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MARTIN AVALOS

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Papers by MARTIN AVALOS

Research paper thumbnail of Alcohol esterification reactions and mechanisms of snake venom 5'-nucleotide phosphodiesterase

European Journal of Biochemistry, 1993

Research paper thumbnail of Methanol esterification reactions catalyzed by snake venom and bovine intestinal 5'-nucleotide phosphodiesterases. Formation of nucleoside 5'-monophosphate methyl esters from guanosine 5'-triphosphate and other nucleoside 5'-polyphosphates

European Journal of Biochemistry, 1991

SVP from Crotalus durissus was purchased from Boehringer as a solution in 50% (by vol.) glycerol.... more SVP from Crotalus durissus was purchased from Boehringer as a solution in 50% (by vol.) glycerol. BIMP was purchased from Sigma, as an ammonium sulfate suspension. Commercial BIMP was further purified in small portions: 10-p1 aliquots were diluted in 2.5 ml 20 mM Tris pH 8.4, and desalted in a Sephadex G-25 column equilibrated in the same buffer. The desalted BIMP was chromatographed in an AMP

Research paper thumbnail of A quantitative structure–reactivity relationship in decarboxylative Claisen rearrangement reactions of allylic tosylmalonate esters

Chemical Communications, 2008

All reactions were performed under nitrogen unless otherwise stated. Melting points were determin... more All reactions were performed under nitrogen unless otherwise stated. Melting points were determined using Stuart Scientific SMP1 melting point apparatus and are uncorrected. Infrared spectra were recorded on Mattson 5000 FTIR and Perkin-Elmer Spectrum RX FT-IR System spectrometers. Proton nuclear magnetic resonance (1 H NMR), carbon nuclear magnetic resonance (13 C NMR) and fluorine magnetic resonance (19 F NMR) spectra were recorded in CDCl 3 unless otherwise stated on Bruker AV-400 or Bruker DRX-400 spectrometer. Chemical shifts are in parts per million (ppm) and are referenced relative to the residual proton-containing solvent (1 H-NMR: 7.26 ppm for CDCl 3 ; 13 C-NMR: 77.0 ppm for CDCl 3). For 19 F-NMR spectra hexafluorobenzene (-162.9 PPM) was used as an internal standard. Mass spectra (CI) were recorded using Micromass AutoSpec-Q or Micromass Platform II instruments. Elemental analyses were performed at the microanalytical laboratories of the London Metropolitan University. Analytical thin layer chromatography (TLC) was performed on precoated aluminium-backed Merck Kieselgel 60 F 254 plates. Visualisation was effected with ultraviolet light, potassium permanganate or vanillin as appropriate. Flash column chromatography was performed using BDH (40-63 μm) silica gel unless otherwise stated. Standard solvents were distilled under nitrogen prior to use: Et 2 O from sodium-benzophenone ketyl, CH 2 Cl 2 from CaH 2 , DMSO under reduced pressure from CaH 2 , MeOH from magnesium and toluene from sodium. All other solvents were reagent grade. Petrol refers to petroleum ether of the fraction bp 40-60 °C. BSA was purchased from Alfa Aesar Lancaster and distilled prior to use. Potassium acetate was oven-dried at 120 °C for several days prior to use. Microwave-assisted reactions were performed in a Biotage initiator instrument.

Research paper thumbnail of Stepwise Formation of 1,3-Diazolium-4-thiolates by Münchnone Cycloadditions: Promising Candidates for Nonlinear Optics

The Journal of Organic Chemistry, 2014

An improved preparation of mesoionic heterocycles 1,3-diazolium-4-thiolates by [3 + 2] cycloaddit... more An improved preparation of mesoionic heterocycles 1,3-diazolium-4-thiolates by [3 + 2] cycloadditions of münchnones with aryl isothiocyanates is reported. The process takes place with high or complete regioselectivity, and fast and clean transformations are observed under microwave heating in DMF. DFT calculations support that this cycloaddition proceeds preferably through a stepwise mechanism. Given the pattern substitution around the mesoionic ring resulting in a push-pull system, theoretical estimations predict large hyperpolarizabilities in some cases, which is typical of molecules exhibiting nonlinear optical responses.

