CAS: 96-00-4; 2-Hydroxycyclodecan-1-One

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📜环癸烷置于ferredoxin Reductase,[2Fe-2S] Ferredoxin,Cytochrome P450 Enzyme Cyp101B1,Cytochrome P450 Enzyme Cyp101C1体系中,用 Aq. Buffer 作为反应溶剂,化学反应生成 2-羟基环癸酮
参考文献:相同家族的两种细胞色素p450酶对烃衍生物的互补和选择性氧化
标题:相同家族的两种细胞色素p450酶对烃衍生物的互补和选择性氧化
摘要:细胞色素p450酶cyp101B1和cyp101C1,来自细菌新孢子虫dsm12444可高活性和选择性地羟基化类异戊二烯.为了扩展和建立其底物范围,以开发应用,研究了选择环烷烃,酮和醇的氧化.环烷被氧化,但两种酶均显示出中等的结合亲和力和较低的生产活性.我们通过将组氨酸残基切换为苯丙氨酸(h85F),使活性位点更具疏水性,从而改善了这些底物与cyp101B1的结合和活性.环烷烃骨架中酮部分的存在显着改善了两种酶的氧化活性.cyp101C1优选在c-2位置催化环烷酮的氧化,而cyp101B1在远离羰基的位置以较高的生产率氧化这些底物.这表明每种酶的活性位点中环酮的结合方向必须不同.线性酮也被两种酶氧化,但活性和选择性较低.cyp101B1比cyp101C1更有效地氧化具有酯导向基团的环状底物.两种酶都在远离酯导向基团的环系统上以高区域选择性催化这些酯的氧化.cyp101C1比cyp101B1
DOI:10.1039/d0Cy01040E

专利信息

专利号:US-4304934-A
优先权日:1980-12-30
标题 :Synthesis of amino hydroxy cyclopentenones
发明人：BARTELS-KEITH JAMES R; KARGER EVA R; ROGERS JEAN B
权利人:POLAROID CORP
摘要:This invention relates to a method of synthesizing 3-amino-2-hydroxy-2-cyclopentenones possessing an aliphatic substituent in the 4-position which comprises reacting cyanoacetamide with an aliphatic aldehyde to yield the corresponding β-substituted-α,α'-dicyanoglutaramide, hydrolyzing the amide to the corresponding β-substituted glutaric acid, esterifying the acid to the corresponding dialkyl diester, converting the diester to a 1,2-bis(trimethylsiloxy)-4-substituted cyclopentene by reductive cyclization using chlorotrimethylsilane in the presence of sodium, hydrolyzing and oxidizing the bis(trimethylsiloxy) compound to the 2-hydroxy-4-substituted-2-cyclopentenone in the presence of a cupric salt, nitrosating the 2-cyclopentenone to the 2-hydroxy-4-substituted-5-oximino-2-cyclopentenone, converting the oxime to the 2-acetoxy-3-amino-4-substituted-2-cyclopentenone by reductive acetylation and removing the acetyl group by alkanolysis to yield the 3-amino-2-hydroxy-4-substituted-2-cyclopentenone product.