CAS: 4546-70-7; (2R,3S,5R)-5-(2,6-Diamino-9H-Purin-9-yl)-2-(Hydroxymethyl)Tetrahydrofuran-3-Ol

上下游产品

2-N-trifluoroacetamido-6-pentafluorophenoxy-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine 2'-Deoxyguanosine 3,O5-di-p-tolyl-2-deoxy-β-D-ribofuranosyl chlorideO3,O5-di-p-tolyl-2-deoxy-β-D-ribofuranosyl chloride 2'-deoxyuridine 2,N6-bis(phenoxyacetyl)-2,6-diamino-9-(β-D-2-deoxyribofuranosyl) purineN2,N6-bis(phenoxyacetyl)-2,6-diamino-9-(β-D-2-deoxyribofuranosyl) purine 2'-deoxyguanosine 2'-Deoxyguanosine

2-氨基腺嘌呤核苷置于吡啶,4-二甲氨基吡啶,偶氮二异丁腈,四丁基氟化铵,三正丁基氢锡体系中,用 乙腈 作为反应溶剂,化学反应 10.0H,反应生成 2,6-二氨基嘌呤-2'-脱氧核苷
参考文献:通过 2-氨基腺苷的转化和腺苷脱氨酶的酶促脱氨作用从鸟苷合成糖修饰的 2,6-二氨基嘌呤和鸟嘌呤核苷
标题:通过 2-氨基腺苷的转化和腺苷脱氨酶的酶促脱氨作用从鸟苷合成糖修饰的 2,6-二氨基嘌呤和鸟嘌呤核苷
摘要:在乙腈中用 α-乙酰氧基异丁酰溴处理 2,6-二氨基嘌呤核苷(2-氨基腺苷)得到反式 2',3'-溴醇乙酸酯的混合物 2.用锌-铜对处理 2 实现还原消除,脱保护得到2,6-Diamino-9-(2,3-Dideoxy-β-D-Erythro-Pent-2-Enofuranosyl)Purine (3A).在甲醇中用 Dowex 1 x 2 (Oh-) 树脂处理 2 得到 2',3'-脱水衍生物 4.甲硅烷基自由基介导的 2 氢解和脱保护得到 2'-脱氧 6A 和 3'-脱氧 7A 核苷. 用三氟甲磺酰氯-4-(二甲氨基)吡啶处理 3',5'-O-(四异丙基二硅氧烷基)衍生物 (5A) 得到 2'-三氟甲磺酸酯 5C.用叠氮化锂-二甲基甲酰胺置换并脱保护得到阿拉伯 2'-叠氮衍生物 8A,将其还原为 2,6-Diamino-9-(2-Amino-2-Deoxy-β-D-Arabinofuranosyl)Purine
DOI:10.1139/v97-092

专利信息

专利号:US-9884885-B2
优先权日:2009-05-18
标题:Synthesis of labile base protected-modified deoxy and modified ribo nucleosides, corresponding phosphoramidites and supports and their use in high purity oligonucleotide synthesis
发明人：SRIVASTAVA SURESH C; SRIVASTAVA NAVEEN P
权利人:SRIVASTAVA SURESH C; SRIVASTAVA NAVEEN P; CHEMGENES CORP
摘要:This invention relates to novel method of synthesis of RNA utilizing N-2-acetyl protected guanine as nucleoside base, nucleosides, succinates, phosphoramidites, corresponding solid supports that are suitable for oligo deoxy nucleosides and RNA oligonucleotide synthesis. Our discovery using N-acetyl protected guanine as nucleoside base protecting group, which is significantly faster base labile protecting group, yet significantly more stable than commonly utilized-2-isobutyryl guanosine is a novel approach to obtain highest purity oligonucleotides. This approach is designed to lead to very high purity and very clean oligonucleotide, after efficient removal of the protecting groups, including acetyl group from guanine and to produce high purity therapeutic grade DNA oligonucleotides, RNA oligonucleotides, diagnostic DNA, diagnostic RNA for microarray platform. The deprotection of acetyl protecting groups of the natural deoxy and ribonucleosides occurs under substantially reduced time in contact with mild deprotection conditions such as mild bases, secondary amines for removal of such groups under such conditions would allows synthesis of various DNA and RNA of highest purity for diagnostics and therapeutic application. This approach is designed to lead to high purity large scale therapeutic grade oligonucleotide chimeras which consist of fluoro sugar modification in conjunction with deoxy nucleosides, ribonucleosides, modified base and modified sugar nucleosides. This approach is further designed to use acetyl guanine protecting group when other bases are sensitive nucleoside, and for use in oligo peptide synthesis and for support bound oligo nucleotides.

