当前位置： SCI文献检索 > BIOCHEMISTRY期刊下所有文献 > The deazapurine biosynthetic pathway revealed: in vitro enzymatic synthesis of PreQ(0) from guanosine 5'-triphosphate in four steps.

The deazapurine biosynthetic pathway revealed: in vitro enzymatic synthesis of PreQ(0) from guanosine 5'-triphosphate in four steps.

Abstract：

:Deazapurine-containing secondary metabolites comprise a broad range of structurally diverse nucleoside analogues found throughout biology, including various antibiotics produced by species of Streptomyces bacteria and the hypermodified tRNA bases queuosine and archaeosine. Despite early interest in deazapurines as antibiotic, antiviral, and antineoplastic agents, the biosynthetic route toward deazapurine production has remained largely elusive for more than 40 years. Here we present the first in vitro preparation of the deazapurine base preQ(0), by the successive action of four enzymes. The pathway includes the conversion of the recently identified biosynthetic intermediate, 6-carboxy-5,6,7,8-tetrahydropterin, to a novel intermediate, 7-carboxy-7-deazaguanine (CDG), by an unusual transformation catalyzed by Bacillus subtilis QueE, a member of the radical SAM enzyme superfamily. The carboxylate moiety on CDG is converted subsequently to a nitrile to yield preQ(0) by either B. subtilis QueC or Streptomyces rimosus ToyM in an ATP-dependent reaction, in which ammonia serves as the nitrogen source. The results presented here are consistent with early radiotracer studies on deazapurine biosynthesis and provide a unified pathway for the production of deazapurines in nature.

journal_name

Biochemistry

journal_title

Biochemistry

authors

McCarty RM,Somogyi A,Lin G,Jacobsen NE,Bandarian V

doi

10.1021/bi900400e

subject

Has Abstract

pub_date

2009-05-12 00:00:00

pages

3847-52

issue

18

eissn

0006-2960

issn

1520-4995

journal_volume

48

pub_type

杂志文章

相关文献

BIOCHEMISTRY文献大全
  • A kinetic study of interactions of (Rp)- and (Sp)-adenosine cyclic 3',5'-phosphorothioates with type II bovine cardiac muscle adenosine cyclic 3',5'-phosphate dependent protein kinase.

    abstract：:The stereoselectivity of the adenosine cyclic 3',5'-phosphate (cAMP) binding sites on the regulatory subunit of the type II bovine cardiac muscle cAMP-dependent protein kinase was investigated by examining the interactions of (Rp)- and (Sp)-adenosine cyclic 3',5'-phosphorothioates (cAMPS) with these sites. While activ...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00261a028

    authors： O'Brian CA,Roczniak SO,Bramson HN,Baraniak J,Stec WJ,Kaiser ET

    更新日期：1982-08-31 00:00:00

  • Study of the conformational transition of A beta(1-42) using D-amino acid replacement analogues.

    abstract：:A critical event in Alzheimer's disease is the transition of Abeta peptides from their soluble forms into disease-associated beta-sheet-rich conformers. Structural analysis of a complete D-amino acid replacement set of Abeta(1-42) enabled us to localize in the full-length 42-mer peptide the region responsible for the ...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi002005e

    authors： Janek K,Rothemund S,Gast K,Beyermann M,Zipper J,Fabian H,Bienert M,Krause E

    更新日期：2001-05-08 00:00:00

  • N-H···N Hydrogen Bonds Involving Histidine Imidazole Nitrogen Atoms: A New Structural Role for Histidine Residues in Proteins.

    abstract：:The amino acid histidine can play a significant role in the structure and function of proteins. Its various functions include enzyme catalysis, metal binding activity, and involvement in cation-π, π-π, salt-bridge, and other types of noncovalent interactions. Although histidine's imidazole nitrogens (Nδ and Nε) are kn...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/acs.biochem.6b00253

    authors： Krishna Deepak RN,Sankararamakrishnan R

    更新日期：2016-07-12 00:00:00

  • Communications between the high-affinity cyclic nucleotide binding sites in E. coli cyclic AMP receptor protein: effect of single site mutations.

