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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 31期

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 48 条

[1] Formation and stability of a vinyl carbanion at the active site of orotidine 5′-monophosphate decarboxylase:: pKa of the C-6 proton of enzyme-bound UMP [J].

Amyes, Tina L. ;

Wood, Bryant M. ;

Chan, Kui ;

Gerlt, John A. ;

Richard, John P. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (05) :1574-1575

[2] Molecular Signals of Epigenetic States [J].

Bonasio, Roberto ;

Tu, Shengjiang ;

Reinberg, Danny .

SCIENCE, 2010, 330 (6004) :612-616

[3] Collisionally activated dissociation of protonated 2′-deoxycytidine, 2′-deoxyuridine, and their oxidatively damaged derivatives [J].

Cao, Huachuan ;

Wang, Yinsheng .

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2006, 17 (10) :1335-1341

[4] Syntheses of 5-Formyl- and 5-Carboxyl-dC Containing DNA Oligos as Potential Oxidation Products of 5-Hydroxymethylcytosine in DNA [J].

Dai, Qing ;

He, Chuan .

ORGANIC LETTERS, 2011, 13 (13) :3446-3449

[5] DNA methylation and memory formation [J].

Day, Jeremy J. ;

Sweatt, J. David .

NATURE NEUROSCIENCE, 2010, 13 (11) :1319-1323

[6]

Dirksen A, 2006, ANGEW CHEM, V118, P7743, DOI DOI 10.1002/ANGE.200602877

[7] Nucleophilic catalysis of oxime ligation [J].

Dirksen, Anouk ;

Hackeng, Tilman M. ;

Dawson, Philip E. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (45) :7581-7584

[8] Epigenetic Reprogramming in Plant and Animal Development [J].

Feng, Suhua ;

Jacobsen, Steven E. ;

Reik, Wolf .

SCIENCE, 2010, 330 (6004) :622-627

[9] Dynamic regulation of 5-hydroxymethylcytosine in mouse ES cells and during differentiation [J].

Ficz, Gabriella ;

Branco, Miguel R. ;

Seisenberger, Stefanie ;

Santos, Fatima ;

Krueger, Felix ;

Hore, Timothy A. ;

Marques, C. Joana ;

Andrews, Simon ;

Reik, Wolf .

NATURE, 2011, 473 (7347) :398-U589

[10] Tissue Distribution of 5-Hydroxymethylcytosine and Search for Active Demethylation Intermediates [J].

Globisch, Daniel ;

Muenzel, Martin ;

Mueller, Markus ;

Michalakis, Stylianos ;

Wagner, Mirko ;

Koch, Susanne ;

Brueckl, Tobias ;

Biel, Martin ;

Carell, Thomas .

PLOS ONE, 2010, 5 (12)

← 1 2 3 4 5 →