Research paper thumbnail of Alcohol esterification reactions and mechanisms of snake venom 5'-nucleotide phosphodiesterase

European Journal of Biochemistry, 1993

Research paper thumbnail of Methanol esterification reactions catalyzed by snake venom and bovine intestinal 5'-nucleotide phosphodiesterases. Formation of nucleoside 5'-monophosphate methyl esters from guanosine 5'-triphosphate and other nucleoside 5'-polyphosphates

European Journal of Biochemistry, 1991

SVP from Crotalus durissus was purchased from Boehringer as a solution in 50% (by vol.) glycerol.... more SVP from Crotalus durissus was purchased from Boehringer as a solution in 50% (by vol.) glycerol. BIMP was purchased from Sigma, as an ammonium sulfate suspension. Commercial BIMP was further purified in small portions: 10-p1 aliquots were diluted in 2.5 ml 20 mM Tris pH 8.4, and desalted in a Sephadex G-25 column equilibrated in the same buffer. The desalted BIMP was chromatographed in an AMP

Research paper thumbnail of A quantitative structure–reactivity relationship in decarboxylative Claisen rearrangement reactions of allylic tosylmalonate esters

Chemical Communications, 2008

All reactions were performed under nitrogen unless otherwise stated. Melting points were determin... more All reactions were performed under nitrogen unless otherwise stated. Melting points were determined using Stuart Scientific SMP1 melting point apparatus and are uncorrected. Infrared spectra were recorded on Mattson 5000 FTIR and Perkin-Elmer Spectrum RX FT-IR System spectrometers. Proton nuclear magnetic resonance (1 H NMR), carbon nuclear magnetic resonance (13 C NMR) and fluorine magnetic resonance (19 F NMR) spectra were recorded in CDCl 3 unless otherwise stated on Bruker AV-400 or Bruker DRX-400 spectrometer. Chemical shifts are in parts per million (ppm) and are referenced relative to the residual proton-containing solvent (1 H-NMR: 7.26 ppm for CDCl 3 ; 13 C-NMR: 77.0 ppm for CDCl 3). For 19 F-NMR spectra hexafluorobenzene (-162.9 PPM) was used as an internal standard. Mass spectra (CI) were recorded using Micromass AutoSpec-Q or Micromass Platform II instruments. Elemental analyses were performed at the microanalytical laboratories of the London Metropolitan University. Analytical thin layer chromatography (TLC) was performed on precoated aluminium-backed Merck Kieselgel 60 F 254 plates. Visualisation was effected with ultraviolet light, potassium permanganate or vanillin as appropriate. Flash column chromatography was performed using BDH (40-63 μm) silica gel unless otherwise stated. Standard solvents were distilled under nitrogen prior to use: Et 2 O from sodium-benzophenone ketyl, CH 2 Cl 2 from CaH 2 , DMSO under reduced pressure from CaH 2 , MeOH from magnesium and toluene from sodium. All other solvents were reagent grade. Petrol refers to petroleum ether of the fraction bp 40-60 °C. BSA was purchased from Alfa Aesar Lancaster and distilled prior to use. Potassium acetate was oven-dried at 120 °C for several days prior to use. Microwave-assisted reactions were performed in a Biotage initiator instrument.

Research paper thumbnail of Stepwise Formation of 1,3-Diazolium-4-thiolates by Münchnone Cycloadditions: Promising Candidates for Nonlinear Optics

The Journal of Organic Chemistry, 2014

An improved preparation of mesoionic heterocycles 1,3-diazolium-4-thiolates by [3 + 2] cycloaddit... more An improved preparation of mesoionic heterocycles 1,3-diazolium-4-thiolates by [3 + 2] cycloadditions of münchnones with aryl isothiocyanates is reported. The process takes place with high or complete regioselectivity, and fast and clean transformations are observed under microwave heating in DMF. DFT calculations support that this cycloaddition proceeds preferably through a stepwise mechanism. Given the pattern substitution around the mesoionic ring resulting in a push-pull system, theoretical estimations predict large hyperpolarizabilities in some cases, which is typical of molecules exhibiting nonlinear optical responses.

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