Glycerol nucleoside triphosphates: Synthesis and polymerase substrate activities

被引:34
|
作者
Horhota, Allen T. [1 ]
Szostak, Jack W.
McLaughlin, Larry W.
机构
[1] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA
[2] Massachusetts Gen Hosp, Howard Hughes Med Inst, Boston, MA 02114 USA
[3] Massachusetts Gen Hosp, Dept Mol Biol, Boston, MA 02114 USA
关键词
D O I
10.1021/ol062232u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The synthesis of (S)-glycerol nucleoside triphosphates (gNTPs) and the analysis of their substrate activities for enzymatic polymerization is described. NTPs with simplified carbohydrate backbones such as the tNTPs (alpha-L-threose-NTPs) are polymerase substrates and offer the potential to create non-natural aptamer sequences with simplified backbones through enzymatic means. The acyclic (S)-GNA was modeled after the shortened alpha-threofuranosyl backbone. Here we describe the synthesis of (S)-glycerol NTPs and initial enzymatic testing of this further simplified nucleic acid backbone.
引用
收藏
页码:5345 / 5347
页数:3
相关论文
共 50 条
  • [41] Diffusion of nucleoside triphosphates and role of the entry site to the RNA polymerase II active center
    Batada, NN
    Westover, KD
    Bushnell, DA
    Levitt, M
    Kornberg, RD
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (50) : 17361 - 17364
  • [42] Synthesis of γ-labeled nucleoside 5′-triphosphates using click chemistry
    Serdjukow, S.
    Kink, F.
    Steigenberger, B.
    Tomas-Gamasa, M.
    Carell, T.
    CHEMICAL COMMUNICATIONS, 2014, 50 (15) : 1861 - 1863
  • [43] ENZYMATIC-SYNTHESIS OF NUCLEOSIDE 5'-MONO AND 5'-TRIPHOSPHATES
    ZINCHENKO, AI
    BARAI, VN
    ZALASHKO, LM
    POOPEIKO, NE
    PRICOTA, TI
    SIVETS, GG
    MIKHAILOPULO, IA
    FEBS LETTERS, 1990, 260 (02) : 254 - 256
  • [44] Differential interactions of G-proteins and adenylyl cyclase with nucleoside 5′-triphosphates, nucleoside 5′-[γ-thio]triphosphates and nucleoside 5′-[β,γ-imido]triphosphates
    Gille, A
    Guo, JX
    Mou, TC
    Doughty, MB
    Lushington, GH
    Seifert, R
    BIOCHEMICAL PHARMACOLOGY, 2005, 71 (1-2) : 89 - 97
  • [45] Synthesis of modified nucleosides and nucleoside triphosphates bearing oligopyridine ligands
    Kalachova, Lubica
    Hocek, Michal
    CHEMISTRY OF NUCLEIC ACID COMPONENTS, 2008, 10 : 366 - 368
  • [46] Modified nucleoside triphosphates:: Synthesis and applications for RNA in vitro selection
    Schoetzau, T
    Langner, J
    Moyroud, E
    Röhl, I
    Klussmann, S
    Vonhoff, S
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2003, 22 (5-8): : 1293 - 1296
  • [47] New nucleoside analogues and their 5′-triphosphates: Synthesis and biological properties
    Golubeva N.A.
    Ivanov A.V.
    Ivanov M.A.
    Batyunina O.A.
    Shipitsyn A.V.
    Tunitskaya V.L.
    Aleksandrova L.A.
    Moscow University Chemistry Bulletin, 2008, 63 (2) : 89 - 93
  • [48] INHIBITORY EFFECTS OF NUCLEOSIDE TRIPHOSPHATES ON NUCLEOLAR RNA-SYNTHESIS
    NAGAMINE, Y
    MIZUNO, D
    NATORI, S
    JOURNAL OF BIOCHEMISTRY, 1979, 85 (03): : 839 - 845
  • [49] SYNTHESIS OF NUCLEOSIDE 5'-TRIPHOSPHATES LABELED WITH RADIATION PHOSPHORUS ISOTOPES
    SKOBLOV, YS
    KOROLEV, AE
    MASLOVA, RN
    USPEKHI KHIMII, 1995, 64 (08) : 850 - 858
  • [50] CATALYTIC AND REGULATORY SITES FOR MITOCHONDRIAL HYDROLYSIS AND SYNTHESIS OF NUCLEOSIDE TRIPHOSPHATES
    SCHUSTER, SM
    EBEL, RE
    LARDY, HA
    FEDERATION PROCEEDINGS, 1975, 34 (03) : 595 - 595