D-glucosamine 6-phosphate | 3616-42-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: D-glucosamine 6-phosphate
• 英文别名: glucosamine 6-phosphate；glucosamine-6-phosphate；GlcN6P；[(2R,3S,4R,5R,6S)-5-amino-3,4,6-trihydroxyoxan-2-yl]methyl dihydrogen phosphate
• CAS: 3616-42-0；55722-81-1
• 化学式: C₆H₁₄NO₈P
• 分子量: 259.153
• InChiKey: XHMJOUIAFHJHBW-UKFBFLRUSA-N

物化性质

• 熔点：
  >127°C (dec.)
• 沸点：
  652.2±65.0 °C(Predicted)
• 密度：
  1.749±0.06 g/cm3(Predicted)
• 溶解度：
  可微溶于水
• 物理描述：
  Solid
• 碰撞截面：
  150 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine]

计算性质

• 辛醇/水分配系数(LogP)：
  -6.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  163
• 氢给体数：
  6
• 氢受体数：
  9

安全信息

• 海关编码：
  2922509090
• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  D-glucosamine 6-phosphate 在 phosphoglucosamine mutase 作用下， 生成 D-氨基葡萄糖-1-磷酸
  参考文献：
  名称：

  氨基葡萄糖6-磷酸对Faecalibacterium prausnitzii肝炎三角洲病毒样核酶的变构调节：相邻基因产物的底物

  摘要：

  自裂解核酶是在30年前发现的，并已在自然界中发现，从细菌到动物，但对其生物学功能和调节，尤其是辅因子和代谢物如何改变其活性知之甚少。肝炎三角洲病毒样自裂解核酶定位于人类肠道细菌Faecalibacterium prausnitzii基因组中的磷酸葡糖胺变位酶（glmM）开放阅读框的上游。glmM非翻译区中存在核酶提示基因表达的调节机制。在细菌己糖胺的生物合成途径中，酶glmM催化6-磷酸氨基葡萄糖异构化为1-磷酸氨基葡萄糖。在这项研究中，我们调查了这些代谢物对核酶共转录自切割率的影响。我们的研究结果表明，氨基葡萄糖6-磷酸而不是氨基葡萄糖1-磷酸是一种变构配体，可提高drz-Fpra-1的自切割率，这提供了第一个已知的自切割核酶变构调节的实例。相邻基因产物的底物。考虑到核酶是由glmM底物激活的，而不是由产物激活的，这种变构调节可能代表了细菌中基因表达调节的潜在前馈机制。

  DOI：

  10.1021/acs.biochem.7b00879

文献信息

• N-acetylgalactosaminyl or N-acetylglucosaminyl transfer using
  申请人：The Scripps Research Institute

  公开号：US05516665A1

  公开（公告）日：1996-05-14

  A one-pot glycosylation reaction is disclosed in which a N-acetylgalactosamine (GalNAc) or N-acetylglucosamine (GlcNAc) group is enzymatically transferred to an acceptor molecule. The starting glycoside is a N-acetylamino monosaccharide 1-phosphate that is enzymatically converted to its UDP derivative via UTP and a pyrophorylase. The formed UDP derivative is epimerized, and the epimerized UDP derivative is used in the enzyme-catalyzed glycosyl transfer. That enzyme-catalyzed glycosyl transfer to an acceptor releases UDP that is enzymatically converted to UTP for further conversion of the N-acetylamino monosaccharide 1-phosphate into its UDP derivative.

  本文介绍了一种一锅法糖基化反应，其中N-乙酰半乳胺（GalNAc）或N-乙酰葡萄糖胺（GlcNAc）基团被酶催化转移至受体分子上。起始的糖苷是经酶催化转化为其UDP衍生物的N-乙酰氨基单糖1-磷酸。形成的UDP衍生物被表皮化酶转化，转化后的UDP衍生物用于酶催化的糖基转移。该酶催化的糖基转移会释放UDP，该UDP被酶催化转化为UTP，以进一步将N-乙酰氨基单糖1-磷酸转化为其UDP衍生物。
• FERMENTATIVE PRODUCTION OF N-ACETYLNEURAMINIC ACID
  申请人：Jennewein Biotechnologie GmbH

  公开号：EP3473644A1

  公开（公告）日：2019-04-24

  Disclosed are non-naturally-occurring microorganisms for the production of N-acetylneuraminic acid, a method for the production of N-acetylneuraminic acid by fermentation of the non-naturally-occurring microorganisms, and nutritional compositions containing N-acetylneuraminic acid which has been produced by fermentation of the non-naturally-occurring microorganisms.

  本发明公开了用于生产 N-乙酰神经氨酸的非天然存在的微生物、通过非天然存在的微生物发酵生产 N-乙酰神经氨酸的方法，以及含有通过非天然存在的微生物发酵生产的 N-乙酰神经氨酸的营养组合物。
• Pathway Analysis of Cell Culture Phenotypes and Uses Thereof
  申请人：Melville Mark

  公开号：US20090186358A1

  公开（公告）日：2009-07-23

  The present invention provides methods for systematically identifying genes, proteins and/or related pathways that regulate or indicative of cell phenotypes. The present invention further provides methods for manipulating the identified genes, proteins and/or pathways to engineer improved cell lines and/or to evaluate or select cell lines with desirable phenotypes.
• Probe Compound for Detecting and Isolating Enzymes and Means and Methods Using the Same
  申请人：Golyshin Peter N.

  公开号：US20120231972A1

  公开（公告）日：2012-09-13

  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.
• [EN] PROBE COMPOUND FOR DETECTING AND ISOLATING ENZYMES AND MEANS AND METHODS USING THE SAME<br/>[FR] COMPOSÉ SONDE POUR DÉTECTER ET ISOLER DES ENZYMES ET MOYENS ET PROCÉDÉS POUR L'UTILISER
  申请人：HELMHOLTZ INFEKTIONSFORSCHUNG

  公开号：WO2010105851A1

  公开（公告）日：2010-09-23

  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.