CAS: 59-01-8; Kanamycin A

该化合物是来自Streptomyces kanamyceticus 的微粒球菌抗生素, 显示通过与30S 脊髓膜炎分管结合, 抑制蛋白合成, 抗克色色素A 具有广泛的抗生素活动, 抑制了蛋白质合成. Kanamycin A 在混合疗法中使用时, 尤其能有效防治Mycobactrium 结核病和其他抗药菌株. 它在水溶液和高溶解性方面的稳定性, 使得它适合研究和临床应用, 包括细胞培养和选择性媒体制作. 化合物通常在分子生物学中使用, 因其可靠的功效而选择转基因生物. 正确处理对于尽量减少潜在的奥毒和...

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上下游产品

6'-N-hydroxykanamicyn A (sulfate) di-tert-butyl ((1S,3R,4S,5R,6R)-4-(((2S,3R,4S,5S,6R)-4-((tert-butoxycarbonyl)amino)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3R,4S,5S,6R)-6-(((tert-butoxycarbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-5-hydroxycyclohexane-1,3-diyl)dicarbamate 3,6'-bis(N-benzyloxycarbonyl)-3-N-(trifluoroacetyl)kanamycin A Kanamycin A sulfate6',3-N,N-bis(tert-butyloxycarrbonyl)kanamycin A di-tert-butyl ((1S,3R,4S,5R,6R)-4-(((2S,3R,4S,5S,6R)-4-((tert-butoxycarbonyl)amino)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3R,4S,5S,6R)-6-(((tert-butoxycarbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-5-hydroxycyclohexane-1,3-diyl)dicarbamate 62H108N12O27C62H108N12O27 42H84N20O15C42H84N20O15

合成工艺路线路线简述

    卡那霉素二硫酸盐置于amberlite-Ira 400 (Oh-)体系中,化学反应生成 卡那霉素碱
    参考文献:卡那霉素环ii / Iii片段的合成:氨基糖苷识别的新的最小结构基序.
    标题:卡那霉素环ii / Iii片段的合成:氨基糖苷识别的新的最小结构基序.
    摘要:已经建立了制备卡那霉素环ii / Iii片段的新方案,该方案已被证明是开发新氨基糖苷的最小结构基序,基于其甚至具有抗性菌株的杀菌活性.此外,它具有作为aac-(6')和aph-(3')粘合剂的功能,以及作为腐烂ant-(4')的不良底物的能力,使其成为设计这些抑制剂的极佳候选者氨基糖苷修饰酶.
    DOI:10.3390/antibiotics8030109

    海关参考信息

    专利信息


    专利号:US-11987826-B2
    优先权日:2020-01-21
    标 题:Nitrilase mutant and application thereof in the synthesis of an anti-epileptic drug intermediate
    发明人:XUE YAPING; XIONG NENG; Lv Peijin; ZHENG YUGUO
    权利人:UNIV ZHEJIANG TECHNOLOGY
    摘要:The present invention provides a nitrilase mutant protein with increased thermal stability and its application in the synthesis of an anti-epileptic drug intermediate, wherein the mutant is obtained by mutating one or two of the amino acids at position 151, 223 and 250 of the amino acid sequence shown in SEQ ID No. 2. the thermal stability of the nitrilase mutant AcN-T151V/C223A/C250G was increased by up to 1.73 folds. The yield of the final product was up to 95% using the recombinant Escherichia coli containing the nitrilase mutant to hydrolyze 1M 1-cyanocyclohexylacetonitrile to produce 1-cyanocyclohexyl acetic acid at 35° C. And the yield of the final product was up to 97% when hydrolyzing 1.2M 1-cyanocyclohexylacetonitrile at 35° C. The final yield was up to 80% when using the nitrilase mutants obtained by the present invention to synthesize gabapentin.

    专利号:US-5763587-A
    优先权日:1987-11-27
    标题:Process for the synthesis of amikacin
    发明人:MANGIA ALBERTO
    权利人:GIST BROCADES ITALY SPA
    摘要:In the synthesis of amikacin, having the formula: (I) by acylation of a diprotected derivative of kanamycin A with a reactive derivative of L-(-)-4-amino-2-hydroxybutyric acid, the selection of the reaction solvent and of the pH conditions permit the industrial economically and the synthesis yield to be improved.

    专利号:US-12428656-B2
    优先权日:2020-02-28
    标题 :Nitrilase mutant and application thereof in the synthesis of 1-cyanocyclohexyl acetic acid
    发明人:XUE YAPING; XIONG NENG; LI QIAN; ZHENG YUGUO
    权利人:UNIV ZHEJIANG TECHNOLOGY
    摘要:The present invention provides a nitrilase mutant and application thereof in the synthesis of 1-cyanocyclohexyl acetic acid, the nitrilase mutant is obtained by mutating one or two of the amino acids at position 180 and 205 of the amino acid sequence shown in SEQ ID No. 2. In the present invention, by semi-rational design and protein molecular modification, the specific enzyme activity of the nitrilase double mutant AcN-G180D/A205C was increased by up to 1.6 folds, and the conversion rate>99%. And the reaction time was shortened to a quarter of the original using the recombinant Escherichia coli containing the nitrilase mutant to hydrolyze 1-cyanocyclohexylacetonitrile at high temperature (50° C.). Therefore, the mutants obtained by the present invention have a good application prospect in efficiently catalyzing 1-cyanocyclohexylacetonitrile to synthesize gabapentin intermediate, 1-cyanocyclohexyl acetic acid.

