9 results on '"Ali Laayoun"'
Search Results
2. Biotin-phenyldiazomethane conjugates as labeling reagents at phosphate in mono and polynucleotides
- Author
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Emmanuelle Trevisiol, Jean Lhomme, Ali Laayoun, Isabelle Bridon, Cecile Bourget, Mitsuharu Kotera, Laboratoire d'études dynamiques et structurales de la sélectivité (LEDSS), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), Recherche & Development (BIOMéRIEUX), bioMérieux SA, Klotz, Evelyne, Institut Gilbert-Laustriat : Biomolécules, Biotechnologie, Innovation Thérapeutique, and Université Louis Pasteur - Strasbourg I-Centre National de la Recherche Scientifique (CNRS)
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Magnetic Resonance Spectroscopy ,Stereochemistry ,Clinical Biochemistry ,Biotin ,Pharmaceutical Science ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Phosphates ,chemistry.chemical_compound ,Drug Discovery ,Moiety ,[CHIM]Chemical Sciences ,Nucleotide ,Molecular Biology ,ComputingMilieux_MISCELLANEOUS ,chemistry.chemical_classification ,Nucleotides ,010405 organic chemistry ,[CHIM.ORGA]Chemical Sciences/Organic chemistry ,Hydrolysis ,Organic Chemistry ,Electrophoresis, Capillary ,0104 chemical sciences ,Diazomethane ,chemistry ,Polynucleotide ,Biotinylation ,Nucleic acid ,Molecular Medicine ,Diazo ,DNA - Abstract
Molecules 2-5 that include in their structure a biotin moiety as detectable unit and differently substituted phenyl diazo functions as reactive group were prepared as reagents for labeling the phosphate group in mono and polynucleotides. These molecules were shown to react selectively and quantitatively with the model nucleotide 3'-UMP. They were used successfully in the labeling step of DNA and RNA analysis using high-density DNA-chips (or microarrays) technology.
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- 2005
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3. Synthesis of Methylketone Containing Nucleoside Triphosphates for RNA Labelling
- Author
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Jean Lhomme, Eric Defrancq, Emmanuelle Trevisiol, P. Cros, Ali Laayoun, Laboratoire d'études dynamiques et structurales de la sélectivité (LEDSS), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), Département de Chimie Moléculaire - Ingéniérie et Intéractions BioMoléculaires (DCM - I2BM), Département de Chimie Moléculaire (DCM), Université Joseph Fourier - Grenoble 1 (UJF)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Recherche & Development (BIOMéRIEUX), and bioMérieux SA
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chemistry.chemical_classification ,Ketone ,010405 organic chemistry ,Stereochemistry ,[CHIM.ORGA]Chemical Sciences/Organic chemistry ,Organic Chemistry ,RNA ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Nucleoside-diphosphate kinase ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Labelling ,Drug Discovery ,[CHIM]Chemical Sciences ,Nucleotide ,Fluorescein ,Linker ,Nucleoside ,ComputingMilieux_MISCELLANEOUS - Abstract
The three nucleoside triphosphates 1, 2 and 3 bearing a linker with a terminal methylketone group were prepared for incorporation into RNA fragments and post-labelling by the fluorescein derivative 4 containing an aminooxy group.
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- 2000
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4. Aminothiols linked to quinoline and acridine chromophores efficiently decrease 7,8-dihydro-8-oxo-2'-deoxyguanosine formation in gamma-irradiated DNA
- Author
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J. Cadet, Ce. Coulombeau, M. Berger, Ali Laayoun, J. Lhomme, and Jean-François Constant
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chemistry.chemical_classification ,Radiological and Ultrasound Technology ,Stereochemistry ,Guanine ,Hydroxyl Radical ,Quinoline ,Intercalation (chemistry) ,8-Oxo-2'-deoxyguanosine ,Deoxyguanosine ,Radiation-Protective Agents ,DNA ,Combinatorial chemistry ,Intercalating Agents ,chemistry.chemical_compound ,chemistry ,8-Hydroxy-2'-Deoxyguanosine ,Gamma Rays ,Acridine ,Thiol ,Quinolines ,Moiety ,Acridines ,Radiology, Nuclear Medicine and imaging ,Sulfhydryl Compounds - Abstract
In a search for more active radioprotective compounds, we have prepared and examined a series of model molecules in which the radioprotective beta-aminothiol unit (free or derivatized as acetate or phosphorothioate) is tethered to the DNA-binding chromophores quinoline and acridine through links of variable length. The modifying activity of these 'hybrid' molecules was estimated by measuring the formation of 8-oxo-2'-deoxyguanosine (8-oxodGuo) in double-strand DNA upon exposure to gamma-rays in oxygen-free solution in the presence of the drugs. We show that all hybrid molecules protect the guanine moiety from oxidation more efficiently than the parent beta-aminothiol units. The degree of protection is the highest for the molecules in which the thiol is linked to the strong binding intercalator acridine through a long polyaminochain.
