X-ray structure of 1,3,4-tri-O-acetyl-2-deoxy-β-D-erythro-pentopyranose

被引:0
|
作者
Chen, Ji-Jun [1 ]
Gao, Jian-Rong [1 ]
Han, Liang [1 ]
Jia, Jian-Hong [1 ]
Sheng, Wei-Jian [1 ]
Li, Yu-Jing [1 ]
机构
[1] Zhejiang Univ Technol, State Key Lab Green Chem Synth Technol, Hangzhou 310014, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
Peracetylated; 2-deoxy-D-ribose; Pyranose; Crystal structure; DNA;
D O I
10.1016/j.carres.2009.06.028
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Peracetylated 2-deoxy-D-erythro-pentose (2-deoxy-D-ribose) was synthesized through the acetylation of 2-deoxy-D-ribose with acetic anhydride in pyridine, and the products (including all four ring forms) exist in form of either a white solid or a syrup. A single crystal of 1,3,4-tri-O-acetyl-2-deoxy-beta-D-erythro-pentopyranose was obtained from the syrup and its structure was determined by X-ray diffraction. The crystal adopts the C-1(4) conformation, presenting an orthorhombic system, space group P2(1)2(1)2(1) with Z=4, unit cell dimensions a=7.2274 (3)angstrom, b=8.0938 (5) angstrom, and c=22.0517 (11) angstrom. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2056 / 2059
页数:4
相关论文
共 50 条
  • [1] 1,3,5-TRI-O-ACETYL-2-DEOXY-ALPHA,BETA-D-ERYTHRO-PENTOFURANOSE FROM 2-DEOXY-D-ERYTHRO-PENTOSE
    GOLD, A
    SANGAIAH, R
    NUCLEOSIDES & NUCLEOTIDES, 1990, 9 (07): : 907 - 912
  • [2] X-RAY ANALYSIS OF METHYL 3,4,6-TRI-O-ACETYL-2-CHLOROMERCURI-2-DEOXY-BETA-D-GLUCOPYRANOSIDE
    EHRLICH, HWW
    JOURNAL OF THE CHEMICAL SOCIETY, 1962, (FEB): : 509 - &
  • [3] X-ray structure of hexakis(2,3,6-tri-O-acetyl)-α-cyclodextrin
    Harata, K
    CHEMISTRY LETTERS, 1998, (07) : 589 - 590
  • [4] X-RAY STRUCTURE OF 3,4,5-TRI-O-ACETYL-2,6-ANHYDRO-D-MANNONONITRILE (2,3,4-TRI-O-ACETYL-ALPHA-D-ARABINOPYRANOSYL CYANIDE)
    KOLL, P
    PAPERT, G
    SAAK, W
    POHL, S
    CARBOHYDRATE RESEARCH, 1988, 184 : 247 - 249
  • [5] CONTRIBUTION TO THE CONFORMATION OF 2-ACETAMIDO-3-O-(2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-ALPHA-D-GALACTOPYRANOSYL)-1,4,6-TRI-O-ACETYL-2-DEOXY-ALPHA-D-GALACTOPYRANOSE THROUGH X-RAY STRUCTURE-ANALYSIS, NOE-MEASUREMENTS AND HSEA-COMPUTATIONS
    LUGER, P
    VANGEHR, K
    BOCK, K
    PAULSEN, H
    CARBOHYDRATE RESEARCH, 1983, 117 (JUN) : 23 - 38
  • [6] 1,3,4-TRI-O-ACETYL-2-DESOXY-2-FLUOR-ALPHA-D-XYLOPYRANOSE
    KOTHE, G
    LUGER, P
    PAULSEN, H
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1976, 32 (SEP15): : 2710 - 2712
  • [7] Synthetic Study of 1, 2, 3-tri-O-acetyl-5-deoxy-D-ribofuranose
    Zhang Jian-Ting
    Chen Shi-Peng
    Feng Jun-Min
    Liu Dong-Wang
    Tang Lin-Jun
    Wang Xiao-Ji
    Huang Shuang-Ping
    ADVANCES IN CHEMICAL ENGINEERING III, PTS 1-4, 2013, 781-784 : 1184 - 1186
  • [8] 1,2,3-Tri-O-acetyl-5-deoxy-D-ribofuranose
    Tang, Wen-Jian
    Lin, Zhi-Cai
    Tang, Min-Fang
    Li, Jun
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O3107 - U2583
  • [9] 2-DEOXY-D-RIBOSE .3. THE ANOMERIC 1,3,4-TRI-O-BENZOYL-2-DEOXY-D-RIBOSES, THE ANOMERIC 1,3,5-TRI-O-BENZOYL-2-DEOXY-D-RIBOSES AND CERTAIN OTHER DERIVATIVES
    PEDERSEN, C
    DIEHL, HW
    FLETCHER, HG
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (13) : 3425 - 3428
  • [10] Synthesis of benzyl O-(2,3,3′-tri-O-acetyl-β-D-apiofuranosyl)-(1→3)-2,4-di-O-benzoyl-α-D-xylopyranoside and its X-ray structure
    Zhu, XM
    Yu, B
    Hui, YZ
    CHINESE JOURNAL OF CHEMISTRY, 2000, 18 (01) : 72 - 75