Proton magnetic resonance studies of carbonic anhydrase. III. Binding of sulfonamides.


:Resonances of the histidine region of human carbonic anhydrase B have been studied by proton magnetic resonance spectroscopy in the presence of seven sulfonamide inhibitors. Results of difference spectroscopy and observation of the C-2 resonance of an additional titratable histidine in some of these spectra suggest a conformational change in the enzyme, while the large number of unaltered resonances indicates involvement of only a few residues. Inhibition of carbonic anhydrase by sulfonamides appears to involve: stabilization of an appropriately oriented initial complex by hydrophobic binding of the aromatic ring of the inhibitor to residues of the cavity forming the active site; ionization of the sulfonamido group, facilitated by its proximity to zinc; protonation and displacement of the high pH ligand to the metal controlling catalytic activity, thought here to be a histidine residue; and formation by the sulfonamido group of an ionic bond to zinc and a hydrogen bond to the hydroxyl group of serine or threonine. Diversity of spectra produced with various sulfonamides suggests that substituents on the ring and heteroatoms within the ring interact with additional groups at the active site. Increase in inhibitory potency appears to involve optimizing the number as well as the strength of these interactions. An upper limit for the dissociation rate of these complexes of 10 sec-1 was obtained.






Pesando JM,Grollman AP




Has Abstract


1975-02-25 00:00:00












  • Evidence that catalysis by yeast inorganic pyrophosphatase proceeds by direct phosphoryl transfer to water and not via a phosphoryl enzyme intermediate.

    abstract::In this work, we show that adenosine 5'-O-(3-thiotriphosphate) (ATP gamma S) is a substrate for yeast inorganic pyrophosphatase (PPase) (EC and further, using chirally labeled [gamma-17O,18O]ATP gamma S, that enzyme-catalyzed hydrolysis to produce chiral inorganic thio[17O,18O]phosphate proceeds with inversio...


    pub_type: 杂志文章


    authors: Gonzalez MA,Webb MR,Welsh KM,Cooperman BS

    更新日期:1984-02-28 00:00:00

  • Isolation and characterization of somatolactin, a new protein related to growth hormone and prolactin from Atlantic cod (Gadus morhua) pituitary glands.

    abstract::The characterization of cod somatolactin (SL), a new pituitary protein belonging to the growth hormone/prolactin family, is described. Cod SL has a molecular weight of 26 kDa and consists of 209 amino acids, of which eight are Cys. The protein has three disulfide bonds between residues Cys5-Cys15, Cys65-Cys181, and Cy...


    pub_type: 杂志文章


    authors: Rand-Weaver M,Noso T,Muramoto K,Kawauchi H

    更新日期:1991-02-12 00:00:00

  • Cembranoid and long-chain alkanol sites on the nicotinic acetylcholine receptor and their allosteric interaction.

    abstract::Long-chain alkanols are general anesthetics which can also act as uncharged noncompetitive inhibitors of the peripheral nicotinic acetylcholine receptor (AChR) by binding to one or more specific sites on the AChR. Cembranoids are naturally occurring, uncharged noncompetitive inhibitors of peripheral and neuronal AChRs...


    pub_type: 杂志文章


    authors: Pagán OR,Eterović VA,Garcia M,Vergne D,Basilio CM,Rodríguez AD,Hann RM

    更新日期:2001-09-18 00:00:00

  • Urea Mimics Nucleobases by Preserving the Helical Integrity of B-DNA Duplexes via Hydrogen Bonding and Stacking Interactions.

    abstract::Urea lesions are formed in DNA because of free radical damage of the thymine base, and their occurrence in DNA blocks DNA polymerases, which has deleterious consequences. Recently, it has been shown that urea is capable of forming hydrogen bonding and stacking interactions with nucleobases, which are responsible for t...


    pub_type: 杂志文章


    authors: Suresh G,Padhi S,Patil I,Priyakumar UD

    更新日期:2016-10-11 00:00:00

  • Catalytic cycle of the phosphatidylcholine-preferring phospholipase C from Bacillus cereus. Solvent viscosity, deuterium isotope effects, and proton inventory studies.

    abstract::The phosphatidylcholine-preferring phospholipase C from Bacillus cereus (PLCBc) is a 28.5 kDa enzyme with three zinc ions in its active site. Although much is known about the roles that various PLCBc active site amino acids play in binding and catalysis, there is little information about the rate-determining step of t...


    pub_type: 杂志文章


    authors: Martin SF,Hergenrother PJ

    更新日期:1999-04-06 00:00:00

  • Modulation of electrically induced permeabilization and fusion of Chinese hamster ovary cells by osmotic pressure.

