CAS: 120-73-0; 1H-Purine

该化合物是一个循环循环的有机化合物,作为核酸(如DNA和RNA)的基本构件,由含有碳原子和氮原子的双环结构组成,具体地说,是一个与imidazole环结合的火水环. 珀林的特点是它能够形成氢结,这对核酸的基配至关重要. 它是一种无色,晶体状的固体,由于氮原子的存在,可以溶于水和展示基本特性,能够接受质子. 丙烯衍生物,如和,在细胞代谢和能量转移中发挥着关键作用,特别是以亚丁酸三磷为形式. 此外, 纯参与各种生物化学过程,包括信号转换和酶调节. 它的结构多变性和再活动使它成为生物化学和分子生物学的重要化合物.

结构式图片

上下游产品

tetrahydrofuran 1,3,5-Triazine 4,5-pyrimidinediamine 1,4-dioxane9-methylpurine 9-isopropylpurine 9-Trimethylsilylpurin 7-Trimethylsilylpurin

合成工艺路线路线简述

  • 合成目标产物 Purine 主要起始原料 4,5-Diaminopyrimidine And Carbon Dioxide
  • (文献来源)合成步骤主要原料 4,5-Diaminopyrimidine 和 Carbon Dioxide
2,6,8-三氯嘌呤置于palladium On Activated Charcoal,Sodium Acetate体系中,化学反应生成嘌呤
参考文献:Bredereck Et Al.,Angewandte Chemie,1959,Vol. 71,P. 524
标题:Bredereck Et Al.,Angewandte Chemie,1959,Vol. 71,P. 524

专利信息


专利号:US-9920084-B2
优先权日:2011-08-23
标题 :Ionic tags for synthesis of oligoribonucleotides
发明人:DAMHA MASAD J; HASSLER MATTHEW; CHAN TAK-HANG; NANDYALA MALLIKARJUNA REDDY; DONGA ROBERT ALEXANDER
权利人:DAMHA MASAD J; HASSLER MATTHEW; CHAN TAK HANG; NANDYALA MALLIKARJUNA REDDY; DONGA ROBERT ALEXANDER; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIV; HONG KONG POLYTECHNIC UNIV
摘要:The invention relates to the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. In another aspect, the invention relates to compounds of formula (II) processes for making these compounds, and the use thereof in the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. The invention also relates to methods of synthesis of oligomers, including but not limited to oligopeptides, oligosaccharides and oligonucleotides, particularly oligoribonucleotides and also oligodeoxyribonucleotides, in solution systems, and ionic tag linkers for use in methods provided herein.

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-8618279-B2
优先权日:2009-01-15
标 题 :Synthesis of 2′,3′— and 3′,5′—cyclic phosphate mono-and oligonucleotides
发明人:LAIKHTER ANDREI; SRIVASTAVA SURESH CHANDRA; SRIVASTAVA NAVEEN
权利人:LAIKHTER ANDREI; SRIVASTAVA SURESH CHANDRA; SRIVASTAVA NAVEEN; CHEMGENES CORP
摘要:The invention provides a novel method for the chemical synthesis of 2′,3′-cyclic phosphate and phosphorothioate of mono and terminated oligonucleotides synthesis. The invention also provides a novel method of for the chemical synthesis of 2′,3′- and 3′,5′-cyclic phosphate and phosphorothioate mononucleotide nucleotides. The process is based on quick and efficient cyclization of phosphoramidate moiety and neighboring hydroxyl group. The present invention is directed towards the synthesis of high purity DNA and RNAs, specifically to introduce cyclic phosphate at 3′-end of oligonucleotides. Such DNA and RNA's have extensive application in therapeutics, diagnostics, drug design, and selective inhibition of an RNA sequence within cellular environment, in pre-tRNA cleavage and in ribozyme ligation. The 2′,3′-cyclic phosphate nucleosides are involved in a vast number of applications in molecular biology in general and mammalian cells in particular. The invention also envisions providing kits comprising at least one composition disclosed in the present invention.

专利号:US-5977301-A
优先权日:1992-09-24
标题 :Synthesis of N-substituted oligomers
发明人:ZUCKERMAN RONALD N; KERR JANICE M; KENT STEPHEN B H; MOOS WALTER H; SIMON REYNA J; GOFF DANE A
权利人:CHIRON CORP
摘要:A solid-phase method for the synthesis of N-substituted oligomers, such as poly (N-substituted glycines) (referred to herein as poly NSGs) is used to obtain oligomers, such as poly NSGs of potential therapeutic interest which poly NSGs can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a resin-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability.

专利号:EP-0422090-B1
优先权日:1988-06-20
标 题:Derivatives of nucleosides which may be used for the synthesis of marked oligonucleotides, and oligonucleotides obtained from these derivatives and their synthesis
摘要:A nucleoside derivative which may be used for the synthesis of oligonucleotides of the formula (I), in which: R1 represents a hydrogen atom or an unstable radical in an acid medium suitable for nucleotide synthesis; R2 represents a hydrogen atom or a protective radical, a functional radical or a support which may be used for nucleotide synthesis; R3 represents a hydrogen atom, the hydroxyl radical or a protected hydroxyl radical; and B represents a radical derived from a puric or pyrimidic base comprising an exocyclic NH2 group substituted by an R4Z group where R4 represents a single bond or a hydrocarbonated radical and Z is a marker element.

专利号:US-2024287520-A1
优先权日:2021-06-30
标题:Method for synthesis of linkage modified oligomeric compounds
发明人:RODRIGUEZ ANDREW A
权利人:IONIS PHARMACEUTICALS INC
摘要:The present disclosure provides methods of synthesizing modified oligonucletodies and oligomeric compounds (including oligomeric compounds that are antisense agents or portions thereof) comprising a modified oligonucleotide having at least one modified internucleoside linking group. In certain embodiments, the present disclosure provides stabilized formulations of certain sulfonyl azides for use in the synthesis of olignonucleotides comprising one or more sulfonyl phosphoramidate linkages. Some embodiments provide stabilized compositions of high energy reagents that may be used in the synthesis of modified oligonucleotides, allowing for safe process scale preparation thereof.
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合成参考文献


参考文献:10.1007/s00296-010-1373-x
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参考文献:10.2174/092986710790712165
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参考文献:10.1074/jbc.m110.101139
摘要:An S, Kyoung M, Allen JJ, Shokat KM, Benkovic SJ. Dynamic Regulation of a Metabolic Multi-enzyme Complex by Protein Kinase CK2. Journal of Biological Chemistry. 2010 Apr;285(15):11093–9. doi: 10.1074/jbc.m110.101139.
参考文献:10.1007/s12177-009-9040-8
摘要:Brown KM, Blader IJ. The role of DNA microarrays in Toxoplasma gondii research, the causative agent of ocular toxoplasmosis. Journal of Ocular Biology, Diseases, and Informatics. 2009 Dec 12;2(4):214–22. doi: 10.1007/s12177-009-9040-8.
参考文献:10.4110/in.2009.9.6.255
摘要:Shin S, Moon S, Park Y, Kwon J, Lee S, Lee CK, Cho K, Ha NJ, Kim K. Role of Cordycepin and Adenosine on the Phenotypic Switch of Macrophages via Induced Anti-inflammatory Cytokines. Immune Netw. 2009 Dec;9(6):255–64.
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