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Angewandte Chemie International Edition, ISSN 1433-7851, 04/2016, Volume 55, Issue 17, pp. 5255 - 5258
The metabolic conversion of nucleoside analogues into their triphosphates often proceeds insufficiently. Rate‐limitations can be at the mono‐, but also at the... 
nucleoside analogues | biological activity | prodrugs | cell uptake | triphosphate | DIPHOSPHATE PRODRUGS | ACTIVATION | PURINE | PHOSPHORYLATION | CHEMISTRY, MULTIDISCIPLINARY | DELIVERY | NUCLEOTIDE | METABOLISM | PRONUCLEOTIDES | Anti-HIV Agents - pharmacology | Polyphosphates - pharmacology | Humans | Nucleosides - pharmacokinetics | Cell Membrane Permeability | Prodrugs - chemistry | HIV - drug effects | Prodrugs - metabolism | Swine | Thymine Nucleotides - metabolism | Nucleosides - pharmacology | Nucleosides - metabolism | Anti-HIV Agents - metabolism | CD4-Positive T-Lymphocytes - virology | Thymine Nucleotides - pharmacology | Cell Line | Nucleosides - chemistry | Esterases - metabolism | Thymine Nucleotides - chemical synthesis | Thymine Nucleotides - chemistry | Polyphosphates - metabolism | Anti-HIV Agents - chemistry | Animals | Prodrugs - pharmacokinetics | Anti-HIV Agents - pharmacokinetics | HIV Infections - drug therapy | Polyphosphates - pharmacokinetics | Prodrugs - pharmacology | Polyphosphates - chemistry | Phosphates | Nucleosides | Enzymes | Metabolites | Liver | Phosphonates | Protease inhibitors | Antiretroviral drugs | Drugs | Prodrugs | Series (mathematics) | Fluorescence | Lymphocytes T | Thymidine | Permeability | Derivatives | Chemical compounds | Conversion | Bearing | Polymerase chain reaction | Chemistry | Esterase | Phosphate | Antiviral activity | Nucleoside analogs
Journal Article
The Journal of Organic Chemistry, ISSN 0022-3263, 09/2006, Volume 71, Issue 20, pp. 7731 - 7740
Journal Article
ACS Chemical Biology, ISSN 1554-8929, 01/2013, Volume 8, Issue 1, pp. 71 - 81
Enzymes achieve their transition states by dynamic conformational searches on the femtosecond to picosecond time scale. Mimics of reactants at enzymatic... 
HUMAN THYMIDINE PHOSPHORYLASE | 5'-METHYLTHIOADENOSINE/S-ADENOSYLHOMOCYSTEINE NUCLEOSIDASE | PURINE NUCLEOSIDE PHOSPHORYLASE | PSEUDOMONAS-AERUGINOSA | BIOCHEMISTRY & MOLECULAR BIOLOGY | ESCHERICHIA-COLI | 5'-METHYLTHIOADENOSINE NUCLEOSIDASE | HIV-1 PROTEASE | ENZYMATIC-REACTION | ADENOSINE DEAMINASE | AMP NUCLEOSIDASE | Enzymes - chemistry | HIV Protease Inhibitors - pharmacology | HIV Protease - drug effects | Models, Biological | Drug Design | Indinavir - pharmacology | Models, Molecular | HIV Protease Inhibitors - chemistry | HIV Protease - chemistry | Kinetics | Indinavir - chemistry | Transition state analysis—the process of measuring intrinsic kinetic isotope effects at sufficient atomic positions to permit reconstruction of a transition state wave function by computational matching of all isotope effects to a quantum chemistry-derived transition state | Dynamic barrier crossing—reactants aligned in the catalytic site by the slow conformational change are subjected to local, fast interactions with catalytic site groups moving on the fsec time scale. When the interactions are optimized by simultaneous chance motion, the barrier to the reaction falls, the transition state is reached and barrier crossing (chemical reaction) can occur | Transition state—the traditional description is a one-dimensional energetic description: the point on the reaction coordinate profile of highest energy relative to substrate | Intrinsic kinetic isotope effects—kinetic isotope effects directly from the chemical step with all obscuring effects removed. Intrinsic kinetic isotope effects report on the bond vibrational status of the labeled reactant atom at the transition state | Transition state analogue—a chemically stable molecule with features of bond lengths, angles and electron density at the van der Waals surface to resemble the actual transition state more closely than it does the reactant. Faithful mimics of enzymatic transition states bind more tightly