当前位置： SCI文献检索 > BIOCHEMISTRY期刊下所有文献 > Crystallographic studies of isosteric NAD analogues bound to alcohol dehydrogenase: specificity and substrate binding in two ternary complexes.

Crystallographic studies of isosteric NAD analogues bound to alcohol dehydrogenase: specificity and substrate binding in two ternary complexes.

Abstract：

:CNAD (5-beta-D-ribofuranosylnicotinamide adenine dinucleotide) is an isosteric C-glycosidic analogue of NAD(H) containing a neutral pyridine ring. CPAD (5-beta-D-ribofuranosylpicolinamide adenine dinucleotide) is a closely related pyridine-containing analogue with the pyridine nitrogen on the opposite side of the ring. CNAD is a potent and specific inhibitor of horse liver alcohol dehydrogenase (LADH), binding with a dissociation constant in the nanomolar range. CPAD binds LADH with an affinity comparable to that of NAD. Crystal structures of CNAD and CPAD bound to LADH are presented at 2.4 and 2.7 A, respectively. The two complexes are isomorphous, crystallizing in the triclinic system with cell dimensions different from those seen in previous ternary LADH complexes. Structures were solved using the molecular replacement method and refined to crystallographic R values of 18% (CNAD) and 17% (CPAD). Both inhibitors bind to the "closed" form of LADH in the normal cofactor-binding cleft. The conformation of LADH-bound CPAD closely mimics that of LADH-bound NAD(H). The data suggest that alcohol substrate binds directly to the catalytic zinc atom. In the CNAD complex, the pyridine nitrogen replaces alcohol as the fourth coordination ligand to the active site zinc atom, while all other polar interactions remain the same as those of bound NAD(H). The zinc-nitrogen ligand explains the high affinity of CNAD for LADH.

journal_name

Biochemistry

journal_title

Biochemistry

authors

Li H,Hallows WH,Punzi JS,Pankiewicz KW,Watanabe KA,Goldstein BM

doi

10.1021/bi00205a009

subject

Has Abstract

pub_date

1994-10-04 00:00:00

pages

11734-44

issue

39

eissn

0006-2960

issn

1520-4995

journal_volume

33

pub_type

杂志文章

相关文献

BIOCHEMISTRY文献大全
  • Structural changes in the lumirhodopsin-to-metarhodopsin I conversion of air-dried bovine rhodopsin.

    abstract：:Structural changes during the photochemical reactions of unhydrated air-dried films of bovine rhodopsin in rod outer segments were examined by visible and Fourier transform infrared (FTIR) spectroscopy at 200, 240, and 280 K. These films exhibited conversion from a lumirhodopsin state to a metarhodopsin I state with a...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00051a025

    authors： Nishimura S,Sasaki J,Kandori H,Lugtenburg J,Maeda A

    更新日期：1995-12-26 00:00:00

  • The fluorous effect in proteins: properties of alpha4F6, a 4-alpha-helix bundle protein with a fluorocarbon core.

    abstract：:To test the prediction that extensively fluorinated (fluorous) proteins should be more stable and exhibit novel self-segregating behavior, the properties of the de novo designed model 4-alpha-helix bundle protein, alpha 4F 6, in which the hydrophobic core is packed entirely with the extensively fluorinated amino acid ...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi702476f

    authors： Gottler LM,de la Salud-Bea R,Marsh EN

    更新日期：2008-04-15 00:00:00

  • Chaotropic agents and increased matrix volume enhance binding of mitochondrial cyclophilin to the inner mitochondrial membrane and sensitize the mitochondrial permeability transition to [Ca2+].

    abstract：:Binding of mitochondrial cyclophilin (CyP) to the inner mitochondrial membrane is induced by treatment of mitochondria with thiol reagents or oxidative stress and correlates with a sensitization to [Ca2+] of the cyclosporin A-sensitive mitochondrial permeability transition pore (MTP) [Connern, C. P., & Halestrap, A. P...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi9525177

    authors： Connern CP,Halestrap AP

    更新日期：1996-06-25 00:00:00

  • Inactivation of factor VIII by factor IXa.