    abstract::Cells can be transiently permeabilized by application of high electric pulses of short duration. A direct consequence of this treatment is to induce a fusogenic state in the pulsed membrane. The molecular events underlying these phenomena remain to be explained. During our work, we investigated the effects of pulsing ...


    pub_type: 杂志文章


    authors: Rols MP,Teissié J

    更新日期:1990-05-15 00:00:00

  • Arachidonic Acid Metabolism by Human Cardiovascular CYP2J2 Is Modulated by Doxorubicin.

    abstract::Doxorubicin (DOX) is a chemotherapeutic that is used in the treatment of a wide variety of cancers. However, it causes cardiotoxicity partly because of the formation of reactive oxygen species. CYP2J2 is a human cytochrome P450 that is strongly expressed in cardiomyocytes. It converts arachidonic acid (AA) into four d...


    pub_type: 杂志文章


    authors: Arnold WR,Baylon JL,Tajkhorshid E,Das A

    更新日期:2017-12-26 00:00:00

  • Phosphorylation of c-Abl by protein kinase Pak2 regulates differential binding of ABI2 and CRK.

    abstract::The tyrosine kinase c-Abl is implicated in a variety of cellular processes that are tightly regulated by c-Abl kinase activity and/or by interactions between c-Abl and other signaling molecules. The interaction of c-Abl with the Abl interactor protein Abi2 is shown to be negatively regulated by phosphorylation of seri...


    pub_type: 杂志文章


    authors: Jung JH,Pendergast AM,Zipfel PA,Traugh JA

    更新日期:2008-01-22 00:00:00

  • The mast cell function-associated antigen and its interactions with the type I Fcepsilon receptor.

    abstract::Rat mucosal-type mast cells of the RBL-2H3 line express a glycoprotein termed the MAst cell Function-associated Antigen (MAFA). When MAFA is clustered by its specific monoclonal antibody G63, secretion normally triggered by aggregating these cells' type I Fcepsilon receptor (FcepsilonRI) is substantially inhibited. Th...


    pub_type: 杂志文章


    authors: Song J,Hagen GM,Roess DA,Pecht I,Barisas BG

    更新日期:2002-01-22 00:00:00

  • An unusually low pK(a) for Cys282 in the active site of human muscle creatine kinase.

    abstract::All phosphagen kinases contain a conserved cysteine residue which has been shown by crystallographic studies, on both creatine kinase and arginine kinase, to be located in the active site. There are conflicting reports as to whether this cysteine is essential for catalysis. In this study we have used site-directed mut...


    pub_type: 杂志文章


    authors: Wang PF,McLeish MJ,Kneen MM,Lee G,Kenyon GL

    更新日期:2001-10-02 00:00:00

  • Structure and vectorial properties of proteoliposomes containing cytochrome oxidase in the submitochondrial orientation.

    abstract::Cytochrome oxidase proteoliposomes were prepared from bovine heart oxidase. Size distributions determined by quasi-elastic light scattering (QELS) showed that there was a small population of large vesicles (120-200-nm diameter) and a large population of small vesicles (50-100-nm diameter). Trapping cytochrome c inside...


    pub_type: 杂志文章


    authors: Cooper CE,Nicholls P

    更新日期:1990-04-24 00:00:00

  • Solid-phase synthesis and side reactions of oligonucleotides containing O-alkylthymine residues.

    abstract::As part of our studies on the molecular mechanism of mutation [Chambers, R. W. (1982) in Molecular and Cellular Mechanisms of Mutagenesis (Lemontt, J. F., & Generoso, W. M., Eds.) pp 121-145, Plenum, New York and London], we wanted to prepare specific oligonucleotides carrying O2- or O4-alkylthymidine residues. Since ...


    pub_type: 杂志文章


    authors: Borowy-Borowski H,Chambers RW

    更新日期:1989-02-21 00:00:00

  • Novel spin-labels for the study of lipid-protein interactions. Application to (Na+, K+)-ATPase membranes.

    abstract::The interactions of a series of spin-labeled fatty acids, in which the nitroxide ring is incorporated in different ways as an integral part of the hydrocarbon chain, with the (Na+,K+)-ATPase in membranes from Squalus acanthias, have been studied by electron spin resonance spectroscopy. The fatty acids are 2,4-, 2,5-, ...


    pub_type: 杂志文章


    authors: Esmann M,Hideg K,Marsh D

    更新日期:1988-05-31 00:00:00

  • Zinc interactions with regulatory dimers from Escherichia coli aspartate transcarbamoylase.