    abstract：:The binding of adenosine 3',5'-cyclic monophosphate (cAMP) and its nonfunctional analogue, guanosine 3',5'-cyclic monophosphate (cGMP), to the adenosine 3',5'-cyclic monophosphate receptor protein (CRP) from Escherichia coli was investigated by means of fluorescence and isothermal titration calorimetry (ITC) at pH 7.8...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi026099z

    authors： Lin SH,Lee JC

    更新日期：2002-10-01 00:00:00

  • Deglycosylated human follitropin: characterization and effects on adenosine cyclic 3',5'-phosphate production in porcine granulosa cells.

    abstract：:Chemical deglycosylation of gonadotropins with hydrogen fluoride (HF) has facilitated the investigation of the structure-function relationship of the individual peptide and oligosaccharide moieties in the mechanism of hormone action. These studies have dealt almost exclusively with lutropin or human choriogonadotropin...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00361a030

    authors： Calvo FO,Keutmann HT,Bergert ER,Ryan RJ

    更新日期：1986-07-01 00:00:00

  • Regulation of elongation factor-2 kinase by pH.

    abstract：:Elongation factor-2 kinase (eEF-2K) is a Ca(2+)/calmodulin-dependent protein kinase that phosphorylates and inactivates eEF-2 and that can regulate the rate of protein synthesis at the elongation stage. Here we report that a slight decrease in pH, within the range observed in vivo, leads to a dramatic activation of eE...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi026494p

    authors： Dorovkov MV,Pavur KS,Petrov AN,Ryazanov AG

    更新日期：2002-11-12 00:00:00

  • Structure-based design of an indolicidin peptide analogue with increased protease stability.

    abstract：:Indolicidin is an antimicrobial cationic peptide with broad-spectrum activity isolated from bovine neutrophils. An indolicidin analogue CP-11, ILKKWPWWPWRRK-NH(2), with improved activity against Gram-negative bacteria had increased positive charge and amphipathicity while maintaining the short length of the parent mol...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi035643g

    authors： Rozek A,Powers JP,Friedrich CL,Hancock RE

    更新日期：2003-12-09 00:00:00

  • Overexpression, purification, and mechanistic study of UDP-N-acetylenolpyruvylglucosamine reductase.

    abstract：:The recently isolated Escherichia coli murB gene (Pucci et al., 1992) has been cloned into an expression vector and the encoded UDP-N-acetylenolpyruvylglucosamine reductase (EC 1.1.1.158) was overproduced to about 10% of soluble cell protein. The encoded 38-kDa protein has been purified to near homogeneity. It was fou...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00059a019

    authors： Benson TE,Marquardt JL,Marquardt AC,Etzkorn FA,Walsh CT

    更新日期：1993-03-02 00:00:00

  • Tropomyosin stabilizes the pointed end of actin filaments by slowing depolymerization.

    abstract：:Tropomyosin is postulated to confer stability to actin filaments in nonmuscle cells. We have found that a nonmuscle tropomyosin isolated from the intestinal epithelium can directly stabilize actin filaments by slowing depolymerization from the pointed, or slow-growing, filament end. Kinetics of elongation and depolyme...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00447a035

    authors： Broschat KO,Weber A,Burgess DR

    更新日期：1989-10-17 00:00:00

  • NMR solution structure of a complex of calmodulin with a binding peptide of the Ca2+ pump.

    abstract：:The three-dimensional structure of the complex between calmodulin (CaM) and a peptide corresponding to the N-terminal portion of the CaM-binding domain of the plasma membrane calcium pump, the peptide C20W, has been solved by heteronuclear three-dimensional nuclear magnetic resonance (NMR) spectroscopy. The structure ...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi9908235

    authors： Elshorst B,Hennig M,Försterling H,Diener A,Maurer M,Schulte P,Schwalbe H,Griesinger C,Krebs J,Schmid H,Vorherr T,Carafoli E