- Published
- 1994
5. Design of molecules that specifically recognize and cleave apurinic sites in DNA
- Author
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Jean-François Constant, Julian Garcia, Pierre Michon, Martine Demeunynck, Nathalie Berthet, A. Fkyerat, Jean-Luc Décout, A. Boudali, Ali Laayoun, and Jean Lhomme
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DNA Repair ,Stereochemistry ,Molecular Sequence Data ,In Vitro Techniques ,Cleavage (embryo) ,Endonuclease ,chemistry.chemical_compound ,Structural Biology ,Cleave ,Animals ,AP site ,Amino Acid Sequence ,Binding site ,Molecular Biology ,Binding Sites ,biology ,Base Sequence ,Molecular Structure ,Oligonucleotide ,DNA ,Endonucleases ,Intercalating Agents ,Biochemistry ,chemistry ,Models, Chemical ,Oligodeoxyribonucleotides ,Drug Design ,biology.protein ,Nucleic acid ,Cattle ,Oligopeptides - Abstract
We have prepared a series of tailor-made molecules that recognize and cleave DNA at apurinic sites in vitro. These molecules incorporate in their structure different units designed for specific function: an intercalator for DNA binding, a nucleic base for abasic site recognition and a linking chain of variable length and nature (including amino and/or amido functions). The cleavage efficiency of the molecules can be modulated by varying successively the nature of the intercalating agent, the nucleic base and the chain. All molecules bind to native calf thymus DNA with binding constants ranging from 10(4) to 10(6) M-1. Their cleavage activity was determined on plasmid DNA (pBR 322) containing 1.8 AP-sites per DNA-molecule. The minimum requirements for cleavage are the presence of the three units, the intercalator, the nucleic base and at least one amino function in the chain. The most efficient molecules cleave plasmid DNA at nanomolar concentrations. Enzymatic experiments on the termini generated after cleavage of AP-DNA suggest a strand break induced by a beta-elimination reaction. In order to get insight into the mode of action (efficiency, selectivity, interaction), we have used synthetic oligonucleotides containing either a true abasic site at a determined position to analyse the cleavage parameters of the synthetic molecules by HPLC or a chemically stable analog (tetrahydrofuran) of the abasic site for high field 1H NMR spectrometry and footprinting experiments. All results are consistent with a beta-elimination mechanism in which each constituent of the molecule exerts a specific function as indicated in the scheme: DNA targeting, abasic site recognition, phosphate binding and beta-elimination catalysis.(ABSTRACT TRUNCATED AT 250 WORDS)
- Published
- 1994
6. Transition state analogs as affinity labels for human DNA methyltransferases
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Steven S. Smith, David J. Baker, and Ali Laayoun
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Models, Molecular ,Methyltransferase ,DNA-Cytosine Methylases ,Human dna ,Stereochemistry ,Affinity label ,Placenta ,Molecular Sequence Data ,Biophysics ,Plasma protein binding ,Biochemistry ,Deoxycytidine ,Transition state analog ,Pregnancy ,Labelling ,Humans ,Base sequence ,DNA (Cytosine-5-)-Methyltransferases ,Molecular Biology ,chemistry.chemical_classification ,biology ,Base Sequence ,Affinity Labels ,Cell Biology ,Kinetics ,Enzyme ,chemistry ,Oligodeoxyribonucleotides ,biology.protein ,Nucleic Acid Conformation ,Female ,Protein Binding - Abstract
A new class of affinity labels has been developed for human DNA (cytosine-5) methyltransferases. These oligodeoxynucleotides contain 5-fluorodeoxycytidine at a mispair within the recognition motif of the human enzyme. They were not effectively recognized by bacterial methyltransferases. They can be viewed as analogs of the intermediates transiently produced by methyltransferases during catalysis. Affinity labelling patterns suggest that both the structurally induced activity and the methyl-directed activity of the human enzymes operate by the same mechanism and reside on the same polypeptide chains.
