5'-O-Acetyl-2'-O-tosyl-uridin | 102935-21-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5'-O-Acetyl-2'-O-tosyl-uridin
• 英文别名: O^5'-acetyl-O^2'-(toluene-4-sulfonyl)-uridine；O^5'-Acetyl-O^2'-(toluol-4-sulfonyl)-uridin；Tos(-2)Ribf5Ac(b)-uracil-1-yl；[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-4-(4-methylphenyl)sulfonyloxyoxolan-2-yl]methyl acetate
• CAS: 102935-21-7
• 化学式: C₁₈H₂₀N₂O₉S
• 分子量: 440.431
• InChiKey: MDURVYIMAVWSLL-MWQQHZPXSA-N

物化性质

• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  157
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5'-O-Acetyl-2'-O-tosyl-uridin 在 Pd-BaSO₄ 、 氨 、 2,5-己二酮 、 sodium iodide 作用下， 生成 2-脱氧尿苷
  参考文献：
  名称：

  Brown et al., Journal of the Chemical Society, 1958, p. 3028,3033

  摘要：

  DOI：
• 作为产物：
  描述：

  尿嘧啶核苷 在 吡啶 、 氨 作用下， 生成 5'-O-Acetyl-2'-O-tosyl-uridin
  参考文献：
  名称：

  Brown et al., Journal of the Chemical Society, 1956, p. 2388,2392

  摘要：

  DOI：

文献信息

• Solid-Phase Microextraction in the Determination of Methadone in Human Saliva by Gas Chromatography-Mass Spectrometry
  作者：A. C. dos Santos Lucas、A. Bermejo、P. Fernandez、M. J. Tabernero

  DOI：10.1093/jat/24.2.93

  日期：2000.3.1

  Solid-phase microextraction (SPME) with a 100-µm polydimethylsiloxane film fiber was applied to the determination of methadone and 2-ethylidine-3,3-diphenylpyrrolidine (EDDP) by GC-MS in human saliva and compared with liquid-liquid extraction. A shorter extraction time of 30 min with the fiber was obtained, speeding up the total analysis time. Linearity was found for SPME from 0.05 to 2.0 µg/mL (r = 0.9976 for methadone; r = 0.9988 for EDDP) with precision between 0.7 and 4.3% for saliva spiked with 0.2 and 1.5 µg/mL of methadone and EDDP. The limit of detection using SPME was 0.04 Ég/mL for methadone and 0.008 µg/mL for EDDP. Analytical recoveries of SPME and liquid-liquid extraction ranged from 98.8 to 103.6%. The use of deuterated internal standard by both methods have yielded comparable results. Thus, the SPME method is highly accurate, precise, and useful for determination of methadone and EDDP in saliva.

  固相微萃取（SPME）采用100微米聚二甲基硅氧烷薄膜纤维用于人类唾液中美沙酮和2-乙基氢化-3,3-二苯基吡咯烷（EDDP）的GC-MS测定，并与液-液萃取进行了比较。使用纤维的萃取时间缩短至30分钟，加快了总分析时间。SPME的线性范围为0.05至2.0 µg/mL（美沙酮的r = 0.9976；EDDP的r = 0.9988），对于添加0.2和1.5 µg/mL美沙酮和EDDP的唾液，其精密度在0.7%到4.3%之间。使用SPME时，美沙酮的检测限为0.04 µg/mL，EDDP的检测限为0.008 µg/mL。SPME和液-液萃取的分析回收率范围为98.8%到103.6%。两种方法使用氘代内标均获得了可比结果。因此，SPME方法在美沙酮和EDDP的唾液测定中具有很高的准确性、精密度和实用性。
• Biocatalytic synthesis of aminodeoxy purine N9-beta-D-nucleosides containing 3-amino-3-deoxy-beta-D-ribofuranose, 3-amino-2,3-dideoxy-beta-D-ribofuranose, and 2-amino-2-deoxy-beta-D-ribofuranose as sugar moieties
  申请人：Barai N. Vladimir

  公开号：US20070065922A1

  公开（公告）日：2007-03-22

  Purine N 9 -β-D-nucleosides containing 3-amino-3-deoxy-β-D-ribofaranose, 3-amino-2,3-dideoxy-β-D-ribofuranose, and 2-amino-2-deoxy-β-D-ribofuranose as sugar moieties are synthesized by biocatalytic transglycosylation of purine bases and the respective 3′-amino-3′-deoxyuridine, 3′-amino-3′-deoxythymidine and 2′-amino-2′-deoxyuridine as donors of the carbohydrate moiety, and the cells of Escherichia coli as a biocatalyst or glutaraldehyde (GA) treated cells of Escherichia coli as a biocatalyst or a mixture of thymidine (uridine) phosphorylase and purine nucleoside phosphorylase.

  含有3-氨基-3-脱氧-β-D-核糖呋喃糖，3-氨基-2,3-二脱氧-β-D-核糖呋喃糖和2-氨基-2-脱氧-β-D-核糖呋喃糖作为糖基团的嘌呤N9-β-D-核苷酸，通过生物催化转基因嘌呤碱基和相应的3'-氨基-3'-脱氧尿苷、3'-氨基-3'-脱氧胸苷和2'-氨基-2'-脱氧尿苷作为碳水化合物基团供体，以大肠杆菌细胞作为生物催化剂或经戊二醛处理的大肠杆菌细胞作为生物催化剂或胸苷（尿苷）磷酸化酶和嘌呤核苷酸磷酸化酶的混合物进行合成。
• Halosugar nucleosides. II. Iodination of secondary hydroxyl groups of nucleosides with methyltriphenoxyphosphonium iodide
  作者：Julien P. H. Verheyden、John G. Moffatt

  DOI：10.1021/jo00834a002

  日期：1970.9