Norleucine metal complexes: comments on their equilibrium constants data
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Ahmed E. Fazary
Ahmed E. Fazary graduated with a bachelor’s degree majoring in chemistry in 2000, and a master’s degree majoring in analytical chemistry in 2004 from Cairo University. He received his PhD in applied chemistry in 2009 from National Taiwan University of Science and Technology, Taipei, Taiwan. Dr. Fazary has thus far published more than 50 SCI publications, 2 books, and supervised 17 undergraduates, 6 master’s, and 3 PhD students, and has contributed more than 30 invited lectures and conference presentations. He was also a principal investigator for seven research projects, and co-investigator for five research projects. Dr. Fazary was an editorial board member and technical editor in some ISI journals. Dr. Fazary has been an active member of the American Chemical Society as well, especially with the Inorganic Chemistry Division. He has also been a member of the Egyptian Syndicate of Scientific Professions from 2001 up to now. His research interests include bioinorganic chemistry, protein chemistry, and natural product chemistry.
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Mutasem Z. Bani-Fwaz
Mutasem Z. Bani-Fwaz graduated with a bachelor’s degree majoring in chemistry in 1991, and a master’s degree majoring in physical organometallic chemistry in 1995 from Yarmouk University, Jordan. He received his PhD in inorganic and organometallic chemistry in 2008 from Stuttgart University, Stuttgart, Germany. Dr. Bani-Fwaz has thus far published around 10 SCI publications, 1 book, supervised 12 undergraduates, 1 master’s, and has contributed over 10 invited lectures and conference presentations; thus far, he has deposited 15 X-ray structures through the Cambridge Crystallographic Data Centre (CCDC). He was also a principal investigator for one research project, and co-investigator for two research projects. Dr. Bani-Fwaz has served as a reviewer member in some ISI journals. Dr. Bani-Fwaz was also a member of the Jordan Chemical Society, especially with the Inorganic Chemistry. His research interests include inorganic and organometallic chemistry, physical inorganic chemistry, bioinorganic chemistry, phosphorus, and arsine chemistry.
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Khaled F. Fawy
Khaled F. Fawy graduated with a bachelor’s degree majoring in chemistry in 1992, and a master’s degree majoring in analytical chemistry in 2000 from Ain Shams University. He received his PhD in analytical chemistry in 2012 from Ain Shams University, Cairo, Egypt. Dr. Fawy has published more than 21 SCI publications, participated in 10 research projects “funded by KACST and King Khalid University” as a coinvestigators.
Taher Sahlabji graduated with a bachelor’s degree majoring in applied chemistry in 1999, and a master’s degree majoring in analytical chemistry in 2003 from Aleppo University. He received his PhD in analytical chemistry in 2008 from Braunschweig University of Technology, Germany. Dr. Sahlabji has more than 10 years of experience as an analytical development scientist in many research institutes and several international pharmaceutical companies. Dr. Sahlabji published some SCI publications, and has been an active member in the German Chemical Society, especially with the Analytical Chemistry Division. His research interest includes developing and optimizing analytical methods, analytical method validation, analysis of pharmaceutical and biopharmaceutical compounds using chromatographic and mass spectroscopic techniques, and environmental monitoring and assessment.
Nasser S. Awwad received his MSc in inorganic and radiochemistry in 1997 from Benha University, his PhD in inorganic and radiochemistry in 2000 from Ain Shams University and postdoctor at Sandia National Labs, New Mexico, USA in 2004. Nasser Awwad was Associate Professor of Radiochemistry in 2006 and Professor of Inorganic and Radiochemistry in 2011 at the Egyptian Atomic Energy Authority. He has been a professor at King Khalid University, Abha, Kingdom of Saudi Arabia from 2011 up to now. He has published two book chapters and 54 papers in ISI journals. He has supervised 4 PhD and 16 MSc in the fields of radioactive and wastewater treatment. He has participated in 25 international conferences in South Korea, USA, Lebanon, KSA, and Egypt. He has also participated in six projects.
Hisham S.M. Abd-Rabboh received his BSc in major chemistry from Ain Shams University, Cairo, Egypt in 1994, and a MSc in analytical chemistry from Ain Shams University, Cairo, Egypt in 1999. After a 2-year on-leave program at the University of Michigan, Ann Arbor, MI, he finished his PhD in analytical chemistry in 2005 at Ain Shams University, Cairo, Egypt. Dr. Abd-Rabboh has supervised 5 MSc analytical chemistry students, published 16 peer-reviewed research papers, and contributed to 9 chemistry conferences. He has participated in five government-funded projects: one as a principal investigator and four as a co-investigator. Dr. Abd-Rabboh is a recognized reviewer at Talanta and RSC Advances periodicals. His research interests include chemical sensors, environmental analysis, and bioanalytical and bioinorganic chemistry.
Abstract
This discussion article summarizes all protonation and stability constants data found in the literature for nonprotein l-norleucine amino acid and its metal complexes. The results of approximately 18 published articles discussing the protonation and complexation equilibria of l-norleucine using different techniques and software were presented to comprehend the data on the grounds of modern aspects of l-norleucine complex chemistry.
About the authors
Ahmed E. Fazary graduated with a bachelor’s degree majoring in chemistry in 2000, and a master’s degree majoring in analytical chemistry in 2004 from Cairo University. He received his PhD in applied chemistry in 2009 from National Taiwan University of Science and Technology, Taipei, Taiwan. Dr. Fazary has thus far published more than 50 SCI publications, 2 books, and supervised 17 undergraduates, 6 master’s, and 3 PhD students, and has contributed more than 30 invited lectures and conference presentations. He was also a principal investigator for seven research projects, and co-investigator for five research projects. Dr. Fazary was an editorial board member and technical editor in some ISI journals. Dr. Fazary has been an active member of the American Chemical Society as well, especially with the Inorganic Chemistry Division. He has also been a member of the Egyptian Syndicate of Scientific Professions from 2001 up to now. His research interests include bioinorganic chemistry, protein chemistry, and natural product chemistry.