    专利号:US-11441163-B2
    优先权日:2020-05-14
    标 题:Enzyme-catalyzed synthesis of (1S,5R)-bicyclolactone
    发明人:CHEN FENER; ZHU KEJIE; HUANG ZEDU; CHENG DANG; WANG JIAQI; TAO YUAN
    权利人:UNIV FUDAN
    摘要:An enzyme-catalyzed synthesis of (1S,5R)-bicyclolactone. A first genetically-engineered bacterium containing Baeyer-Villiger monooxygenase gene and a second genetically-engineered bacterium containing glucose dehydrogenase gene are constructed and then suspended with culture medium to prepare a first suspension and a second suspension, respectively. The first and second suspensions are centrifuged to respectively produce a first supernatant containing Baeyer-Villiger monooxygenase and a second supernatant containing glucose dehydrogenase, which are mixed. The mixed supernatant is then mixed with a raceme of a substituted bicyclo[3.2.0]-hept-2-en-6-one, a solvent, a hydrogen donor and a cofactor to perform an asymmetric Baeyer-Villiger oxidation to produce the (1S,5R)-bicyclolactone, where an amino acid sequence of the Baeyer-Villiger monooxygenase is shown in SEQ ID NO:1.

    专利号:US-4902790-A
    优先权日:1985-10-10
    标 题 :Novel process for the synthesis of amikacin
    发明人:MANGIA ALBERTO; GIOBBIO VICENZO; ORNATO GIORGIO
    权利人:PIERREL SPA
    摘要:A novel process for the synthesis of amikacin starting from kanamycin A protected at the positions 3 and 6' is described comprising the reaction of kanamycin A with a salt of a bivalent metal cation selected from zinc, nickel, iron, cobalt, manganese, copper and cadmium in the presence of water as the solvent or co-solvent followed by the in situ reaction of the resulting complex with a reactive derivative of L-amino-2-hydroxy-butyric acid, removal of the metal cation of the protecting groups and purification of the thus obtained raw product. The acylation under these conditions is extremely selective.

    专利号:US-8628954-B2
    优先权日:2006-06-09
    标 题:Expression cassette, use of the expression cassette, vector, host cell, a method for producing a polypeptide
    发明人:PLUCIENNICZAK ANDRZEJ; KESIK MALGORZATA; PLUCIENNICZAK GRAZYNA; MIKIEWICZ-SYGULA DIANA
    权利人:PLUCIENNICZAK ANDRZEJ; KESIK MALGORZATA; PLUCIENNICZAK GRAZYNA; MIKIEWICZ-SYGULA DIANA; INST BIOTECHNOLOGII I ANTYBIOTYKOW
    摘要:The subject matters of invention relate to expression cassette, use of the expression cassette, vector, host cell, a method for producing a polypeptide ensuring its stable expression by the prokaryotic host as well as an use of the expression cassette. The invention enables stable expression of the target polypeptide, in systems where DNA-dependent RNA polymerase recognizes promoter regulating synthesis of target protein as well as selection marker, which is required for survival of the host.
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    主要参考文献


    1: Robati RY, Arab A, Ramezani M, Langroodi FA, Abnous K, Taghdisi SM. Aptasensors for quantitative detection of kanamycin. Biosens Bioelectron. 2016 Aug 15;82:162-72. doi: 10.1016/j.bios.2016.04.011. Epub 2016 Apr 5. Review. doi: 10.1016/j.bios.2015.10.050. Epub 2015 Oct 23. Review. doi: 10.1016/j.bios.2015.06.081. Epub 2015 Jul 10. Review. doi: 10.1371/journal.pone.0055292. Epub 2013 Feb 1. Review.
    5: Yin Z, Kng W. [Research progress of acute kanamycin sulfate-induced deafness in guinea pig]. Lin Chung Er Bi Yan Hou Tou Jing Wai Ke Za Zhi. 2012 May;26(10):478-80. Review. Chinese. doi: 10.1371/journal.pone.0033275. Epub 2012 Mar 29. Review.
    7: Kanamycin. Tuberculosis (Edinb). 2008 Mar;88(2):117-8. doi: 10.1016/S1472-9792(08)70012-X. Review. Review. Review. Review. Review. Review. Review. Japanese. Review. Review. Russian. Review. Russian. Review. Review. Review. Japanese. Review. Danish.
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