    更新日期：1999-09-21 00:00:00

  • Isolation of a malonyl-CoA-sensitive CPT/beta-oxidation enzyme complex from heart mitochondria.

    abstract：:The goal of this study was to establish conditions for solubilization and characterization of CPTo, the malonyl-CoA sensitive form of mitochondrial carnitine palmitoyltransferase. CPTo of heart mitochondria is soluble in 1% octyl glucoside with retention of malonyl-CoA sensitivity. The degree of malonyl-CoA sensitivit...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00470a010

    authors： Kerner J,Bieber L

    更新日期：1990-05-08 00:00:00

  • Stereochemistry of phospho group transfer catalyzed by a mutant alkaline phosphatase.

    abstract：:The stereochemical course of the phospho group transfer catalyzed by mutant (S102C) alkaline phosphatase from Escherichia coli was investigated by using 31P nuclear magnetic resonance spectroscopy. Transphosphorylation from 4-nitrophenyl (Rp)-[16O, 17O, 18O]phosphate to (S)-propane-1,2-diol occurs with overall retenti...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00413a029

    authors： Butler-Ransohoff JE,Kendall DA,Freeman S,Knowles JR,Kaiser ET

    更新日期：1988-06-28 00:00:00

  • Identification of electrostatic interactions that determine the phosphorylation site specificity of the cAMP-dependent protein kinase.

    abstract：:"Charged-to alanine" scanning mutagenesis of the catalytic subunit of the Saccharomyces cerevisiae cAMP-dependent protein kinase (C1) identified three glutamate residues, E171, E214, and E274, that are involved in the recognition of a peptide substrate, kemptide (Leu1Arg2Arg3Ala4Ser5Leu6Gly7). These glutamate residues...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00236a001

    authors： Gibbs CS,Zoller MJ

    更新日期：1991-06-04 00:00:00

  • An N-terminal deletion mutant of estrogen receptor exhibits increased synergism with upstream activators and enhanced binding to the estrogen response element.

    abstract：:To study the role of the N-terminal region of the estrogen receptor (ER) in transcription activation and in DNA binding, we constructed a mutant of the Xenopus laevis ER which lacks amino acids 1-159 (XER160/586). In transient transfections, XER160/586 exhibited < 10% of the activity of wild-type XER on a synthetic pr...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00012a013

    authors： Xing H,Mattick S,Lew D,Shapiro DJ

    更新日期：1995-03-28 00:00:00

  • Copper-induced conformational changes in the N-terminal domain of the Wilson disease copper-transporting ATPase.

    abstract：:The Wilson disease copper-transporting ATPase plays a critical role in the intracellular trafficking of copper. Mutations in this protein lead to the accumulation of a toxic level of copper in the liver, kidney, and brain followed by extensive tissue damage and death. The ATPase has a novel amino-terminal domain ( app...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi992222j

    authors： DiDonato M,Hsu HF,Narindrasorasak S,Que L Jr,Sarkar B

    更新日期：2000-02-22 00:00:00

  • Solution Behavior of the Intrinsically Disordered N-Terminal Domain of Retinoid X Receptor α in the Context of the Full-Length Protein.

    abstract：:Retinoid X receptors (RXRs) are transcription factors with important functions in embryonic development, metabolic processes, differentiation, and apoptosis. A particular feature of RXRs is their ability to act as obligatory heterodimerization partners of class II nuclear receptors. At the same time, these receptors a...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/acs.biochem.5b01122

    authors： Belorusova A,Osz J,Petoukhov MV,Peluso-Iltis C,Kieffer B,Svergun DI,Rochel N

    更新日期：2016-03-29 00:00:00

  • Insulin analogues with modifications at position B26. Divergence of binding affinity and biological activity.

    abstract：:In this study, we prepared several shortened and full-length insulin analogues with substitutions at position B26. We compared the binding affinities of the analogues for rat adipose membranes with their ability to lower the plasma glucose level in nondiabetic Wistar rats in vivo after subcutaneous administration, and...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi702086w

    authors： Záková L,Kazdová L,Hanclová I,Protivínská E,Sanda M,Budesínský M,Jirácek J