    abstract：:Factor VIII (FVIII) is the nonproteolytic cofactor for FIXa in the tenase complex of blood coagulation. FVIII is proteolytically activated by thrombin and FXa in vitro to form a heterotrimer with full procoagulant activity. Activated protein C inactivates thrombin-activated FVIII through cleavage adjacent to position ...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00125a022

    authors： O'Brien DP,Johnson D,Byfield P,Tuddenham EG

    更新日期：1992-03-17 00:00:00

  • Structure of the interhelical loops and carboxyl terminus of bacteriorhodopsin by X-ray diffraction using site-directed heavy-atom labeling.

    abstract：:The positions of single amino acids in the interhelical loop regions and the C-terminal tail of bacteriorhodopsin (bR) were investigated by X-ray diffraction using site-directed heavy-atom labeling. Since wild-type bR does not contain any cysteines, appropriate cysteine mutants were produced with a unique sulfhydryl g...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi971735s

    authors： Behrens W,Alexiev U,Mollaaghababa R,Khorana HG,Heyn MP

    更新日期：1998-07-21 00:00:00

  • Use of azidobestatin as a photoaffinity label to identify the active site peptide of leucine aminopeptidase.

    abstract：:Aminopeptidases catalyze the hydrolysis of amino acid residues from the amino terminus of peptide substrates. They are found in most cells and tissues, and their activity has been implicated in myriad fundamental biochemical and physiological processes. Nevertheless, little is known about the structure of the aminopep...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00131a034

    authors： Taylor A,Peltier CZ,Jahngen EG Jr,Laxman E,Szewczuk Z,Torre FJ

    更新日期：1992-04-28 00:00:00

  • Isolation and in vitro phosphorylation of sensory transduction components controlling anaerobic induction of light harvesting and reaction center gene expression in Rhodobacter capsulatus.

    abstract：:Anaerobic induction of light harvesting and reaction center gene expression involves two transacting factors termed RegA and RegB. Sequence and mutational analysis has indicated that RegA and RegB constitute cognate components of a prokaryotic sensory transduction cascade with RegB comprising a membrane-spanning senso...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00002a002

    authors： Inoue K,Kouadio JL,Mosley CS,Bauer CE

    更新日期：1995-01-17 00:00:00

  • Human aldose reductase: subtle effects revealed by rapid kinetic studies of the C298A mutant enzyme.

    abstract：:Transient kinetic data for D-xylose reduction with NADPH and NADPD and for xylitol oxidation with NADP+ catalyzed by recombinant C298A mutant human aldose reductase at pH 8 have been used to obtain estimates for each of the rate constants in the complete reaction mechanism as outlined for the wild-type enzyme in the p...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00044a013

    authors： Grimshaw CE,Bohren KM,Lai CJ,Gabbay KH

    更新日期：1995-11-07 00:00:00

  • MerR cross-links to the alpha, beta, and sigma 70 subunits of RNA polymerase in the preinitiation complex at the merTPCAD promoter.

    abstract：:MerR, the metalloregulator of the mercury resistance (mer) operon, binds the operator (merO)between -10 and -35 of the merTPCAD promoter (PT) and sequesters RNA polymerase (RNAP) in a closed complex. MerR represses PT until Hg(II) induces it to underwind merO DNA and thus facilitate open complex formation. We used cro...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi982814m

    authors： Kulkarni RD,Summers AO

    更新日期：1999-03-16 00:00:00

  • The Structure of the Periplasmic Sensor Domain of the Histidine Kinase CusS Shows Unusual Metal Ion Coordination at the Dimeric Interface.

    abstract：:In bacteria, two-component systems act as signaling systems to respond to environmental stimuli. Two-component systems generally consist of a sensor histidine kinase and a response regulator, which work together through histidyl-aspartyl phosphorelay to result in gene regulation. One of the two-component systems in Es...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/acs.biochem.6b00707

    authors： Affandi T,Issaian AV,McEvoy MM

    更新日期：2016-09-20 00:00:00

  • Ligand-induced variations in the reactivity of thio groups of the alpha-subunit of the acetylcholine receptor from Torpedo californica.