    abstract::Zn2+ is tetrahedrally bonded to the 4 nonadjacent thiols of each regulatory chain (Mr 17,000) near r-c contacts between catalytic (c) and regulatory chains (r) in aspartate transcarbamoylase (ATCase; c6r6). This paper reports on Zn2+ interactions with r dimer in the absence of stabilizing r-c contacts. After r2 and c3...


    pub_type: 杂志文章


    authors: Jefferson JR,Hunt JB,Ginsburg A

    更新日期:1990-07-17 00:00:00

  • Structural analysis of inositol monophosphatase complexes with substrates.

    abstract::The structures of ternary complexes of human inositol monophosphatase with inhibitory Gd3+ and either D- or L-myo-inositol 1-phosphate have been determined to 2.2-2.3 A resolution using X-ray crystallography. Substrate and metal are bound identically in each active site of the phosphatase dimer. The substrate is prese...


    pub_type: 杂志文章


    authors: Bone R,Frank L,Springer JP,Pollack SJ,Osborne SA,Atack JR,Knowles MR,McAllister G,Ragan CI,Broughton HB

    更新日期:1994-08-16 00:00:00

  • Enhanced protein thermostability by Ala-->Aib replacement.

    abstract::The introduction into peptide chains of alpha-aminoisobutyric acid (Aib) has proven to stabilize the helical structure in short peptides by restricting the available range of polypeptide backbone conformations. In order to evaluate the potential stabilizing effect of Aib at the protein level, we have studied the confo...


    pub_type: 杂志文章


    authors: De Filippis V,De Antoni F,Frigo M,Polverino de Laureto P,Fontana A

    更新日期:1998-02-10 00:00:00

  • Orientation factor in steady-state and time-resolved resonance energy transfer measurements.

    abstract::Resonance energy transfer measurements provide a way to estimate distances between chromophores attached to different sites of macromolecules. There are two unknowns involved in resonance energy transfer measurements, the distance between two chromophores and their relative orientation. When static orientational disor...


    pub_type: 杂志文章


    authors: Wu P,Brand L

    更新日期:1992-09-01 00:00:00

  • Association of protein C23 with rapidly labeled nucleolar RNA.

    abstract::The association of nucleolar phosphoprotein C23 with preribosomal ribonucleoprotein (RNP) particles was examined in Novikoff hepatoma nucleoli. RNA was labeled with [3H]uridine for various times in cell suspensions, and RNP particles were extracted from isolated nucleoli and fractionated by sucrose gradient ultracentr...


    pub_type: 杂志文章


    authors: Herrera AH,Olson MO

    更新日期:1986-10-07 00:00:00

  • Direct evidence for multifacial contacts between high molecular weight kininogen and plasma prekallikrein.

    abstract::HK31 (S565-K595) has previously been shown to encompass the binding domain for plasma prekallikrein (PK) within domain 6 of high molecular weight kininogen (HK). The complementary binding domain for HK within PK is mapped to PK56 (F56-G86), in the apple 1 domain, and to PK266 (K266-C295), in the apple 4 domain. Isothe...


    pub_type: 杂志文章


    authors: Lin Y,Shenoy SS,Harris RB,Colman RW

    更新日期:1996-10-01 00:00:00

  • Ultraviolet-induced thymine hydrates in DNA are excised by bacterial and human DNA glycosylase activities.

    abstract::Ultraviolet irradiation of DNA results in various pyrimidine modifications. We studied the excision of an ultraviolet thymine photoproduct by Escherichia coli endonuclease III and by a preparation of human WI-38 cells. These enzymes cleave UV-irradiated DNA at apyrimidinic sites formed by glycosylic removal of the pho...


    pub_type: 杂志文章


    authors: Ganguly T,Weems KM,Duker NJ

    更新日期:1990-08-07 00:00:00

  • A conserved threonine within Escherichia coli leucyl-tRNA synthetase prevents hydrolytic editing of leucyl-tRNALeu.

    abstract::Aminoacyl-tRNA synthetases ensure the fidelity of protein synthesis by accurately selecting and activating cognate amino acids for aminoacylation of the correct tRNA. Some tRNA synthetases have evolved an editing active site that is separate from the amino acid activation site providing two steps or "sieves" for amino...


    pub_type: 杂志文章


    authors: Mursinna RS,Lincecum TL Jr,Martinis SA

    更新日期:2001-05-08 00:00:00

  • Ciliary dynein conformational changes as evidenced by the extrinsic fluorescent probe 8-anilino-1-naphthalenesulfonate.

    abstract::The binding of 8-anilino-1-naphthalenesulfonate (ANS) to ciliary dynein ATPase leads to a marked increase in the dye's fluorescence intensity, accompanied by a blue shift in the observed fluorescence emission maximum. We found that dynein has 37 +/- 3 ANS binding sites and that experimentally applied ANS concentration...