    更新日期：2008-05-27 00:00:00

  • Conversion of a cosubstrate to an inhibitor: phosphorylation mutants of nicotinic acid phosphoribosyltransferase.

    abstract：:Nicotinic acid phosphoribosyltransferase (NAPRTase; EC 2.4.2.11) forms nicotinic acid mononucleotide (NAMN) and PPi from 5-phosphoribosyl 1-pyrophosphate (PRPP) and nicotinic acid (NA). The Vmax NAMN synthesis activity of the Salmonella typhimurium enzyme is stimulated about 10-fold by ATP, which, when present, is hyd...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi9720134

    authors： Rajavel M,Lalo D,Gross JW,Grubmeyer C

    更新日期：1998-03-24 00:00:00

  • Mutational analysis of C-lobe ligands of human serum transferrin: insights into the mechanism of iron release.

    abstract：:Each homologous lobe of human serum transferrin (hTF) has one Fe(3+) ion bound by an aspartic acid, a histidine, two tyrosine residues, and two oxygens from the synergistic anion, carbonate. Extensive characterization of these ligands in the N-terminal lobe has been carried out. Despite sharing the same set of ligands...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi050015f

    authors： Mason AB,Halbrooks PJ,James NG,Connolly SA,Larouche JR,Smith VC,MacGillivray RT,Chasteen ND

    更新日期：2005-06-07 00:00:00

  • Molecular Basis for Allosteric Inhibition of GTP-Bound H-Ras Protein by a Small-Molecule Compound Carrying a Naphthalene Ring.

    abstract：:The ras oncogene products (H-Ras, K-Ras, and N-Ras) have been regarded as some of the most promising targets for anticancer drug discovery because their activating mutations are frequently found in human cancers. Nonetheless, molecular targeted therapy for them is currently unavailable. Here, we report the discovery o...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/acs.biochem.8b00680

    authors： Matsumoto S,Hiraga T,Hayashi Y,Yoshikawa Y,Tsuda C,Araki M,Neya M,Shima F,Kataoka T

    更新日期：2018-09-11 00:00:00

  • Key residues for the light regulation of the blue light-activated adenylyl cyclase from Beggiatoa sp.

    abstract：:Photoactivated adenylyl cyclases are powerful tools for optogenetics and for investigating signal transduction mechanisms in biological photoreceptors. Because of its large increase in enzyme activity in the light, the BLUF (blue light sensor using flavin adenine dinucleotide)-activated adenylyl cyclase (bPAC) from Be...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi500479v

    authors： Stierl M,Penzkofer A,Kennis JT,Hegemann P,Mathes T

    更新日期：2014-08-12 00:00:00

  • Structural RNA mimetics: N3'-->P5' phosphoramidate DNA analogs of HIV-1 RRE and TAR RNA form A-type helices that bind specifically to Rev and Tat-related peptides.

    abstract：:An attractive strategy for the development of anti-retroviral drugs is the exploration of compounds that mimic RNA control regions of the viral genome and act as "decoys" to sequester viral gene regulatory proteins. Decoys consisting of RNA, however, are chemically unstable and readily degraded by cellular nucleases. ...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi961980w

    authors： Rigl CT,Lloyd DH,Tsou DS,Gryaznov SM,Wilson WD

    更新日期：1997-01-21 00:00:00

  • Linkage between operator binding and dimer to octamer self-assembly of bacteriophage lambda cI repressor.

    abstract：:Cooperative binding of the bacteriophage lambda cI repressor dimer to specific sites of the phage operators OR and OL controls the developmental state of the phage. Cooperativity has long been thought to be mediated by self-assembly of repressor dimers to form tetramers which can bind simultaneously to adjacent operat...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi971368k

    authors： Rusinova E,Ross JB,Laue TM,Sowers LC,Senear DF

    更新日期：1997-10-21 00:00:00

  • Transposable dual reporters for studying the structure-function relationships in membrane proteins: permissive sites in R. prowazekii ATP/ADP translocase.