    abstract：:We have studied alkylation of the acetylcholine receptor by N-[3H]ethylmaleimide ([3H]NEM) under various conditions. The radiolabeled preparations were submitted to sodium dodecyl sulfate-polyacrylamide gel electrophoresis to separate the receptor complex into subunits, and the incorporation of 3H into each type of ch...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00306a001

    authors： de Souza Otero A,Hamilton SL

    更新日期：1984-05-22 00:00:00

  • Solution structure of the biologically relevant G-quadruplex element in the human c-MYC promoter. Implications for G-quadruplex stabilization.

    abstract：:The nuclease hypersensitivity element III(1) (NHE III(1)) of the c-MYC promoter strongly controls the transcriptional activity of the c-MYC oncogene. The purine-rich strand of the NHE III(1) element has been shown to be a silencer element for c-MYC transcription upon formation of a G-quadruplex structure. We have dete...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi048242p

    authors： Ambrus A,Chen D,Dai J,Jones RA,Yang D

    更新日期：2005-02-15 00:00:00

  • Time-resolved fluorescence studies of genetically engineered Escherichia coli glutamine synthetase. Effects of ATP on the tryptophan-57 loop.

    abstract：:Single-tryptophan-containing mutants of low adenylation state Escherichia coli glutamine synthetase (wild type has two tryptophans at positions 57 and 158) have been constructed and studied by multifrequency phase/modulation fluorescence spectroscopy. The W57L mutant (retains tryptophan at residue 158) and the W158S m...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00228a008

    authors： Atkins WM,Stayton PS,Villafranca JJ

    更新日期：1991-04-09 00:00:00

  • Structural and biochemical studies of a fluoroacetyl-CoA-specific thioesterase reveal a molecular basis for fluorine selectivity.

    abstract：:We have initiated a broad-based program aimed at understanding the molecular basis of fluorine specificity in enzymatic systems, and in this context, we report crystallographic and biochemical studies on a fluoroacetyl-coenzyme A (CoA) specific thioesterase (FlK) from Streptomyces cattleya. Our data establish that FlK...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi101102u

    authors： Weeks AM,Coyle SM,Jinek M,Doudna JA,Chang MC

    更新日期：2010-11-02 00:00:00

  • The membrane-bound quinohemoprotein alcohol dehydrogenase from Gluconacetobacter diazotrophicus PAL5 carries a [2Fe-2S] cluster.

    abstract：:Gluconacetobacter diazotrophicus stands out among the acetic acid bacteria as it fixes dinitrogen and is a true endophyte. It has a set of constitutive enzymes to oxidize ethanol and acetaldehyde which is upregulated during N(2)-dependent growth. The membrane-bound alcohol dehydrogenase (ADH) is a heterodimer (subunit...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi9015007

    authors： Gómez-Manzo S,Solano-Peralta A,Saucedo-Vázquez JP,Escamilla-Marván JE,Kroneck PM,Sosa-Torres ME

    更新日期：2010-03-23 00:00:00

  • Identification of the collagenous proteins synthesized by cultured cells from human skin.

    abstract：:Cells cultured from human skin synthesize precursor forms of types I and III collagens. After denaturation and reduction, the polypeptide chains obtained from these molecules had molecular weights estimated to be 140,000 and 120, 000. The larger chains, the pro alpha chains, are believed to be derived from the origina...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00679a007

    authors： Lichtenstein JR,Byers PH,Smith BD,Martin GR

    更新日期：1975-04-22 00:00:00

  • Mechanistic studies with deuterated dihydroorotates on the dihydroorotate oxidase from Crithidia fasciculata.