专利号:US-8981076-B2
优先权日:2008-11-29
标 题 :Synthesis of N-FMOC protected deoxy nucleosides, ribo nucleosides, modified deoxy and ribo nucleosides, and phosphoramidites, and their use in oligonucleotide synthesis
发明人：SRIVASTAVA SURESH C; SRIVASTAVA NAVEEN P
权利人:SRIVASTAVA SURESH C; SRIVASTAVA NAVEEN P; CHEMGENES CORP
摘要:This invention relates to synthesis of novel -N-FMOC protected nucleosides, succinates, phosphoramidites, corresponding solid supports that are suitable for oligo deoxy nucleosides and RNA oligonucleotide synthesis. Our discovery using N-FMOC as nucleoside base protecting group, which is highly base labile protecting group is a novel approach to obtain highest purity oligonucleotides. This approach is designed to lead to very high purity and very clean oligonucleotide, after efficient removal of the protecting groups and to produce high purity therapeutic grade DNA oligonucleotides, RNA oligonucleotides, diagnostic DNA, diagnostic RNA for microarray platform. The deprotection of FMOC protecting groups of the natural deoxy and ribonucleosides occurs under very mild deprotection conditions such as mild bases, secondary and tertiary amines for removal of such groups under such conditions would allows synthesis of various DNA and RNA of highest purity for diagnostics and therapeutic application. This approach is further designed to use FMOC protecting group on various base sensitive nucleoside, and for use in oligo peptide synthesis and for support bound oligo nucleotides. DNA oligonucleotides containing 3′-end dA at the 3′-terminal will be produced using the FMOC-dA-supports would lead to much reduced M−1 deletion sequences, and thereby high purity.

专利号:US-10167308-B2
优先权日:2013-09-14
标题:Highly efficient synthesis of long RNA using reverse direction approach
发明人：SRIVASTAVA SURESH C; SRIVASTAVA NAVEEN P
权利人:CHEMGENES CORP
摘要:The present invention relates to novel process of reverse 5′→3′ directed synthesis of RNA oligomers in the range of about 100-mer to about 200-mer has been developed and disclosed. Using that method demonstrated high quality RNA synthesis with coupling efficiency approaching 99%.

专利号:US-12037623-B2
优先权日:2018-07-09
标 题 :Enzymatic synthesis of 4′-ethynyl nucleoside analogs
发明人：HUFFMAN MARK A; FRYSZKOWSKA ANNA; KOLEV JOSHUA N; DEVINE PAUL N; CAMPOS KEVIN R; TRUPPO MATTHEW; NAWRAT CHRISTOPHER C
权利人:MERCK SHARP & DOHME; MERCK SHARP & DOHME LLC
摘要:The present invention relates to an enzymatic synthesis of 4′-ethynyl-2′-deoxy nucleosides and analogs thereof, for example EFdA, that eliminates the use of protecting groups on the intermediates, improves the stereoselectivity of glycosylation and reduces the number of process steps needed to make said compounds. It also relates to the novel intermediates employed in the process.

专利号:WO-2024163733-A1
优先权日:2023-02-01
标题:Electrochemical synthesis with redox stable nucleotides
发明人：WU TIANDI; LACKEY JEREMY; LIN YANYOU; PITSCH STEFAN
权利人:TWIST BIOSCIENCE CORP
摘要:Provided herein are compositions, devices, systems and methods for constructing and storing polynucleotides encoding information with redox resistant bases. The compositions, devices, systems, and methods described herein provide for storage or synthesis of a library comprising a plurality of polynucleotides with one or more redox resistance bases. Further provided herein are methods to increase DNA synthesis yield and fidelity.

专利号:US-6232462-B1
优先权日:1994-08-30
标题:Reduction of nonspecific hybridization by using novel base-pairing schemes
发明人：COLLINS MARK L; HORN THOMAS; SHERIDAN PATRICK J; WARNER BRIAN D; URDEA MICHAEL S
权利人:BAYER AG
摘要:Methods are provided for substantially reducing background signals encountered in nucleic acid hybridization assays. The method is premised on the elimination or significant reduction of the phenomenon of nonspecific hybridization, so as to provide a detectable signal which is produced only in the presence the target polynucleotide of interest. In addition, a novel method for the chemical synthesis of isoguanosine or 2′-deoxy-isoguanosine is provided. The invention also has applications in antisense and aptamer therapeutics and drug discovery.