CAS: 10414-81-0; 2-Amino-2-Deoxyadenosine

该化合物是一种腺素核核素的类似物,其特点是在肋骨糖2'位置存在一个氨基组,这种改变改变了其生化特性和相互作用.2'amino-2'-deoxyadenosine的分子配方反映了其成分,包括碳,氢,氮和氧原子.它通常是白到白的固体,在水中溶解,适合各种生物化学应用.该化合物在核酸代谢中发挥作用,可以参与DNA和RNA合成的研究,以及抗病毒和抗癌剂的开发.它的结构与天然核素相似,可以参与酶反应,有可能影响细胞过程.此外,氨基组的存在可以增强它与特定酶或感应器的结合性,使其成为分子生物学和医学化学研究的宝贵工具.

结构式图片

上下游产品

9-(2-acetamido-2-deoxy-3,5-diacetyl-β-D-ribofuranosyl)-6-chloropurine adenine 1-(2-amino-2-deoxy-β-D-ribofuranosyl)uracil tert-butyl-N-{9-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide4-tert-butyl-N-{9-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide 2'-amino-2'-deoxyinosine 6-(1-naphthalenemethyl)-2'-deoxy-2'-(3-methoxybenzamido)adenosineN6-(1-naphthalenemethyl)-2'-deoxy-2'-(3-methoxybenzamido)adenosine 6-(2-methylbenzyl)-2'-deoxy-2'-aminoadenosineN6-(2-methylbenzyl)-2'-deoxy-2'-aminoadenosine

合成工艺路线路线简述

  • 合成目标产物 2'-Amino-2'-Deoxyadenosine 主要起始原料 2'-Azido-D-Adenosine
  • (文献来源)合成步骤主要原料 2'-Azido-D-Adenosine
阿糖腺苷置于吡啶,4-二甲氨基吡啶,1,8-二氮杂双环[5.4.0]十一碳-7-烯,Triethylamine Tris(Hydrogen Fluoride),甲胺体系中,用 四氢呋喃,二氯甲烷,乙腈 用作溶剂,化学反应 3.0H,反应生成2'-氨基-2'-脱氧腺苷
参考文献:用于寡核苷酸合成的2'-脱氧-2'-N-邻苯二甲酰基核苷亚磷酰胺的可缩放且有效的合成.
标题:用于寡核苷酸合成的2'-脱氧-2'-N-邻苯二甲酰基核苷亚磷酰胺的可缩放且有效的合成.
摘要:通过在dbu存在下用邻苯二甲酰亚胺三氟甲磺酸酯置换从阿拉伯核苷制备2'-脱氧-2'-N-邻苯二甲酰基核苷.还合成了适用于自动寡核苷酸合成的相应亚磷酰胺.在100 G规模的2'-脱氧-2'-氨基-C亚磷酰胺制备中证明了所描述方法的可扩展性.
Doi:10.1016/s0960-894X(02)00744-8

海关参考信息

专利信息


专利号:US-2020239921-A1
优先权日:2016-02-03
标 题 :Chemoenzymatic synthesis of s-nucleosyl amino acids (sna), analogs of s-adenosyl-l-methionine and s-adenosyl-l- homocysteine and uses thereof
发明人:BURGOS EMMANUEL SEBASTIEN; SHECHTER DAVID
权利人:ALBERT EINSTEIN COLLEGE MEDICINE
摘要:Disclosed are methods for chemoenzymatic synthesis of S-Nucleosyl Amino acid probes (SNA), analogs of S-adeno-syl-L-methionine and S-adenosyl-L-homo-cysteine, analogs synthesized by the methods, and uses thereof.

专利号:US-4849513-A
优先权日:1983-12-20
标 题 :Deoxyribonucleoside phosphoramidites in which an aliphatic amino group is attached to the sugar ring and their use for the preparation of oligonucleotides containing aliphatic amino groups
发明人:SMITH LLOYD M; FUNG STEVEN; KAISER ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

专利号:US-5118802-A
优先权日:1983-12-20
标 题:DNA-reporter conjugates linked via the 2' or 5'-primary amino group of the 5'-terminal nucleoside
发明人:SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

专利号:US-2007065922-A1
优先权日:2005-09-21
标题 :Biocatalytic synthesis of aminodeoxy purine N9-beta-D-nucleosides containing 3-amino-3-deoxy-beta-D-ribofuranose, 3-amino-2,3-dideoxy-beta-D-ribofuranose, and 2-amino-2-deoxy-beta-D-ribofuranose as sugar moieties
发明人:BARAI VLADIMIR N; EROSHEVSKAYA LUDMILLA A; MIKHAILOPULO IGOR A; AZHAYEV ALEX V; LAPINJOKI SEPPO P
权利人:METKINEN OY
摘要:Purine N 9 -β-D-nucleosides containing 3-amino-3-deoxy-β-D-ribofaranose, 3-amino-2,3-dideoxy-β-D-ribofuranose, and 2-amino-2-deoxy-β-D-ribofuranose as sugar moieties are synthesized by biocatalytic transglycosylation of purine bases and the respective 3′-amino-3′-deoxyuridine, 3′-amino-3′-deoxythymidine and 2′-amino-2′-deoxyuridine as donors of the carbohydrate moiety, and the cells of Escherichia coli as a biocatalyst or glutaraldehyde (GA) treated cells of Escherichia coli as a biocatalyst or a mixture of thymidine (uridine) phosphorylase and purine nucleoside phosphorylase.

专利号:US-5118800-A
优先权日:1983-12-20
标 题 :Oligonucleotides possessing a primary amino group in the terminal nucleotide
发明人:SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

专利号:US-5015733-A
优先权日:1983-12-20
标题 :Nucleosides possessing blocked aliphatic amino groups
发明人:SMITH LLOYD M; FUND STEVEN; KAISER JR ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieites may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.
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合成参考文献


摘要:S55 | ZINC15PHARMA | Pharmaceuticals from ZINC15 | DOI:10.5281/zenodo.3247749
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