    pub_type: 杂志文章


    authors: Saucier AC,Mariotti S,Anderson SA,Purich DL

    更新日期:1985-12-17 00:00:00

  • Human transforming growth factor type beta 2: production by a prostatic adenocarcinoma cell line, purification, and initial characterization.

    abstract::Human type beta 2 transforming growth factor (hTGF-beta 2) was purified from tamoxifen-supplemented, serum-free medium conditioned by the human prostatic adenocarcinoma cell line PC-3. The purification of hTGF-beta 2 was monitored in a growth inhibition assay and was achieved by batch purification on methylsilyl-contr...


    pub_type: 杂志文章


    authors: Ikeda T,Lioubin MN,Marquardt H

    更新日期:1987-05-05 00:00:00

  • In vitro analysis of carboxyacyl substrate tolerance in the loading and first extension modules of borrelidin polyketide synthase.

    abstract::The borrelidin polyketide synthase (PKS) begins with a carboxylated substrate and, unlike typical decarboxylative loading PKSs, retains the carboxy group in the final product. The specificity and tolerance of incorporation of carboxyacyl substrate into type I PKSs have not been explored. Here, we show that the first e...


    pub_type: 杂志文章


    authors: Hagen A,Poust S,de Rond T,Yuzawa S,Katz L,Adams PD,Petzold CJ,Keasling JD

    更新日期:2014-09-30 00:00:00

  • Mapping global angular transitions of proteins in assemblies using multiple extrinsic reporter groups.

    abstract::The fluorescence polarization intensities from fluorescent probes and the electron paramagnetic resonance spectra from spin probes, specifically modifying elements of a biological assembly such as myosin sulfhydryl 1 (SH1) in muscle fibers, are interpreted in terms of probe order parameters using a model-independent m...


    pub_type: 杂志文章


    authors: Burghardt TP,Ajtai K

    更新日期:1992-01-14 00:00:00

  • Comparative studies on the 7-iodo and 7-fluoro derivatives of N-acetoxy-N-2-acetylaminofluorene: binding sites on DNA and conformational change of modified deoxytrinucleotides.

    abstract::GMP and native DNA were reacted with 7-iodo and 7-fluoro derivatives of N-acetoxy-N-2-acetylaminofluorene. It was shown that the 7-halogeno derivatives react on C-8 of guanine. Furthermore the respective amount of arylamidation (covalent linkage on the C-8 of guanine) and arylation (covalent linkage on 2-NH2 groups of...


    pub_type: 杂志文章


    authors: Lefèvre JF,Fuchs RP,Daune MP

    更新日期:1978-06-27 00:00:00

  • Effects of oxidation on the structure and stability of human low-density lipoprotein.

    abstract::Oxidation of low-density lipoprotein (LDL), the major cholesterol carrier in plasma, is thought to promote atherogenesis via several mechanisms. One proposed mechanism involves fusion of oxidized LDL in the arterial wall; another involves oxidation-induced amyloid formation by LDL apolipoprotein B. To test these mecha...


    pub_type: 杂志文章


    authors: Jayaraman S,Gantz DL,Gursky O

    更新日期:2007-05-15 00:00:00

  • Conformational flexibility of PEP mutase.

    abstract::Previous work has indicated that PEP mutase catalyzes the rearrangement of phosphoenolpyruvate to phosphonopyruvate by a dissociative mechanism. The crystal structure of the mutase with Mg(II) and sulfopyruvate (a phosphonopyruvate analogue) bound showed that the substrate is anchored to the active site by the Mg(II),...


    pub_type: 杂志文章


    authors: Liu S,Lu Z,Han Y,Jia Y,Howard A,Dunaway-Mariano D,Herzberg O

    更新日期:2004-04-20 00:00:00

  • Polyketide Ring Expansion Mediated by a Thioesterase, Chain Elongation and Cyclization Domain, in Azinomycin Biosynthesis: Characterization of AziB and AziG.

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    pub_type: 杂志文章


    authors: Mori S,Simkhada D,Zhang H,Erb MS,Zhang Y,Williams H,Fedoseyenko D,Russell WK,Kim D,Fleer N,Ealick SE,Watanabe CM

    更新日期:2016-02-02 00:00:00

  • A vibrational analysis of the catalytically important C4-H bonds of NADH bound to lactate or malate dehydrogenase: ground-state effects.

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    pub_type: 杂志文章


    authors: Deng H,Zheng J,Sloan D,Burgner J,Callender R

    更新日期:1992-06-02 00:00:00