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Four additional natural 7-deazaguanine derivatives in phages and how to make them

Cui, Liang (author)
Singapore MIT Alliance Res & Technol, Singapore
Balamkundu, Seetharamsing (author)
Singapore MIT Alliance Res & Technol, Singapore;Nanyang Technol Univ, Singapore
Liu, Chuan-Fa (author)
Nanyang Technol Univ, Singapore
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Ye, Hong (author)
Nanyang Technol Univ, Singapore
Hourihan, Jacob (author)
Univ Florida, USA
Rausch, Astrid (author)
Univ Florida, USA;Hirsch Apotheke Wollstein, Germany
Hauss, Christopher (author)
Univ Florida, USA;Inst Pharmaceut Technol, Germany;Buchmann Inst Mol Life Sci, Germany
Nilsson, Emelie (author)
Linnéuniversitetet,Institutionen för biologi och miljö (BOM),Ctr Ecol & Evolut Microbial Model Syst EEMiS
Hoetzinger, Matthias (author)
Linnéuniversitetet,Institutionen för biologi och miljö (BOM),Norwegian Univ Life Sci, Norway,Ctr Ecol & Evolut Microbial Model Syst EEMiS
Holmfeldt, Karin, 1980- (author)
Linnéuniversitetet,Institutionen för biologi och miljö (BOM),Ctr Ecol & Evolut Microbial Model Syst EEMiS
Zhang, Weijia (author)
Univ Copenhagen, Denmark
Martinez-Alvarez, Laura (author)
Univ Copenhagen, Denmark
Peng, Xu (author)
Univ Copenhagen, Denmark
Tremblay, Denise (author)
Univ Laval, Canada
Moinau, Sylvain (author)
Univ Laval, Canada
Solonenko, Natalie (author)
Ohio State Univ, USA
Sullivan, Matthew B. (author)
Ohio State Univ, USA
Lee, Yan-Jiun (author)
New England Biolabs Inc, USA
Mulholland, Andrew (author)
New England Biolabs Inc, USA
Weigele, Peter R. (author)
New England Biolabs Inc, USA
de Crecy-Lagard, Valerie (author)
Univ Florida, USA
Dedon, Peter C. (author)
Singapore MIT Alliance Res & Technol, Singapore;MIT, USA
Hutinet, Geoffrey (author)
Univ Florida, USA
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 (creator_code:org_t)
Oxford University Press, 2023
2023
English.
In: Nucleic Acids Research. - : Oxford University Press. - 0305-1048 .- 1362-4962. ; 51:17, s. 9214-9226
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Bacteriophages and bacteria are engaged in a constant arms race, continually evolving new molecular tools to survive one another. To protect their genomic DNA from restriction enzymes, the most common bacterial defence systems, double-stranded DNA phages have evolved complex modifications that affect all four bases. This study focuses on modifications at position 7 of guanines. Eight derivatives of 7-deazaguanines were identified, including four previously unknown ones: 2 & PRIME;-deoxy-7-(methylamino)methyl-7-deazaguanine (mdPreQ(1)), 2 & PRIME;-deoxy-7-(formylamino)methyl-7-deazaguanine (fdPreQ(1)), 2 & PRIME;-deoxy-7-deazaguanine (dDG) and 2 & PRIME;-deoxy-7-carboxy-7-deazaguanine (dCDG). These modifications are inserted in DNA by a guanine transglycosylase named DpdA. Three subfamilies of DpdA had been previously characterized: bDpdA, DpdA1, and DpdA2. Two additional subfamilies were identified in this work: DpdA3, which allows for complete replacement of the guanines, and DpdA4, which is specific to archaeal viruses. Transglycosylases have now been identified in all phages and viruses carrying 7-deazaguanine modifications, indicating that the insertion of these modifications is a post-replication event. Three enzymes were predicted to be involved in the biosynthesis of these newly identified DNA modifications: 7-carboxy-7-deazaguanine decarboxylase (DpdL), dPreQ(1) formyltransferase (DpdN) and dPreQ(1) methyltransferase (DpdM), which was experimentally validated and harbors a unique fold not previously observed for nucleic acid methylases.

Subject headings

NATURVETENSKAP  -- Biologi -- Biokemi och molekylärbiologi (hsv//swe)
NATURAL SCIENCES  -- Biological Sciences -- Biochemistry and Molecular Biology (hsv//eng)

Keyword

Biokemi
Biochemistry
Mikrobiologi
Microbiology

Publication and Content Type

ref (subject category)
art (subject category)

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