1-(β-D-erytrhofuranosyl)cytidine | 63713-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(β-D-erytrhofuranosyl)cytidine
• 英文别名: 9-β-D-erythrofuranosylcytosine；β-erythrocytidine；1-β-D-Erythrofuranosylcytosin；4-amino-1-(3,4-dihydroxy-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one；beta-Erythrocytidine；4-amino-1-[(2R,3R,4R)-3,4-dihydroxyoxolan-2-yl]pyrimidin-2-one
• CAS: 63713-91-7
• 化学式: C₈H₁₁N₃O₄
• 分子量: 213.193
• InChiKey: RPXKLKGKUUDJFW-QPPQHZFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-acetylamino-1-(3,4-diacetoxy-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one 在 氨 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 1-(β-D-erytrhofuranosyl)cytidine
  参考文献：
  名称：

  (13C)-Substituted erythronucleosides: synthesis and conformational analysis by proton and carbon-13 NMR spectroscopy

  摘要：

  The erythronucleosides, 9-beta-D-erythrofuranosyladenine (1b), 1-beta-D-erythrofuranosylcytosine (2b), 9-beta-D-erythrofuranosylguanine (3b), and 1-beta-D-erythrofuranosyluracil (4b), were synthesized with and without C-13-substitution at C1' of the furanose ring. 75-MHz C-13 and 620-MHz H-1 NMR spectra of 1-4b were interpreted, in the latter case with the assistance of spectral simulation, and H-1-H-1, C-13-H-1, and C-13-C-13 spin couplings were used to assess furanose conformation. 3J(HH) data in (H2O)-H-2 were treated by computer to determine the preferred north and south conformers, their puckering amplitudes, and their mole fractions in solution, and J(CH) data were used to complement this analysis. A similar treatment of spin coupling data for the corresponding ribonucleosides 1-4a was also conducted to permit a comparison of furanose conformations in both series of compounds. Results show that the removal of the exocyclic hydroxymethyl group from 1-4a, giving 1-4b, significantly enhances the proportion of south conformers in aqueous ((H2O)-H-2) solution.

  DOI：

  10.1021/jo00032a032

文献信息

• KLINE, PAUL C.;WU, JIAN;SERIANNI, ANTHONY S., 197TH ACS NAT. MEET., DALLAS, TEX., APR. 9-14, 1989, WASHINGTON (D. C.),(+
  作者：KLINE, PAUL C.、WU, JIAN、SERIANNI, ANTHONY S.

  DOI：——

  日期：——
• One pot desialylation and glycopegylation of therapeutic peptides
  申请人：DeFrees Shawn

  公开号：US20070105755A1

  公开（公告）日：2007-05-10

  The present invention provides conjugates between peptides and PEG moieties. The conjugates are linked via an intact glycosyl linking group that is interposed between and covalently attached to the peptide and the modifying group. The conjugates are formed from both glycosylated and unglycosylated peptides by the action of a glycosyltransferase. The glycosyltransferase ligates a modified sugar moiety onto either an amino acid or glycosyl residue on the peptide. Also provided are pharmaceutical formulations including the conjugates. Methods for preparing the conjugates are also within the scope of the invention.
• GLYCOPEGYLATED FACTOR VII AND FACTOR VIIA
  申请人：DeFrees Shawn

  公开号：US20100113743A1

  公开（公告）日：2010-05-06

  The present invention provides conjugates between Factor VII or Factor VIIa peptides and PEG moieties. The conjugates are linked via an intact glycosyl linking group that is interposed between and covalently attached to the peptide and the modifying group. The conjugates are formed from both glycosylated and unglycosylated peptides by the action of a glycosyltransferase. The glycosyltransferase ligates a modified sugar moiety onto either an amino acid or glycosyl residue on the peptide. Also provided are pharmaceutical formulations including the conjugates. Methods for preparing the conjugates are also within the scope of the invention.
• US7842661B2
  申请人：——

  公开号：US7842661B2

  公开（公告）日：2010-11-30
• (13C)-Substituted erythronucleosides: synthesis and conformational analysis by proton and carbon-13 NMR spectroscopy
  作者：Paul C. Kline、Anthony S. Serianni

  DOI：10.1021/jo00032a032

  日期：1992.3

  The erythronucleosides, 9-beta-D-erythrofuranosyladenine (1b), 1-beta-D-erythrofuranosylcytosine (2b), 9-beta-D-erythrofuranosylguanine (3b), and 1-beta-D-erythrofuranosyluracil (4b), were synthesized with and without C-13-substitution at C1' of the furanose ring. 75-MHz C-13 and 620-MHz H-1 NMR spectra of 1-4b were interpreted, in the latter case with the assistance of spectral simulation, and H-1-H-1, C-13-H-1, and C-13-C-13 spin couplings were used to assess furanose conformation. 3J(HH) data in (H2O)-H-2 were treated by computer to determine the preferred north and south conformers, their puckering amplitudes, and their mole fractions in solution, and J(CH) data were used to complement this analysis. A similar treatment of spin coupling data for the corresponding ribonucleosides 1-4a was also conducted to permit a comparison of furanose conformations in both series of compounds. Results show that the removal of the exocyclic hydroxymethyl group from 1-4a, giving 1-4b, significantly enhances the proportion of south conformers in aqueous ((H2O)-H-2) solution.

表征谱图