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Cover Picture: One‐Pot Chemoenzymatic Cascade for Labeling of the Epigenetic Marker 5‐Hydroxymethylcytosine (ChemBioChem 13/2015)
Author(s) -
Nifker Gil,
LevySakin Michal,
BerkovZrihen Yifat,
Shahal Tamar,
Gabrieli Tslil,
Fridman Micha,
Ebenstein Yuval
Publication year - 2015
Publication title -
chembiochem
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201581301
Subject(s) - 5 hydroxymethylcytosine , chemistry , click chemistry , genomic dna , fluorescence , epigenetics , biochemistry , dna , glucosyltransferase , enzyme , combinatorial chemistry , dna methylation , gene expression , physics , quantum mechanics , gene
The cover picture shows fluorescent tagging of the epigenetic modification 5‐hydroxymethylcytosine (5‐hmC) along a double‐stranded DNA molecule. In their work, Y. Ebenstein, M. Fridman, and co‐workers show that 5‐hmC sites within mammalian genomic DNA that are found at CpG dinucleotides can be directly labeled in a one‐pot chemoenzymatic cascade. First, an enzymatic reaction using the uridylyltransferase from Pasteurella multocida (PmGlmU) generates 6‐N 3 ‐UDPG. This unique and highly difficult to synthesize molecule serves as a substrate for the β‐glucosyltransferase enzyme from T4 bacteriophage for selective glycosylation of 5‐hmC sites. This enzymatic cascade results in a glucose attached to the 5‐hmC modification, and the sugar has an azide moiety for the incorporation of a fluorescent dye by using copper‐free click chemistry. More details can be found in the Communication by Y. Ebenstein, M. Fridman et al. on page 1857 in Issue 13, 2015 . (DOI: 10.1002/cbic.201500329 ).