CAS: 121288-39-9; 7-Allyl-78-Dihydro-8-Oxoguanosine

该化合物是属于guanosine类类仿的合成免疫刺激化合物,它作为强大的托尔式受体7(TLR7)抗原剂,通过激活登地细胞,B细胞和大型phages,加强内生和适应性免疫反应,其主要优点包括能够诱发强力的T1型免疫反应,使其成为疫苗和免疫疗法的辅助应用对象.Loxoribine在增加抗体生产和细胞免疫的临床前研究中表现出效力.它定义明确的行动和合成无障碍机制进一步支持其免疫研究的效用和潜在的治疗发展.在标准的储存条件下,该化合物的特点是高度纯性和稳定性.

结构式图片

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CAS号126138-81-6 8-(烯丙氧基)鸟苷 | CAS号4016-63-1 8-溴鸟苷 | CAS号19029-70-0 Guanosine,1-ami... | CAS号106-95-6 烯丙基溴

合成工艺路线路线简述

    📜8-溴鸟苷置于烯丙醇体系中,用 乙醇,水,二甲基亚砜 用作溶剂,化学反应生成洛索立宾
    参考文献:小分子免疫刺激剂.7,8-二取代鸟苷和结构相关化合物的合成及活性.
    标题:小分子免疫刺激剂.7,8-二取代鸟苷和结构相关化合物的合成及活性.
    摘要:设计并制备了一系列的7,8-二取代鸟苷衍生物,作为体液免疫反应的潜在b细胞选择性激活剂.评估了这些化合物充当b细胞有丝分裂原和增强b细胞对绵羊红细胞(srbc)攻击(佐剂)的抗体反应的能力.此外,在鼠体外细胞试验中测试了它们刺激自然杀伤(nk)细胞反应的能力.当静脉内,皮下或口服给药时,某些化合物表现出体内活性.发现在7-烷基-8-氧代鸟苷的7-位上具有中等长度的烷基链(2-4个碳,5-7)的类似物特别有效.在该7位上带有羟烷基,氨基烷基或取代的氨基烷基取代基的化合物是弱活性的.然而,苄基,包括被杂原子取代的那些(例如,对硝基苄基,14)是有活性的.鸟苷环的c-8上的氧,硫代和硒代基团均具有很强的活性,而其他较大的取代基则没有(例如n = Cn).在该系列中,核糖环上2'-羟基的立体化学转化,使阿拉伯糖类似物70的活性降低.然而,通过(64)或没有(73)的3'羟基的去除2'-羟基导致了优
    Doi:10.1021/jm00047A014

    海关参考信息

    专利信息


    专利号:US-12188072-B2
    优先权日:2018-03-19
    标题 :Compositions and methods for rapid in vitro synthesis of bioconjugate vaccines in vitro via production and N-glycosylation of protein carriers in detoxified prokaryotic cell lysates
    发明人:JEWETT MICHAEL CHRISTOPHER; STARK JESSICA CAROL; DELISA MATTHEW P; JAROENTOMEECHAI THAPAKORN
    权利人:UNIV NORTHWESTERN; UNIV CORNELL
    摘要:Disclosed are methods, systems, components, and compositions for cell-free synthesis of glycosylated carrier proteins. The glycosylated carrier proteins may be utilized in vaccines, including anti-bacterial vaccines. The glycosylated carrier proteins may include a bacterial polysaccharide conjugated to a carrier, which may be utilized to generate an immune response in an immunized host against the polysaccharide conjugated to the carrier. The glycosylated carrier proteins may be synthesized in cell-free glycoprotein synthesis (CFGpS) systems using prokaryote cell lysates that are enriched in components for glycoprotein synthesis such as oligosaccharyltransferases (OSTs) and lipid-linked oligosaccharides (LLOs) including OSTs and LLOs associated with synthesis of bacterial O antigens.

    专利号:US-12365930-B2
    优先权日:2016-07-14
    标题:Method for rapid in vitro synthesis of glycoproteins via recombinant production of N-glycosylated proteins in prokaryotic cell lysates
    发明人:JEWETT MICHAEL CHRISTOPHER; STARK JESSICA CAROL; DELISA MATTHEW P; JAROENTOMEECHAI THAPAKORN
    权利人:UNIV NORTHWESTERN; UNIV CORNELL
    摘要:Disclosed are methods, systems, components, and compositions for cell-free synthesis of glycosylated proteins. The glycosylated proteins may be utilized in vaccines, including anti-bacterial vaccines. The glycosylated proteins may include a bacterial polysaccharide conjugated to a carrier, which may be utilized to generate an immune response in an immunized host against the polysaccharide conjugated to the carrier. The glycosylated proteins may be synthesized in cell-free glycoprotein synthesis (CFGpS) systems using prokaryote cell lysates that are enriched in components for glycoprotein synthesis such as oligosaccharyltransferases (OSTs) and lipid-linked oligosaccharides (LLOs) including OSTs and LLOs associated with synthesis of bacterial O antigens.

