L-rhamnose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: L-rhamnose
• 英文别名: L-Rhamnofuranose；(3R,4S,5S)-5-[(1S)-1-hydroxyethyl]oxolane-2,3,4-triol
• 化学式: C₆H₁₂O₅
• 分子量: 164.158
• InChiKey: AFNUZVCFKQUDBJ-ZZWDRFIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-rhamnose 在 一水合肼 作用下， 以 水 为溶剂， 生成 L-Rhamnose-hydrazon
  参考文献：
  名称：

  Heterocyclic derivatives of sugars: an NMR study of the formation of 1-glycosyl-3,5-dimethyl-1 H-pyrazoles from hydrazones

  摘要：

  Hydrazones were prepared by treatment of monosaccharides and disaccharides with hydrazine hydrate and converted in high yield to mixtures of 1-glycosyl-3,5-dimethyl-1 H-pyrazoles by reaction with pentan-2,4-dione (acetylacetone). The isomeric products were separated by HPLC and characterized by NMR spectroscopy. This represents a new approach to the introduction of a heteroaromatic label into sugars under nonacidic and nonreducing conditions, and it is a process likely to be especially useful for glycan hydrazones obtained from glycoproteins by hydrazinolysis or beta elimination in the presence of hydrazine. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00007-4

文献信息

• Process for selectively producing 1-phosphorylated sugar derivative anomer and process for producing nucleoside
  申请人：——

  公开号：US20020193314A1

  公开（公告）日：2002-12-19

  A desired isomer is selectively prepared by phosphorolyzing and isomerizing an anomer mixture of a 1-phosphorylated saccharide derivative while crystallizing one of the isomers to displace the equilibrium. Furthermore, using the action of a nucleoside phosphorylase, a nucleoside is prepared from the 1-phosphorylated saccharide derivative obtained and a base with improved stereoselectivity and a higher yield. This process is an anomer-selective process for preparing a 1-phosphorylated saccharide derivative and a nucleoside.

  通过磷酸解和异构化1-磷酸化糖衍生物的环式异构体混合物，有选择性地制备所需的异构体，同时通过结晶其中一种异构体以移动平衡。此外，利用核苷酸磷酸化酶的作用，从获得的1-磷酸化糖衍生物和一种改善立体选择性和更高产率的碱基中制备核苷酸。该过程是用于制备1-磷酸化糖衍生物和核苷酸的环式选择性过程。
• Selective process for producing an anomer of a 1-phosphorylated saccharide derivative and process for producing a nucleoside
  申请人：Komatsu Hironori

  公开号：US20060094869A1

  公开（公告）日：2006-05-04

  A desired isomer is selectively prepared by phosphorolyzing and isomerizing an anomer mixture of a 1-phosphorylated saccharide derivative while crystallizing one of the isomers to displace the equilibrium. Furthermore, using the action of a nucleoside phosphorylase, a nucleoside is prepared from the 1-phosphorylated saccharide derivative obtained and a base with improved stereoselectivity and a higher yield. This process is an anomer-selective process for preparing a 1-phosphorylated saccharide derivative and a nucleoside.

  通过磷酸解和异构化1-磷酸化糖衍生物的异构体混合物，有选择性地制备所需的异构体，并结晶其中一种异构体以移动平衡。此外，利用核苷酸磷酸化酶的作用，从所得的1-磷酸化糖衍生物和碱基中制备核苷，具有改善的立体选择性和更高的产量。该过程是一种选择性异构过程，用于制备1-磷酸化糖衍生物和核苷。
• Eukaryotic and Bacterial Gene Clusters Related to an Alternative Pathway of Nonphosphorylated L-Rhamnose Metabolism
  作者：Seiya Watanabe、Masayuki Saimura、Keisuke Makino

  DOI：10.1074/jbc.m801065200

  日期：2008.7

  overexpressed in Escherichia coli, and purified. Substrate specificity and kinetic analysis revealed that nonphosphorylated intermediates related to L-rhamnose are significant active substrates for the purified LRA1-4 proteins. Furthermore, L-2-keto-3-deoxyrhamnonate was structurally identified as both reaction products of dehydration by LRA3 and aldol condensation by LRA4. These results suggested that the

  Entner-Doudoroff（ED）途径是在所有三个系统发育域中d-葡萄糖代谢的经典中枢途径。另一方面，古细菌和/或细菌具有ED途径的几种修饰形式，其中涉及非磷酸化的中间体。几种真菌，包括树干毕赤酵母和汉逊德巴利酵母，具有L-鼠李糖代谢的另一种途径，该途径不同于已知的细菌途径。通过使用涉及到ED途径的类似糖途径的代谢酶的生物信息学分析，鉴定了与该假设途径有关的基因簇。此外，不仅在许多其他真菌中发现同源基因簇，而且在包括葡萄固氮菌在内的数种细菌中也发现了同源基因簇。克隆了四个假定的代谢基因LRA1-4，它们在大肠杆菌中过表达，和纯化。底物特异性和动力学分析表明，与L-鼠李糖相关的非磷酸化中间体是纯化的LRA1-4蛋白的重要活性底物。此外，L-2-酮-3-脱氧鼠李酸酯在结构上被鉴定为LRA3引起的脱水反应和LRA4引起的醛醇缩合的反应产物。这些结果表明LRA1-4基因分别编码L-鼠李糖1-
• PROCESS FOR SELECTIVELY PRODUCING 1-PHOSPHORYLATED SUGAR DERIVATIVE ANOMER AND PROCESS FOR PRODUCING NUCLEOSIDE
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1178051A2

  公开（公告）日：2002-02-06

  A desired isomer is selectively prepared by phosphorolyzing and isomerizing an anomer mixture of a 1-phosphorylated saccharide derivative while crystallizing one of the isomers to displace the equilibrium. Furthermore, using the action of a nucleoside phosphorylase, a nucleoside is prepared from the 1-phosphorylated saccharide derivative obtained and a base with improved stereoselectivity and a higher yield. This process is an anomer-selective process for preparing a 1-phosphorylated saccharide derivative and a nucleoside.

  通过对 1-磷酸化糖衍生物的异构体混合物进行磷酸化和异构化，选择性地制备所需的异构体，同时使其中一种异构体结晶以取代平衡。此外，在核苷磷酸化酶的作用下，还可以用获得的 1-磷酸化糖衍生物和碱制备核苷，立体选择性更高，产率也更高。该工艺是制备 1-磷酸化糖衍生物和核苷的同分异构体选择性工艺。
• Probe compound for detecting and isolating enzymes and means and methods using the same
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP2230312A1

  公开（公告）日：2010-09-22

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.

  本发明涉及一种探针化合物，它可以包括酶反应的任何底物或代谢物，此外还包括指示成分，例如荧光染料或类似物。此外，本发明还涉及以阵列形式检测酶的方法，该阵列由任意数量的本发明探针化合物组成，每种探针化合物由代表所有生命形式中中心途径的相互关联的代谢物中的不同代谢物组成。此外，本发明还涉及一种检测酶的方法，该方法涉及将细胞提取物或类似物应用于本发明的阵列，从而导致与底物发生可重复的酶反应。这些特定的酶反应会触发指示剂（如荧光信号），并将酶与各自的同源底物结合。此外，本发明还涉及以涂覆有本发明探针化合物的纳米颗粒形式分离酶的方法。通过探针化合物将同源底物或代谢物固定在纳米颗粒表面，可以捕获和分离相应的酶，例如用于后续测序。