- Published
- 1993
7. Hydrolysis of 2′-deoxypurine nucleosides. The effect of substitution at the C-8 position
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Jean Lhomme, Jean-Luc Décout, and Ali Laayoun
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chemistry.chemical_classification ,Stereochemistry ,Organic Chemistry ,Glycosidic bond ,Cleavage (embryo) ,Biochemistry ,Desoxyribonucleoside ,Sulfone ,Deoxyribonucleoside ,chemistry.chemical_compound ,Hydrolysis ,Reaction rate constant ,chemistry ,Drug Discovery - Abstract
The hydrolytic stability of 2′-deoxypurine nucleosides is decreased by introduction of electron-withdrawing substituents at the C-8 position in the series of compounds 2–8 , 10–14 . The sulfone group causes a 2.9 × 10 4 rate acceleration for glycosidic bond cleavage in compound 14 .
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- 1994
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8. Synthesis of N-acridinyl and N-quinolinyl derivatives of radioprotective amino-thiols
- Author
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Patrice Demonchaux, Ali Laayoun, Jean Lhomme, and Martine Demeunynck
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chemistry.chemical_compound ,chemistry ,Bicyclic molecule ,Cystamine ,Stereochemistry ,Organic Chemistry ,Drug Discovery ,Quinoline ,Acridine ,Nucleophilic substitution ,Molecule ,Bifunctional ,Biochemistry - Abstract
A series of bifunctional molecules in which a heterocycle is linked to an aminothiol chain were synthesized. A new synthesis of N,N′-bis-(3-aminopropyl) cystamine (WR 33278) is described. Reaction of WR 33278 or analogues with the phenoxy derivatives of quinoline or acridine yielded the desired bifunctional molecules.
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- 1989
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9. Synthesis of nucleoside triphosphates that contain an aminooxy function for 'post-amplification labelling'
- Author
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Ali Laayoun, Eric Defrancq, Emmanuelle Trevisiol, Jean Lhomme, P. Cros, Laboratoire d'études dynamiques et structurales de la sélectivité (LEDSS), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), Équipe Ingénierie pour les sciences du vivant (LAAS-ELIA), Laboratoire d'analyse et d'architecture des systèmes (LAAS), Université Toulouse - Jean Jaurès (UT2J)-Université Toulouse 1 Capitole (UT1), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut National des Sciences Appliquées - Toulouse (INSA Toulouse), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse - Jean Jaurès (UT2J)-Université Toulouse 1 Capitole (UT1), Université Fédérale Toulouse Midi-Pyrénées, Département de Chimie Moléculaire - Ingéniérie et Intéractions BioMoléculaires (DCM - I2BM), Département de Chimie Moléculaire (DCM), Université Joseph Fourier - Grenoble 1 (UJF)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Recherche & Development (BIOMéRIEUX), bioMérieux SA, Université Toulouse Capitole (UT Capitole), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut National des Sciences Appliquées - Toulouse (INSA Toulouse), Institut National des Sciences Appliquées (INSA)-Université de Toulouse (UT)-Institut National des Sciences Appliquées (INSA)-Université Toulouse - Jean Jaurès (UT2J), Université de Toulouse (UT)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Université Toulouse Capitole (UT Capitole), and Université de Toulouse (UT)
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chemistry.chemical_classification ,[CHIM.ORGA]Chemical Sciences/Organic chemistry ,Stereochemistry ,Organic Chemistry ,Adenosine ,Uridine ,3. Good health ,chemistry.chemical_compound ,chemistry ,Biochemistry ,Labelling ,medicine ,[CHIM]Chemical Sciences ,T7 RNA polymerase ,Nucleotide ,Physical and Theoretical Chemistry ,Fluorescein ,Nucleoside ,Linker ,medicine.drug - Abstract
Preparation of the uridine and adenosine triphosphates 1 and 2 bearing a linker with a terminal aminooxy group is described. Both 1 and 2 react readily with the aldehydic fluorescein derivative 15. They could each be incorporated into a 330-mer fragment with T7 RNA polymerase.
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