کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1223161 967883 2009 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Production of uremic toxin methylguanidine from creatinine via creatol on activated carbon
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آنالیزی یا شیمی تجزیه
پیش نمایش صفحه اول مقاله
Production of uremic toxin methylguanidine from creatinine via creatol on activated carbon
چکیده انگلیسی
The mixture of creatinine, activated charcoal and water was stirred. As a result the conversion of creatinine into two products was observed. 1H, 13C NMR and HMBC spectra were recorded and the chemical shifts assigned. Two uremic toxins: creatol and N-methylguanidine were identified. To interpret the NMR data obtained, the optimum structure of creatol, which can exist in the forms of seven tautomers, has been calculated using the DFT B3LYP/6-311G(2d,p) method. The influence of the solvent was described by the polarizable continuum model (PCM). The calculated energy of the most energetically stable tautomeric form A is lower by 12.2, 16.9, 33.8, 81.5, 106.3, 130.4 kJ/mol in water than that of the tautomers B-G, respectively, which suggests that the A form of creatol should prevail in solution. In DMSO, the calculated energy of the most energetically stable tautomeric form A is lower than that of both D and B and the remaining tautomeric forms (C, E-G) are less energetically stable. Subsequently, we sought the correlations between the experimental and the calculated chemical shifts of protons and carbons-13 for the forms - A, B (in water) and A, B, D (in DMSO) - of creatol. The population of the A tautomer is predominant in both H2O and DMSO. We have also recorded the spectra of creatol and N-methylguanidine at different pH. Our data are complete enough to be used in the analysis of body fluids.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Pharmaceutical and Biomedical Analysis - Volume 49, Issue 4, 1 May 2009, Pages 945-949
نویسندگان
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