Shabarova,&nbsp;C Malvy","doi":"10.1080/07328319908044865","DOIUrl":"https://doi.org/10.1080/07328319908044865","url":null,"abstract":"<p><p>The influence of the secondary structure of oligonucleotides having a natural phosphodiester backbone on their ability to interact with DNA and RNA targets and on their resistance to the nucleolytic digestion is investigated. Oligonucleotides having hairpin, looped and snail-like structure are found to be much more stable to nuclease degradation in different biological media and inside cells than the linear ones. The structured oligonucleotides can also hybridise with their DNA and RNA targets.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 9","pages":"2071-91"},"PeriodicalIF":0.0,"publicationDate":"1999-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044865","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"21409081","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 19
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