The Discovery of 5-Formylcytosine in Embryonic Stem Cell DNA

被引:378
|
作者
Pfaffeneder, Toni [2 ]
Hackner, Benjamin [2 ]
Truss, Matthias [1 ]
Muenzel, Martin [2 ]
Mueller, Markus [2 ]
Deiml, Christian A. [2 ]
Hagemeier, Christian [1 ]
Carell, Thomas [2 ]
机构
[1] Charite Univ Klinikum, Otto Heubner Ctr Kinder & Jugendmed, Klin Allgemeine Padiat, Lab Padiat Mol Biol, D-10098 Berlin, Germany
[2] Univ Munich, Fak Chem & Pharm, CIPSM, D-81377 Munich, Germany
关键词
active demethylation; epigenetics; 5-formylcytosine; 5-hydroxymethylcytosine; mass spectrometry; 5-HYDROXYMETHYLCYTOSINE; METHYLATION; 5-METHYLCYTOSINE; GENOME; TET1; DEMETHYLATION; HYDROXYMETHYLCYTOSINE; QUANTIFICATION; CONVERSION; CATALYSIS;
D O I
10.1002/anie.201103899
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Touching base: Sophisticated mass spectrometry has shown that 5-formylcytosine is a constituent of mammalian embryonic stem cell DNA. This base is likely produced from methylcytosine via hydroxymethylcytosine (see scheme), and it may serve as an intermediate in the long searched for pathway of active DNA demethylation. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:7008 / 7012
页数:5
相关论文
共 50 条
  • [41] Impact of 5-formylcytosine on the melting kinetics of DNA by 1H NMR chemical exchange
    Dubini, Romeo C. A.
    Schoen, Alexander
    Mueller, Markus
    Carell, Thomas
    Rovo, Petra
    NUCLEIC ACIDS RESEARCH, 2020, 48 (15) : 8796 - 8807
  • [42] Thymine DNA glycosylase combines sliding, hopping, and nucleosome interactions to efficiently search for 5-formylcytosine
    Schnable, Brittani L.
    Schaich, Matthew A.
    Roginskaya, Vera
    Leary, Liam P.
    Weaver, Tyler M.
    Freudenthal, Bret D.
    Drohat, Alexander C.
    Van Houten, Bennett
    NATURE COMMUNICATIONS, 2024, 15 (01)
  • [43] Global DNA 5-Hydroxymethylcytosine and 5-Formylcytosine Contents Are Decreased in the Early Stage of Hepatocellular Carcinoma
    Liu, Jiao
    Jiang, Jinhua
    Mo, Jiezhen
    Liu, Dan
    Cao, Dan
    Wang, Hailin
    He, Yufei
    Wang, Hongyang
    HEPATOLOGY, 2019, 69 (01) : 196 - 208
  • [44] Thymine DNA glycosylase recognizes the geometry alteration of minor grooves induced by 5-formylcytosine and 5-carboxylcytosine
    Fu, Tianran
    Liu, Liping
    Yang, Qing-Lin
    Wang, Yuxin
    Xu, Pan
    Zhang, Lin
    Liu, Shien
    Dai, Qing
    Ji, Quanjiang
    Xu, Guo-Liang
    He, Chuan
    Luo, Cheng
    Zhang, Liang
    CHEMICAL SCIENCE, 2019, 10 (31) : 7407 - 7417
  • [45] 5-Formylcytosine Could Be a Semipermanent Base in Specific Genome Sites
    Su, Meng
    Kirchner, Angie
    Stazzoni, Samuele
    Mueller, Markus
    Wagner, Mirko
    Schroeder, Arne
    Carell, Thomas
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (39) : 11797 - 11800
  • [46] Base pairing and structural insights into the 5-formylcytosine in RNA duplex
    Wang, Rui
    Luo, Zhipu
    He, Kaizhang
    Delaney, Michael O.
    Chen, Doris
    Sheng, Jia
    NUCLEIC ACIDS RESEARCH, 2016, 44 (10) : 4968 - 4977
  • [47] Programmable Protein-DNA Cross-Linking for the Direct Capture and Quantification of 5-Formylcytosine
    Giess, Mario
    Munoz-Lopez, Alvaro
    Buchmuller, Benjamin
    Kubik, Grzegorz
    Summerer, Daniel
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (24) : 9453 - 9457
  • [48] The pH-Dependence of the Hydration of 5-Formylcytosine: an Experimental and Theoretical Study
    Zott, Fabian L.
    Korotenko, Vasily
    Zipse, Hendrik
    CHEMBIOCHEM, 2022, 23 (07)
  • [49] Genomic distribution of 5-formylcytosine and 5-carboxylcytosine in human preimplantation embryos
    Pendina, Anna A.
    Efimova, Olga A.
    Krapivin, Mikhail I.
    Mekina, Irina D.
    Tikhonov, Andrei V.
    Koltsova, Alla S.
    Petrovskaia-Kaminskaia, Anastasiia V.
    Chiryaeva, Olga G.
    Kogan, Igor Y.
    Gzgzyan, Alexander M.
    Baranov, Vladislav S.
    MOLECULAR REPRODUCTION AND DEVELOPMENT, 2018, 85 (12) : 893 - 895
  • [50] 5-Formylcytosine weakens the G-C pair and imparts local conformational fluctuations to DNA duplexes
    Jaisal, Manjula
    Sannapureddi, Rajesh Kumar Reddy
    Rana, Arjun
    Sathyamoorthy, Bharathwaj
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2022, 25 (01) : 241 - 254