CAS: 58-60-6; (2R,3R,4S,5S)-4-Amino-2-(6-(Dimethylamino)-9H-Purin-9-yl)-5-(Hydroxymethyl)Tetrahydrofuran-3-Ol

该化合物是一种化学化合物,属于核素类,是核酸的基本组成部分,如DNA和RNA,该物质的特点为糖味和氮基的氨基生物组的存在.氨核核素素通常展示生物活动,经常作为核素合成或潜在治疗剂的中间体.它们可以影响各种生物化学途径,包括细胞代谢和遗传表现;该化合物在水中可溶解,并可能根据诸如pH和温度等环境条件表现出不同程度的稳定.其结构特征允许它参与氢联和其他相互作用,这对它的生物功能至关重要.由于其特性,氨核素对医药化学和生物化学学,特别是抗病毒和抗癌疗法的发展具有兴趣.

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CAS号178883-52-8 ((2S,3R,4R,5R)-... | CAS号384334-64-9 3’-Azido-3’-deo... | CAS号36913-17-4 3'-Deoxy-N,N-di... | CAS号53-79-2 嘌呤霉素

合成工艺路线路线简述

  • 合成目标产物 Puromycin Aminonucleoside 主要起始原料 3'-Azido-3'-Deoxy-N6,N6-Dimethyladenosine
  • (文献来源)合成步骤主要原料 3'-Azido-3'-Deoxy-N6,N6-Dimethyladenosine
📜(2R,3R,4S,5S)-4-(Benzylamino)-2-[6-(Dimethylamino)Purin-9-Yl]-5-(Hydroxymethyl)Oxolan-3-Ol置于palladium Hydroxide-Carbon 甲酸铵体系中,用 甲醇,水 作为反应溶剂,化学反应 13.0H,以71.4%的收率获得产物氨基核苷嘌呤霉素
参考文献:由3',5'-O-亚磺酰基木糖核苷简单有效地合成嘌呤霉素,2,2'-脱水嘧啶核苷,胞苷和2',3'-脱水腺苷
标题:由3',5'-O-亚磺酰基木糖核苷简单有效地合成嘌呤霉素,2,2'-脱水嘧啶核苷,胞苷和2',3'-脱水腺苷
摘要:利用xylo-3',5'-二羟基的环状亚硫酸盐6A作为新的保护基,合成了嘌呤霉素和3'-氨基-3'-脱氧-N 6,N 6-二甲基腺苷11.关键的合成步骤是通过2-α-氨基甲酸酯7的分子内环化作用对亚硫酸盐部分进行脱保护.类似地,2,2'-脱水嘧啶核苷15,核糖胞苷17和2',3'-分别由相应的亚硫酸盐4,5和6B高产率地制备了脱水腺苷14.
DOI:10.1080/15257770600725929

海关参考信息

专利信息


专利号:WO-2024047178-A1
优先权日:2022-09-02
标题 :A method for simultaneous synthesis of a plurality of oligonucleotides
发明人:ZIV OMER; THORPE CAMERON; TANPURE ARUN; ERLICH YANIV
权利人:ELEVEN THERAPEUTICS LTD
摘要:Disclosed is a method and compounds useful for performing said method for simultaneous synthesis of a plurality of oligonucleotide molecules, and more specifically for orthogonal synthesis of at least two different oligonucleotide molecules at the same time with applications in combinatorial chemistry and DNA encoded libraries (DEL).

专利号:WO-2004113530-A1
优先权日:2003-06-18
标题:Polynucleotide for synthesis of labeled protein
发明人:NAKA DAIJI; NAKANO HIROSHI; SHIRATORI MIWA; KOBAYASHI TERUAKI; SUZUKI KATSUHIKO; HASHIMOTO HIDEMI; SASAKI TOORU
权利人:MITSUBISHI CHEM CORP; NAKA DAIJI; NAKANO HIROSHI; SHIRATORI MIWA; KOBAYASHI TERUAKI; SUZUKI KATSUHIKO; HASHIMOTO HIDEMI; SASAKI TOORU
摘要:A process for producing a labeled protein, comprising translating a gene template in the presence of a labeled compound having a label portion consisting of a labeled substance and an acceptor portion consisting of a compound capable of binding to the C-terminus of protein synthesized by a translation system. In particular, there are provided a polynucleotide for use in synthesis of labeled protein characterized by having the capability of enhancing labeling efficiency through addition to the 3’ end of a base sequence coding for target protein within the gene template and provided a process for producing a labeled protein that is carried out with the use of the polynucleotide.

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-2006057069-A1
优先权日:2004-06-07
标 题 :Detection of protein expression in vivo using fluorescent puromycin conjugates
发明人:STARCK-GREEN SHELLEY R; GREEN HARRY M; ALBEROLA-ILA JOSE; ROBERTS RICHARD W; SCHUMAN ERIN; SMITH WILLIAM B; HAY BRUCE A
权利人:CALIFORNIA INST OF TECHN
摘要:Disclosed is a class of reagents for examining protein expression in vivo that does not require transfection, radiolabeling, or the prior choice of a candidate gene. Further, a series of puromycin conjugates was constructed bearing various labeling moieties. These conjugates were readily incorporated into expressed protein products in cell lysates in vitro and efficiently cross cell membranes to function in protein synthesis in vivo as indicated by flow cytometry, selective enrichment studies, and western analysis. The present invention demonstrates that labeled-puromycin conjugates offer a general means to examine protein expression in vivo.

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.

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主要参考文献


1: Chen T, Shen XY, Liang HM, Shi H, Yuan L. Renal protective effects of helix B surface polypeptide in rats with puromycin aminonucleoside nephropathy. Ren Fail. 2024 Dec;46(2):2394637. doi: 10.1080/0886022X.2024.2394637. Epub 2024 Aug 27.
2: Juncos LI, Adeoye AO, Martin FL, Juncos JP, Baigorria ST, García NH. Angiotensin II-independent abnormal renal vascular reactivity during puromycin nephropathy. J Med Life. 2024 Mar;17(3):309-313. doi: 10.25122/jml-2023-0367.
3: Singh R, Jiang R, Williams J, Dobariya P, Hanak F, Xie J, Rothwell PE, Vince R, More SS. Modulation of endogenous opioid signaling by inhibitors of puromycin-sensitive aminopeptidase. Eur J Med Chem. 2024 Sep 5;275:116604. doi: 10.1016/j.ejmech.2024.116604. Epub 2024 Jun 17.

合成参考文献


参考文献:10.1152/ajprenal.00210.2011
摘要:Bu X, Zhou Y, Zhang H, Qiu W, Chen L, Cao H, Fang L, Wen P, Tan R, Yang J. Systemic administration of naked plasmid encoding HGF attenuates puromycin aminonucleoside-induced damage of murine glomerular podocytes. American Journal of Physiology-Renal Physiology. 2011 Oct;301(4):F784–92. doi: 10.1152/ajprenal.00210.2011.
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