14049-14-0Relevant articles and documents
Synthetic approaches to a challenging and unusual structure—an amino-pyrrolidine guanine core
Rippel, Rafael,Pinheiro, Luís,Lopes, Mónica,Louren?o, Ana,Ferreira, Luísa M.,Branco, Paula S.
, (2020/02/25)
The synthesis of an unreported 2-aminopyrrolidine-1-carboxamidine unit is here described for the first time. This unusual and promising structure was attained through the oxidative decarboxylation of amino acids using the pair of reagents, silver(I)/peroxydisulfate (Ag(I)/S2O82?) followed by intermolecular (in the case of L-proline derivative) and intramolecular trapping (in the case of acyl L-arginine) by N-nucleophiles. The L-proline approach has a broader scope for the synthesis of 2-aminopyrrolidine-1-carboxamidine derivatives, whereas the intramolecular cyclization afforded by the L-acylarginines, when applied, results in higher yields. The former allowed the first synthesis of cernumidine, a natural alkaloid isolated in 2011 from Solanum cernuum Vell, as its racemic form.
Deposition of new thia-containing Schiff-base iron (III) complexes onto carbon nanotube-modified glassy carbon electrodes as a biosensor for electrooxidation and determination of amino acids
Saghatforoush, Lotfali,Hasanzadeh, Mohammad,Shadjou, Nasrin,Khalilzadeh, Balal
experimental part, p. 1051 - 1061 (2011/04/16)
Multiwall carbon nanotubes (MWCNTs) were used as an immobilization matrix to incorporate an Fe (III)-Schiff base complex as an electron-transfer mediator onto a glassy carbon electrode surface. First, the preheated glassy carbon was subjected to abrasive immobilization of MWCNTs by gently rubbing the electrode surface on filter paper supporting the carbon nanotubes. Second, the electrode surface was modified by casting 100 μL of an Fe (III)-complex solution (0.01 M in ACN). The cyclic voltammograms of the modified electrode in an aqueous solution displayed a pair of well-defined, stable and nearly reversible reductive oxidation redox systems with surface confined characteristics. Combinations of unique electronic and electrocatalytic properties of MWCNTs and Fe (III)-Schiff base complexes resulted in a remarkable synergistic augmentation of the response. The electrochemical behavior and stability of the modified electrode in aqueous solutions at pH 1-9 were characterized by cyclic voltammetry. The apparent electron transfer rate constant (Ks) and transfer coefficient (a) were determined by cyclic voltammetry and were approximately 7 s-1 and 0.55, respectively. The modified electrodes showed excellent catalytic activity towards the oxidation of amino acids at an unusually positive potential in acidic solution. They also displayed inherent stability at a wide pH range, fast response time, high sensitivity, low detection limit and had a remarkably positive potential oxidation of amino acids that decreased the effect of interferences in analysis. The linear concentration range, limits of detection (LOD), limits of quantization (LOQ) and relative standard deviation of the proposed sensor for the amino acid detection were 1-55,000, 1.10-13.70, 2.79-27.14 and 1.30-5.11, respectively.
Kinetics and mechanism of oxidation of serine, threonine, arginine, aspartic acid and glutamic acid by N-bromoacetamide in alkaline medium
Reddy, M. Komal,Sribabu, Ch.,Sundaram, E. V.
, p. 61 - 62 (2007/10/02)
The title amino acids are oxidised to the corresponding aldehydes, ammonia and carbon dioxide.The effect of varying , , -> and ionic strength have been studied.The data reveal that the reaction is first order in and fractional order each in and ->.Addition of acetamide does not affect the rate of oxidation.Thermodynamic parameters have been calculated and a suitable mechanism consistent with the experimental results is proposed.
Kinetics and Mechanism of Chloride Ion Catalyzed Oxidation of Arginine by Chloramine-T
Gowda, B. Thimme,Sherigara, B. S.,Mahadevappa, D. S.,Rangappa, K. S.
, p. 932 - 935 (2007/10/02)
Kinetics of chloride ion catalysed oxidation of arginine by chloramine-T has been investigated in perchloric acid medium at 303 K.Due to the participation of different reactive species of the oxidant in the rate-determining steps the kinetics of chloride ion catalysed oxidations are different from those of uncatalysed oxidations.