    abstract：:A new approach to studying membrane topology and permissive sites in membrane proteins expressed in Escherichia coli is described. The method is based on in vitro transposition of mini-Tn5 derivatives bearing dual pho-lac reporters [Alexeyev, M. F., and Winkler, H. H. (1999) J. Mol. Biol. 285, 1503-1513]. Two mini-Tn5...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi011813i

    authors： Alexeyev MF,Winkler HH

    更新日期：2002-01-08 00:00:00

  • Spin equilibrium and quaternary structure change in hemoglobin A. Experiments on a quantitative probe of the stereochemical mechanism of hemoglobin cooperativity.

    abstract：:The molecular mechanism of hemoglobin cooperativity was studied kinetically by flash photolysis on mixed-state hemoglobins which consist of three ferrous carboxy subunits and one hybrid ferric subunit including fluoromet, azidomet, cyanatomet, and thiocyanatomet. The effects of conformational transitions on the hybrid...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00593a012

    authors： Cho KC,Hopfield JJ

    更新日期：1979-12-25 00:00:00

  • A Binary Arginine Methylation Switch on Histone H3 Arginine 2 Regulates Its Interaction with WDR5.

    abstract：:Histone H3 arginine 2 (H3R2) is post-translationally modified in three different states by "writers" of the protein arginine methyltransferase (PRMT) family. H3R2 methylarginine isoforms include PRMT5-catalyzed monomethylation (me1) and symmetric dimethylation (me2s) and PRMT6-catalyzed me1 and asymmetric dimethylatio...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/acs.biochem.0c00035

    authors： Lorton BM,Harijan RK,Burgos ES,Bonanno JB,Almo SC,Shechter D

    更新日期：2020-10-06 00:00:00

  • Membrane topology of the di- and tripeptide transport protein of Lactococcus lactis.

    abstract：:Transport of hydrophilic di- and tripeptides into Lactococcus lactis is mediated by a proton motive force-driven peptide transport protein (DtpT) that shares similarity with eukaryotic peptide transporters, e.g., from kidney and small intestine of rabbit, man, and rat. Hydropathy profiling in combination with the "pos...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi963068t

    authors： Hagting A,vd Velde J,Poolman B,Konings WN

    更新日期：1997-06-03 00:00:00

  • Monovalent cation transport: lack of structural deformation upon cation binding.

    abstract：:Cations often deform the structure of regulatory proteins to affect a functional response, but for other protein functions a more passive effect is desired. For instance, it is shown here that in the conductance of Na+ by the gramicidin channel there appears to be no significant structural deformation of either the si...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi961170k

    authors： Tian F,Lee KC,Hu W,Cross TA

    更新日期：1996-09-17 00:00:00

  • Identification of a unique liganded estrogen receptor complex released from the nucleus by decavanadate.

    abstract：:Unoccupied estrogen receptor (ER) can be extracted from tissues by homogenization with a hypotonic buffer, whereas hormone-occupied ER becomes tightly bound to the nuclear pellet and must be extracted with high-salt-containing buffers. The molecular basis for estrogen-induced tight nuclear binding of ER remains an imp...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi982190k

    authors： Fritsch M,Aluker M,Murdoch FE

    更新日期：1999-06-01 00:00:00

  • NMR analysis of covalent intermediates in thiamin diphosphate enzymes.

    abstract：:Enzymic catalysis proceeds via intermediates formed in the course of substrate conversion. Here, we directly detect key intermediates in thiamin diphosphate (ThDP)-dependent enzymes during catalysis using (1)H NMR spectroscopy. The quantitative analysis of the relative intermediate concentrations allows the determinat...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi034465o

    authors： Tittmann K,Golbik R,Uhlemann K,Khailova L,Schneider G,Patel M,Jordan F,Chipman DM,Duggleby RG,Hübner G

    更新日期：2003-07-08 00:00:00