than substrates by orders of magnitude | Heavy enzyme—enzyme with isotopically substituted atoms to increase the protein mass and thereby decrease the bond vibrational frequency of the protein. Substitution with 2H, 13C and 15N alters mass but not electrostatics according to the Born-Oppenheimer approximation | Transition state structure—a static chemical model of the bond lengths, angles and electron density at the van der Waals surface of the reactant at the instant of the transition state. The transition state structure has a lifetime on the fsec timescale and has equal probability of partitioning to reactant or product | Kinetic isotope effects—the experimentally observed change in reaction rate caused by a specific isotopic substitution in a reactant substrate of the enzyme. Kinetic isotope effects are largest for atoms near the bonds being broken at the transition state but can be partly or fully hidden by kinetic effects obscuring the chemical step | Slow protein conformational changes—enzymes undergo loop, flap and domain motions to bind reactants and release products. These slow conformational changes are necessary steps in an enzymatic catalytic cycle but are too slow to couple to transition state formation
Journal Article
FRONTIERS IN MICROBIOLOGY, ISSN 1664-302X, 05/2019, Volume 10, p. 952
Journal Article
The Journal of Infectious Diseases, ISSN 0022-1899, 10/2007, Volume 196, Issue 8, pp. 1180 - 1190
Journal Article
Journal Article
The Journal of Organic Chemistry, ISSN 0022-3263, 11/2010, Volume 75, Issue 21, pp. 7112 - 7128
Journal Article
Journal of Medicinal Chemistry, ISSN 0022-2623, 12/2010, Volume 53, Issue 24, pp. 8485 - 8497
Journal Article
International Journal of Antimicrobial Agents, ISSN 0924-8579, 08/2018, Volume 52, Issue 2, pp. 201 - 209
Journal Article
Journal of Medicinal Chemistry, ISSN 0022-2623, 12/2012, Volume 55, Issue 24, pp. 10948 - 10957
Journal Article
Bioorganic & Medicinal Chemistry, ISSN 0968-0896, 05/2010, Volume 18, Issue 9, pp. 3261 - 3269
Thirteen 3′-triazolo analogues of AZT were tested on human hTK1 and UpTK of pathogenic mycoplasma Ureaplasma parvum. They are better substrates of UpTK than of... 
Thymidine kinase | Structure function-relationship | Ureaplasma parvum | Microwave | AZT | Mycoplasma | Huisgen reaction | Click-chemistry | Nucleoside analogs | CHEMISTRY, MEDICINAL | AZIDES | CLICK CHEMISTRY | BIOCHEMISTRY & MOLECULAR BIOLOGY | DRUG DISCOVERY | 1,2,3-TRIAZOLE | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | UREALYTICUM | CYCLOADDITION | ANTIBACTERIAL ACTIVITY | CELLULAR DEOXYRIBONUCLEOSIDE KINASES | Triazoles - chemistry | Anti-Infective Agents - pharmacology | Humans | Molecular Sequence Data | Substrate Specificity | Structure-Activity Relationship | Enzyme Inhibitors - chemical synthesis | Thymidine - pharmacology | Ureaplasma - enzymology | Anti-Infective Agents - chemistry | Enzyme Inhibitors - chemistry | Inhibitory Concentration 50 | Triazoles - chemical synthesis | Molecular Structure | Thymidine - chemistry | Zidovudine - chemical synthesis | Amino Acid Sequence | Thymidine - chemical synthesis | Thymidine Kinase - chemistry | Enzyme Inhibitors - pharmacology | Ureaplasma - drug effects | Zidovudine - chemistry | Anti-Infective Agents - chemical synthesis | Triazoles - pharmacology | Sequence Alignment | Thymidine Kinase - metabolism | Analysis | Dimethyl sulfoxide | Muscle proteins | Mass spectrometry | Investigations | High performance liquid chromatography | Adenosine triphosphate | Veterinary Science | Veterinärmedicin | Animal and Dairy Science | Husdjursvetenskap
Journal Article
JOURNAL OF ORGANIC CHEMISTRY, ISSN 0022-3263, 07/2019, Volume 84, Issue 14, pp. 9093 - 9100
The synthesis of 6'S-Me-2'-O,4'-C-ethylene-bridged 5-methyluridine (6'S-Me-ENA-T) was achieved using visible light-mediated stereoselective radical cyclization... 
THYMIDINE | CARBA-ENA | NUCLEOSIDE ANALOGS | POTENCY | DUPLEX-FORMING ABILITY | BRIDGED NUCLEIC-ACID | STABILITY | CHEMISTRY, ORGANIC | CONFORMATION | ANTISENSE OLIGONUCLEOTIDES | LNA
Journal Article