CAS: 2946-39-6; (2R,3R,4S,5R)-2-(6-Amino-8-Bromo-9H-Purin-9-yl)-5-(Hydroxymethyl)Tetrahydrofuran-3,4-Diol

相似化合物

14985-44-5 146-77-0 146-78-1

上下游产品

腺苷 Adenosine 58-61-7
6-苄基腺苷 N6-Benzyladenosine 4294-16-0
8-Mercaptoadenosine 3001-45-4
8-Methylmercapto-Adenosin 29836-01-9
8-乙氧基腺苷 8-Ethoxyadenosine 547765-63-9
8-Benzyloxyadenosine 131265-29-7
8-(Benzylsulfanyl)Adenosine 121059-93-6

腺苷置于溴体系中,用 Acetate Buffer 用作溶剂,化学反应生成8-溴膘苷
参考文献:8-氧代肌苷和8-氧代鸟苷衍生物的超分子螺旋结构.
标题:8-氧代肌苷和8-氧代鸟苷衍生物的超分子螺旋结构.
摘要:在其核糖部分上具有适当取代基的8-氧代鸟苷衍生物1和8-氧代肌苷衍生物2B在烃溶剂中形成六方溶致中间相.薄膜1和中间相2 B的小角x射线散射分析以及2 B的各向同性溶液的NMR和cd光谱表明,在两种情况下,采用的超分子结构都是由氢原子形成的连续螺旋.杂环碱基之间的键网络.值得注意的是,虽然在其核糖部分上带有大取代基的衍生物2B经历自组装和中间相形成,但是在核糖部分上仅具有癸酰基的氧代肌苷2A却没有.这可能归因于后者的两亲性能降低和没有芳族基团.
Doi:10.1002/chem.200601126

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:WO-2012164484-A1
优先权日:2011-05-30
标 题:Adenosine or deoxyadenosine derivatives modified at position 8 and a method of synthesis thereof
发明人：CAPOBIANCO MASSIMO LUIGI; NAVACCHIA MARIA LUISA
权利人:CONSIGLIO NAZIONALE RICERCHE; CAPOBIANCO MASSIMO LUIGI; NAVACCHIA MARIA LUISA
摘要:New derivatives of adenosine and deoxyadenosine modified at position 8 of the purine ring, of general formula (I) are described, which are suitable to be conjugated with functional molecules such as chromophores, fluorophores and intercalating residues, and suitable to be incorporated within synthetic oligonucleotides. A method for the synthesis of the above-mentioned derivatives is also described, which allows the obtainment thereof in high yields and by simple methods. Formula (I), wherein Z is selected from (a) and (b).

专利号:US-9605261-B2
优先权日:2008-09-06
标 题:RNA synthesis—phosphoramidites for synthetic RNA in the reverse direction, and application in convenient introduction of ligands, chromophores and modifications of synthetic RNA at the 3′-end
发明人：SRIVASTAVA SURESH C; PANDEY DIVYA; BAJPAI SATYA P; SRIVASTAVA NAVEEN P
权利人:CHEMGENES CORP
摘要:The present invention relates to novel phosphoramidites, A-n-bz, C-n-bz, C-n-ac, G-n-ac and U are produced with an HPLC purity of greater than 98% and 31 P NMR purity greater than 99%. A novel process of reverse 5′→3′ directed synthesis of RNA oligomers has been developed and disclosed. Using that method demonstrated high quality RNA synthesis with coupling efficiency approaching 99%.

专利号:US-4266048-A
优先权日:1977-10-11
标题:Synthesis of analogs of 3'-phosphoadenosine 5'-phosphosulfate (PAPS)
发明人：HORWITZ JEROME P; NEENAN JOHN P; MISRA RADHEY S; ROZHIN JURIJ; HUO ANNE; PHILIPS KERSTIN D
权利人:US HEALTH EDUCATION & WELFARE
摘要:Analogs of 3'-phosphoadenosine 5'-phosphosulfate, also known as PAPS, are useful in establishing sulfate transfer mechanisms in animals and may be produced by a chemical process yielding an analog B of a pure adenosine 2',3'-cyclic phosphate 5'-phosphate, which compound is initially prepared from the reaction of adenosine and pyrophosphoryl chloride. In the present process an analog B is selected from 8-bromoadenine, purine, hypoxanthine, 4-aminopyrrolo[2,3-d]pyrimidine (tubercidin), and 7-amino-pyrazolopyrimidine (formycin). In the pilot procedure the pure cyclic phosphate is reacted with triethylamine-N-sulfonic acid to produce 2',3'-cyclic phosphate 5'-phosphosulfate. Subsequently, by hydrolysis with the enzyme ribonuclease-T 2 , the desired compound, an analog of PAPS, is produced. Alternatively, the 2'-phosphoadenosine 5'-phosphosulfate, known as iso-PAPS, may be produced from 2',3'-cyclic phosphate 5'-phosphosulfate by treatment with a different enzyme, PDase II or spleen phosphodiesterase.