    abstract：:Deuterium-labeled dihydroorotates bearing one, two, or three deuteriums at the pair of C4 and C5 positions have been synthesized in high isotopic and chiral purity and characterized by NMR and mass spectroscopy. These substrates have been used with the FMN-containing biosynthetic dihydroorotate oxidase from Crithidia ...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00307a033

    authors： Pascal RA Jr,Walsh CT

    更新日期：1984-06-05 00:00:00

  • Partial denaturation of transthyretin is sufficient for amyloid fibril formation in vitro.

    abstract：:Amyloid diseases are caused by the self-assembly of a given protein into an insoluble cross-beta-sheet quaternary structural form which is pathogenic. An understanding of the biochemical mechanism of amyloid fibril formation should prove useful in understanding amyloid disease. Toward this end, a procedure for the con...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00151a036

    authors： Colon W,Kelly JW

    更新日期：1992-09-15 00:00:00

  • Crystallographic and kinetic studies of human mitochondrial acetoacetyl-CoA thiolase: the importance of potassium and chloride ions for its structure and function.

    abstract：:Thiolases are CoA-dependent enzymes which catalyze the formation of a carbon-carbon bond in a Claisen condensation step and its reverse reaction via a thiolytic degradation mechanism. Mitochondrial acetoacetyl-coenzyme A (CoA) thiolase (T2) is important in the pathways for the synthesis and degradation of ketone bodie...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi6026192

    authors： Haapalainen AM,Meriläinen G,Pirilä PL,Kondo N,Fukao T,Wierenga RK

    更新日期：2007-04-10 00:00:00

  • Control of the integral membrane proton pump, bacteriorhodopsin, by purple membrane lipids of Halobacterium halobium.

    abstract：:Brief exposure of purple membrane (PM) to dilute Triton X-100 eliminates the actinic light effect on the relative amounts of fast M (Mf) and slow M (Ms) intermediates and alters the character and kinetics of the photocycle, without destroying the native BR trimers (Mukhopadhyay et al., 1994). Particular membrane lipid...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi960738m

    authors： Mukhopadhyay AK,Dracheva S,Bose S,Hendler RW

    更新日期：1996-07-16 00:00:00

  • Plasmin substrate binding site cooperativity guides the design of potent peptide aldehyde inhibitors.

    abstract：:Perioperative bleeding is a cause of major blood loss and is associated with increased rates of postoperative morbidity and mortality. To combat this, antifibrinolytic inhibitors of the serine protease plasmin are commonly used to reduce bleeding during surgery. The most effective and previously widely used of these i...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi201203y

    authors： Swedberg JE,Harris JM

    更新日期：2011-10-04 00:00:00

  • A single mutation in cytochrome P450 BM3 changes substrate orientation in a catalytic intermediate and the regiospecificity of hydroxylation.

    abstract：:Phenylalanine 87 of Bacillus megaterium cytochrome P450 BM3, a residue close to the heme in the substrate binding pocket, has been replaced by alanine by site-directed mutagenesis. The substitution had no effect on the rate of hydroxylation of laurate and increased the affinity for laurate of both the intact enzyme an...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi962826c

    authors： Oliver CF,Modi S,Sutcliffe MJ,Primrose WU,Lian LY,Roberts GC

    更新日期：1997-02-18 00:00:00

  • DNA binding specificity of the basic-helix-loop-helix protein MASH-1.

    abstract：:Despite the high degree of sequence similarity in their basic-helix-loop-helix (BHLH) domains, MASH-1 and MyoD are involved in different biological processes. In order to define possible differences between the DNA binding specificities of these two proteins, we investigated the DNA binding properties of MASH-1 by cir...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00035a008

    authors： Meierhan D,el-Ariss C,Neuenschwander M,Sieber M,Stackhouse JF,Allemann RK

    更新日期：1995-09-05 00:00:00

  • Accommodating a nonconservative internal mutation by water-mediated hydrogen bonding between β-sheet strands: a comparison of human and rat type B (mitochondrial) cytochrome b5.