    专利号:US-12404533-B2
    优先权日:2019-01-11
    标 题:Bioconjugate vaccines' synthesis in prokaryotic cell lysates
    发明人:JEWETT MICHAEL CHRISTOPHER; STARK JESSICA CAROL; DELISA MATTHEW P; JAROENTOMEECHAI THAPAKORN
    权利人:UNIV NORTHWESTERN; UNIV CORNELL
    摘要:Disclosed are methods, systems, components, and compositions for cell-free synthesis of glycosylated proteins, which may be utilized in vaccines, including anti-bacterial vaccines. The glycosylated proteins may include a bacterial polysaccharide conjugated to a carrier, which may be utilized to generate an immune response in an immunized host against the polysaccharide conjugated to the carrier. Suitable carriers may include but are not limited to Haemophilus influenzae protein D (PD), Neisseria meningitidis porin protein (PorA), Corynebacterium diphtheriae toxin (CRM 197), Clostridium tetani toxin (TT), and Escherichia coli maltose binding protein, and variants thereof.

    专利号:US-8734846-B2
    优先权日:2008-06-16
    标 题 :Methods for the preparation of targeting agent functionalized diblock copolymers for use in fabrication of therapeutic targeted nanoparticles
    发明人:ALI MIR M; HRKACH JEFF; ZALE STEPHEN E; ALVAREZ DE CIENFUEGOS LUIS
    权利人:BIND BIOSCIENCES INC
    摘要:This application provides nanoparticles and methods of making nanoparticles using pre-functionalized poly(ethylene glycol)(also referred to as PEG) as a macroinitiator for the synthesis of diblock copolymers. Ring opening polymerization yields the desired poly(ester)-poly (ethylene glycol)-targeting agent polymer that is used to impart targeting capability to therapeutic nanoparticles. This “polymerization fromâ€? approach typically employs precursors of the targeting agent wherein the reactivity of functional groups of the targeting agent is masked using protecting groups. Also described is a “coupling toâ€? that utilized the poly(ethylene glycol)-targeting agent conjugate where the targeting agent remains in its native un-protected form. This method uses “orthogonalâ€? chemistry that exhibit no cross reactivity towards functional groups typically found within targeting agents of interest.

    专利号:US-2013035307-A1
    优先权日:2010-01-26
    标 题:Methods for treating or preventing the spread of cancer using semi-synthetic glycosaminoglycosan ethers
    发明人:PRESTWICH GLENN D; KENNEDY THOMAS P
    权利人:UNIV UTAH RES FOUND; PRESTWICH GLENN D; KENNEDY THOMAS P
    摘要:Described herein are methods for the treatment and prevention of tumor metastasis using alkylated and fluoroalkylated semi-synthetic glycosaminoglycan ethers (“SAGEsâ€?). The synthesis of sulfated alkylated and fluoroalkylated SAGEs is also described.

    专利号:US-2008214827-A1
    优先权日:2004-02-03
    标 题:Synthesis of Cyanoimino-Benzoimidazoles
    发明人:GOEHRING R RICHARD; WHITEHEAD JOHN; SHAO BIN
    权利人:EURO CELTIQUE SA
    摘要:Disclosed in certain embodiments is a process for synthesizing a compound of formula (V) and salts thereof.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Swaggerty CL, He H, Genovese KJ, Duke SE, Kogut MH. Loxoribine pretreatment reduces Salmonella Enteritidis organ invasion in 1-day-old chickens. Poult Sci. 2012 Apr;91(4):1038-42. doi: 10.3382/ps.2011-01939. doi: 10.1016/j.intimp.2010.08.010. Epub 2010 Sep 15. Review. doi: 10.1189/jlb.2A1214-623R. Epub 2015 Apr 15. Review. doi: 10.1016/j.clim.2016.05.008. Epub 2016 May 24. doi: 10.1016/j.jneuroim.2016.07.019. Epub 2016 Jul 22.

    合成参考文献


    参考文献:10.1186/s40364-020-00211-6
    摘要:Dutta D, Lim SH. Bidirectional interaction between intestinal microbiome and cancer: opportunities for therapeutic interventions. Biomarker Research. 2020 Aug 12;8(1):31. doi: 10.1186/s40364-020-00211-6.
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