5-deoxy-D-ribose | 13039-75-3

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-deoxy-D-ribose
• 英文别名: (2R,3R,4R)-2,3,4-trihydroxypentanal
• CAS: 13039-75-3
• 化学式: C₅H₁₀O₄
• 分子量: 134.132
• InChiKey: WDRISBUVHBMJEF-MROZADKFSA-N

物化性质

• 沸点：
  294.5±19.0 °C(Predicted)
• 密度：
  1.314±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于甲醇（少量）、水（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2912491000
• 储存条件：
  存储条件：2-8℃，干燥

反应信息

• 作为反应物：
  描述：

  5-deoxy-D-ribose 在 molybdate epimerization 作用下， 以59%的产率得到5-脱氧-D-阿拉伯糖
  参考文献：
  名称：

  未富集和[1-13C]富集的5-脱氧戊糖和5-O-甲基戊糖的合成和核磁共振光谱分析

  摘要：

  描述了用于制备D或L构型的未富集和[1-13C]富集的5-脱氧和5-O-甲基戊糖的化学方法。解释了这些化合物的1H-nmr光谱，并借助2-D 13C-1H化学位移相关光谱法指定了13C-nmr光谱。在2H2O溶液中的互变异构形式（呋喃糖，水合物和醛）已通过富含[1-13C]的衍生物进行了定量。为了评估5-C-脱氧和5-O-甲基化对化学位移和偶联常数（1H-1H，13C- 1H和13C-13C）和戊呋喃糖构象。

  DOI：

  10.1016/0008-6215(87)80180-5
• 作为产物：
  描述：

  D-核糖 在 盐酸 、 硫酸 、 镍 、 copper(II) sulfate 、 三乙胺 、 N,N-二甲基甲酰胺 、 sodium iodide 作用下， 生成 5-deoxy-D-ribose
  参考文献：
  名称：

  The Synthesis of Certain 5-Deoxy-D-ribofuranosylpurines¹

  摘要：

  DOI：

  10.1021/ja01577a055

文献信息

• The Formation of<i>d</i>-Ribomethylose
  作者：Koichi Iwadare

  DOI：10.1246/bcsj.17.90

  日期：1942.2

  d-Allomethylose is obtained from l-rhamnose by a little modification of Levene’s method. And d-ribomethylse is prepared from d-allomethylose by Wohl’s method of degradation, obtaining on the way d-allomethyloxime (melting point, 146–146.5°, and [α]D18, +54°, 6 minutes after dissolution and −4° in equilibrium), tetracetyl d-allomethylonic nitrile (melting point 166.5∼167°), and d-ribomethylose diacetamide (melting point, 191°, and [α]D18, +7.4°). Equilibrium specific rotation, [α]D20, of d-ribomethylose is found to be +20°.

  d-Allomethylose是从l-rhamnose通过Levene方法稍作修改获得的。而d-ribomethylose是通过Wohl的降解方法从d-allomethylose制备的，在此过程中获得了d-allomethyloxime（熔点为146-146.5°，[α]D18为+54°，溶解后6分钟达到平衡，平衡时为-4°）、四乙酰基d-allomethylonic腈（熔点为166.5-167°）和d-ribomethylose二乙酰胺（熔点为191°，[α]D18为+7.4°）。d-ribomethylose的平衡比旋光度[α]D20为+20°。
• NOVEL INHIBITORS OF THE SHIKIMATE PATHWAY
  申请人：Eberhard Karls Universität Tübingen

  公开号：US20200385416A1

  公开（公告）日：2020-12-10

  The present invention relates to novel inhibitors of the shikimate pathway (shikimic acid pathway), pharmaceutical compositions comprising these novel inhibitors, methods for the production of the inhibitors and their use as antibiotics and herbicides.

  本发明涉及新型芽孢杆菌酸途径(shikimic acid pathway)的抑制剂、包含这些新型抑制剂的药物组合物、生产抑制剂的方法以及它们作为抗生素和除草剂的用途。
• Polysubstituted benzimidazoles as antiviral agents
  申请人：The Regents of the University of Michigan

  公开号：US05360795A1

  公开（公告）日：1994-11-01

  This invention relates to novel polysubstituted benzimidazoles and compositions and their use in the treatment of viral infections. The polysubstituted benzimidazoles and compositions of the present invention exhibit antiviral properties against viruses of the herpes family, particularly human cytomegalovirus (HCMV) and herpes simplex viruses (HSV). Preferred polysubstituted benzimidazoles of the invention are 2,5,6-Trichloro-1-(.beta.-D-5-deoxyribofuranosyl)benzimidazole and 2-bromo-5,6-dichloro-1-(5-deoxy-.beta.-D-ribofuranosyl)benzimidazole.

  本发明涉及新型多取代苯并咪唑及其组合物，以及它们在治疗病毒感染方面的用途。本发明的多取代苯并咪唑和组合物对单纯疱疹病毒家族的病毒，特别是人类巨细胞病毒（HCMV）和单纯疱疹病毒（HSV）表现出抗病毒特性。本发明中的首选多取代苯并咪唑是2,5,6-三氯-1-（β-D-5-去氧核糖）苯并咪唑和2-溴-5,6-二氯-1-（5-去氧β-D-核糖）苯并咪唑。
• Studies on Carcinolytic Compounds. V. 6,7-Dimethyl-9-[1'-(5-desoxy-D-ribityl)]-isoalloxazine
  作者：Clifford H. Shunk、Joe B. Lavigne、Karl Folkers

  DOI：10.1021/ja01613a055

  日期：1955.4
• Transition State Structure and Inhibition of Rv0091, a 5′-Deoxyadenosine/5′-methylthioadenosine Nucleosidase from <i>Mycobacterium tuberculosis</i>
  作者：Hilda A. Namanja-Magliano、Christopher F. Stratton、Vern L. Schramm

  DOI：10.1021/acschembio.6b00144

  日期：2016.6.17

  Si-Methylthioadertosine/S-Oenosylhornocxsteine nucleoSidase (MTAN) is a bacterial enzyme that catalyzes the hydrolysis of the N-ribosidic bond- in "S'-inethylthioadenoshie (MTA) and-S-adenosylhom-ocysteitie (SAH). MTAN activity has- be,en: linked to quorum Sensing pathways, polyaMine biosynthesis, and adenine salVage Previously the aiding sequence Of Rv0091 was annotated as a putative (MTA) in Mycobacterium tuberculosis. Rv0091 was expressed 14 Escherithia coli, purified :to -homogeneity., and shown to be a homodimer, consistent with MTANs from other -microorganisms. Substrate specificity for Rv0091 gave a preference for,SCcleoxya,deriosine relative to MTA or SAH. Intrinsic :kinetic isbtope':effects (KIEs) for'.the hydrolysis of [1'-H-3], [1'-C-14] [5-H-3(2)]; and [9-(15)]MTA. were determined to be 1.207, 1.038, 0:998, 1.021, and 0.998, respectively. A model for the transition state structure of Rv0091 'was determined by matching KIE values predicted via quantum cheinical calculations to the'intrinsic KIEs. The transition state shows -a subStantial loss of Cl-,1 N9 bond order,: well -developed oxocarbenium character ofthe ribosyl ring and weak participation of the Water nueleophile. Electrostatic potential surface maps for the Ry0091 transition state structure show, siMilarity to DADMe-irrimucillin yansition state analogues. DADMe-lim-nucillirt transition state analogues showed strong inhibiticin of Rv0091, with:the most potent inhibitor (514iexylthio-DADMe4inmut'illinA): displaying a Ki value of 87 pM.