    abstract：:Mammalian type B (mitochondrial) b(5) cytochromes exhibit greater amino acid sequence diversity than their type A (microsomal) counterparts, as exemplified by the type B proteins from human (hCYB5B) and rat (rCYB5B). The comparison of X-ray crystal structures of hCYB5B and rCYB5B reported herein reveals a striking dif...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi2004729

    authors： Parthasarathy S,Altuve A,Terzyan S,Zhang X,Kuczera K,Rivera M,Benson DR

    更新日期：2011-06-21 00:00:00

  • Detergents stabilize the conformation of phosphodiesterase 6.

    abstract：:Membrane-bound phosphodiesterase 6 (PDE6) plays an important role in visual signal transduction by regulating cGMP levels in rod photoreceptor cells. Our understanding of PDE6 catalysis and structure suffers from inadequate characterization of the α and β subunit catalytic core, interactions of the core with two intri...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi2014695

    authors： Baker BY,Palczewski K

    更新日期：2011-11-08 00:00:00

  • Crystal structure of eta-crystallin: adaptation of a class 1 aldehyde dehydrogenase for a new role in the eye lens.

    abstract：:Eta-crystallin is a retinal dehydrogenase that has acquired a role as a structural protein in the eye lens of elephant shrews, members of an ancient order of mammals. While it retains some activity toward retinal, which is oxidized to retinoic acid, the protein has acquired a number of specific sequence changes that h...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi027367w

    authors： Bateman OA,Purkiss AG,van Montfort R,Slingsby C,Graham C,Wistow G

    更新日期：2003-04-22 00:00:00

  • Heterologous Expression, Purification, and Functional Analysis of Plasmodium falciparum Phosphatidylinositol 3'-Kinase.

    abstract：:The Plasmodium falciparum malarial parasite genome appears to encode one and only one phosphatidylinositol 3'-kinase (PI3K), and sequence analysis suggests that the enzyme is a "class III"- or "Vps34"-type PI3K. PfVps34 has generated excitement as a possible druggable target and potentially a key target of artemisinin...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/acs.biochem.7b00416

    authors： Hassett MR,Sternberg AR,Riegel BE,Thomas CJ,Roepe PD

    更新日期：2017-08-22 00:00:00

  • Barbiturate inhibition of GLUT-1 mediated hexose transport in human erythrocytes exhibits substrate dependence for equilibrium exchange but not unidirectional sugar flux.

    abstract：:Barbiturates inhibit GLUT-1 mediated hexose transport both in vivo [Gjedde & Rasmussen (1980) J. Neurochem. 35, 1382-1387; Otsuka et al. (1991) Am. J. Physiol. 261, R265-R275] and in vitro [Honkanen et al. (1995) Biochemistry 34, 535-544]. In the present study, the mechanism by which barbiturates inhibit GLUT-1 mediat...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi962050f

    authors： el-Barbary A,Fenstermacher JD,Haspel HC

    更新日期：1996-12-03 00:00:00

  • Partial purification and characterization of a neutral protease which cleaves the N-terminal propeptides from procollagen.

    abstract：:A rapid assay procedure was developed for cleavage of the N-terminal propeptides of procollagen. With the assay a neutral procollagen N-protease was purified about 300-fold from chick embryo tendon extract. The enzyme had an apparent molecular weight of 260 000 and a pH optimum of 7.4. Ca2+ was required for enzymic ac...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00608a002

    authors： Tuderman L,Kivirikko KI,Prockop DJ

    更新日期：1978-07-25 00:00:00

  • Human brain and placental choline acetyltransferase: purification and properties.

    abstract：:Choline acetyltransferase (EC 2.3.1.6) catalyzes the biosynthesis of acetylcholine according to the following chemical equation: acetyl-CoA + choline in equilibrium to acetylcholine + CoA. In addition to nervous tissue, primate placenta is the only other animal source which contains appreciable acetylcholine and its b...

    journal_title：Biochemistry

    pub_type： 杂志文章

    doi：10.1021/bi00694a013

    authors： Roskoski R Jr,Lim CT,Roskoski LM

    更新日期：1975-11-18 00:00:00