Literature DB >> 22382038

Biosynthesis of pyrrolopyrimidines.

Reid M McCarty1, Vahe Bandarian.   

Abstract

Pyrrolopyrimidine containing compounds, also known as 7-deazapurines, are a collection of purine-based metabolites that have been isolated from a variety of biological sources and have diverse functions which range from secondary metabolism to RNA modification. To date, nearly 35 compounds with the common 7-deazapurine core structure have been described. This article will illustrate the structural diversity of these compounds and review the current state of knowledge on the biosynthetic pathways that give rise to them.
Copyright © 2012 Elsevier Inc. All rights reserved.

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Year:  2012        PMID: 22382038      PMCID: PMC4022189          DOI: 10.1016/j.bioorg.2012.01.001

Source DB:  PubMed          Journal:  Bioorg Chem        ISSN: 0045-2068            Impact factor:   5.275


  127 in total

1.  Crystallization and preliminary X-ray analysis of the archaeosine tRNA-guanine transglycosylase from Pyrococcus horikoshii.

Authors:  R Ishitani; O Nureki; T Kijimoto; M Watanabe; H Kondo; N Nameki; N Okada; S Nishimura; S Yokoyama
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2001-10-25

2.  Isolation and characterization of a guanine insertion enzyme, a specific tRNA transglycosylase, from Escherichia coli.

Authors:  N Okada; S Nishimura
Journal:  J Biol Chem       Date:  1979-04-25       Impact factor: 5.157

3.  Carbon-13 magnetic resonance. XXV. A basic set of parameters for the investigation of tautomerism im purines. Established from carbon-13 magnetic resonance studies using certain purines and pyrrolo[2,3-d]pyrimidines.

Authors:  M T Chenon; R J Pugmire; D M Grant; R P Panzica; L B Townsend
Journal:  J Am Chem Soc       Date:  1975-08-06       Impact factor: 15.419

4.  Biosynthesis of biopterin by two clones of mouse neuroblastoma.

Authors:  K Buff; W Dairman
Journal:  Mol Pharmacol       Date:  1975-01       Impact factor: 4.436

5.  Guanosine triphosphate-8-formylhydrolase.

Authors:  E F Elstner; R J Suhadolnik
Journal:  Methods Enzymol       Date:  1975       Impact factor: 1.600

6.  Structure of the modified nucleoside Q isolated from Escherichia coli transfer ribonucleic acid. 7-(4,5-cis-Dihydroxy-1-cyclopenten-3-ylaminomethyl)-7-deazaguanosine.

Authors:  H Kasai; Z Oashi; F Harada; S Nishimura; N J Oppenheimer; P F Crain; J G Liehr; D L von Minden; J A McCloskey
Journal:  Biochemistry       Date:  1975-09-23       Impact factor: 3.162

7.  Radical SAM, a novel protein superfamily linking unresolved steps in familiar biosynthetic pathways with radical mechanisms: functional characterization using new analysis and information visualization methods.

Authors:  H J Sofia; G Chen; B G Hetzler; J F Reyes-Spindola; N E Miller
Journal:  Nucleic Acids Res       Date:  2001-03-01       Impact factor: 16.971

8.  Mechanistic studies of the tRNA-modifying enzyme QueA: a chemical imperative for the use of AdoMet as a "ribosyl" donor.

Authors:  S D Kinzie; B Thern; D Iwata-Reuyl
Journal:  Org Lett       Date:  2000-05-04       Impact factor: 6.005

9.  Zinc plays a key role in human and bacterial GTP cyclohydrolase I.

Authors:  G Auerbach; A Herrmann; A Bracher; G Bader; M Gutlich; M Fischer; M Neukamm; M Garrido-Franco; J Richardson; H Nar; R Huber; A Bacher
Journal:  Proc Natl Acad Sci U S A       Date:  2000-12-05       Impact factor: 11.205

10.  Hypermodification of tRNA in Thermophilic archaea. Cloning, overexpression, and characterization of tRNA-guanine transglycosylase from Methanococcus jannaschii.

Authors:  Y Bai; D T Fox; J A Lacy; S G Van Lanen; D Iwata-Reuyl
Journal:  J Biol Chem       Date:  2000-09-15       Impact factor: 5.157

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  35 in total

1.  Structural analysis of a class III preQ1 riboswitch reveals an aptamer distant from a ribosome-binding site regulated by fast dynamics.

Authors:  Joseph A Liberman; Krishna C Suddala; Asaminew Aytenfisu; Dalen Chan; Ivan A Belashov; Mohammad Salim; David H Mathews; Robert C Spitale; Nils G Walter; Joseph E Wedekind
Journal:  Proc Natl Acad Sci U S A       Date:  2015-06-23       Impact factor: 11.205

2.  Observation of preQ1-II riboswitch dynamics using single-molecule FRET.

Authors:  Chandani Warnasooriya; Clarence Ling; Ivan A Belashov; Mohammad Salim; Joseph E Wedekind; Dmitri N Ermolenko
Journal:  RNA Biol       Date:  2018-10-30       Impact factor: 4.652

Review 3.  Radical SAM enzymes involved in the biosynthesis of purine-based natural products.

Authors:  Vahe Bandarian
Journal:  Biochim Biophys Acta       Date:  2012-08-03

Review 4.  Radical S-adenosylmethionine enzymes.

Authors:  Joan B Broderick; Benjamin R Duffus; Kaitlin S Duschene; Eric M Shepard
Journal:  Chem Rev       Date:  2014-01-29       Impact factor: 60.622

Review 5.  Structure and function of preQ1 riboswitches.

Authors:  Catherine D Eichhorn; Mijeong Kang; Juli Feigon
Journal:  Biochim Biophys Acta       Date:  2014-05-04

6.  Novel genomic island modifies DNA with 7-deazaguanine derivatives.

Authors:  Jennifer J Thiaville; Stefanie M Kellner; Yifeng Yuan; Geoffrey Hutinet; Patrick C Thiaville; Watthanachai Jumpathong; Susovan Mohapatra; Celine Brochier-Armanet; Andrey V Letarov; Roman Hillebrand; Chanchal K Malik; Carmelo J Rizzo; Peter C Dedon; Valérie de Crécy-Lagard
Journal:  Proc Natl Acad Sci U S A       Date:  2016-02-29       Impact factor: 11.205

7.  Nucleobase mutants of a bacterial preQ1-II riboswitch that uncouple metabolite sensing from gene regulation.

Authors:  Debapratim Dutta; Joseph E Wedekind
Journal:  J Biol Chem       Date:  2019-10-28       Impact factor: 5.157

8.  ITC analysis of ligand binding to preQ₁ riboswitches.

Authors:  Joseph A Liberman; Jarrod T Bogue; Jermaine L Jenkins; Mohammad Salim; Joseph E Wedekind
Journal:  Methods Enzymol       Date:  2014       Impact factor: 1.600

9.  Biochemical and structural studies of 6-carboxy-5,6,7,8-tetrahydropterin synthase reveal the molecular basis of catalytic promiscuity within the tunnel-fold superfamily.

Authors:  Zachary D Miles; Sue A Roberts; Reid M McCarty; Vahe Bandarian
Journal:  J Biol Chem       Date:  2014-07-02       Impact factor: 5.157

10.  A Single Enzyme Transforms a Carboxylic Acid into a Nitrile through an Amide Intermediate.

Authors:  Micah T Nelp; Vahe Bandarian
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-17       Impact factor: 15.336

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