Mutasem Z. Bani-Fwaz graduated with a bachelor’s degree majoring in chemistry in 1991, and a master’s degree majoring in physical organometallic chemistry in 1995 from Yarmouk University, Jordan. He received his PhD in inorganic and organometallic chemistry in 2008 from Stuttgart University, Stuttgart, Germany. Dr. Bani-Fwaz has thus far published around 10 SCI publications, 1 book, supervised 12 undergraduates, 1 master’s, and has contributed over 10 invited lectures and conference presentations; thus far, he has deposited 15 X-ray structures through the Cambridge Crystallographic Data Centre (CCDC). He was also a principal investigator for one research project, and co-investigator for two research projects. Dr. Bani-Fwaz has served as a reviewer member in some ISI journals. Dr. Bani-Fwaz was also a member of the Jordan Chemical Society, especially with the Inorganic Chemistry. His research interests include inorganic and organometallic chemistry, physical inorganic chemistry, bioinorganic chemistry, phosphorus, and arsine chemistry.
Khaled F. Fawy graduated with a bachelor’s degree majoring in chemistry in 1992, and a master’s degree majoring in analytical chemistry in 2000 from Ain Shams University. He received his PhD in analytical chemistry in 2012 from Ain Shams University, Cairo, Egypt. Dr. Fawy has published more than 21 SCI publications, participated in 10 research projects “funded by KACST and King Khalid University” as a coinvestigators.
Taher Sahlabji graduated with a bachelor’s degree majoring in applied chemistry in 1999, and a master’s degree majoring in analytical chemistry in 2003 from Aleppo University. He received his PhD in analytical chemistry in 2008 from Braunschweig University of Technology, Germany. Dr. Sahlabji has more than 10 years of experience as an analytical development scientist in many research institutes and several international pharmaceutical companies. Dr. Sahlabji published some SCI publications, and has been an active member in the German Chemical Society, especially with the Analytical Chemistry Division. His research interest includes developing and optimizing analytical methods, analytical method validation, analysis of pharmaceutical and biopharmaceutical compounds using chromatographic and mass spectroscopic techniques, and environmental monitoring and assessment.
Nasser S. Awwad received his MSc in inorganic and radiochemistry in 1997 from Benha University, his PhD in inorganic and radiochemistry in 2000 from Ain Shams University and postdoctor at Sandia National Labs, New Mexico, USA in 2004. Nasser Awwad was Associate Professor of Radiochemistry in 2006 and Professor of Inorganic and Radiochemistry in 2011 at the Egyptian Atomic Energy Authority. He has been a professor at King Khalid University, Abha, Kingdom of Saudi Arabia from 2011 up to now. He has published two book chapters and 54 papers in ISI journals. He has supervised 4 PhD and 16 MSc in the fields of radioactive and wastewater treatment. He has participated in 25 international conferences in South Korea, USA, Lebanon, KSA, and Egypt. He has also participated in six projects.
Hisham S.M. Abd-Rabboh received his BSc in major chemistry from Ain Shams University, Cairo, Egypt in 1994, and a MSc in analytical chemistry from Ain Shams University, Cairo, Egypt in 1999. After a 2-year on-leave program at the University of Michigan, Ann Arbor, MI, he finished his PhD in analytical chemistry in 2005 at Ain Shams University, Cairo, Egypt. Dr. Abd-Rabboh has supervised 5 MSc analytical chemistry students, published 16 peer-reviewed research papers, and contributed to 9 chemistry conferences. He has participated in five government-funded projects: one as a principal investigator and four as a co-investigator. Dr. Abd-Rabboh is a recognized reviewer at Talanta and RSC Advances periodicals. His research interests include chemical sensors, environmental analysis, and bioanalytical and bioinorganic chemistry.
Acknowledgment
The authors extend their appreciation to the Deanship of Scientific Research at King Khalid University, Abha, Saudi Arabia for funding this work through General Research Project under grant number G.R.P-16-38 (Bioinorganic Chemistry Research Group).
References
Albert, A. Quantitative studies of the avidity of naturally occuring substances for trace metals. I. Amino acids having only two ionizing groups. Biochem. J.1950, 47, 531–538.10.1042/bj0470531Suche in Google Scholar PubMed PubMed Central
Appleby, C. A.; Wittenberg, B. A.; Wiitenberg, J. B. Nicotinic acid as a ligand affecting leghemoglobin structure and oxygen reactivity. Proc. Natl. Acad. Sci. USA1973, 70, 564–568.10.1073/pnas.70.2.564Suche in Google Scholar PubMed PubMed Central
Bell, E. A.; Watson, A. A.; Nash, R. J. Non-protein amino acids: a review of the biosynthesis and taxonomic significance. Nat. Prod. Commun.2008, 3, 93–110.10.1177/1934578X0800300117Suche in Google Scholar
Fazary, A. E.; Mohamed, A. F.; Lebedeva, N. S. Protonation equilibria studies of the standard α-amino acids in NaNO3 solutions in water and in mixtures of water and dioxane. J. Chem. Thermodyn.2006, 38, 1467–1473.10.1016/j.jct.2006.01.003Suche in Google Scholar
Fazary, A. E.; Hernowo, E.; Angkawijaya, A. E.; Chou, T.-C., Lin, C. H.; Taha, M.; Ju, Y.-H. Complex formation between ferric(III), chromium(III), and cupric(II) metal ions and (O,N) and (O,O) donor ligands with biological relevance in aqueous solution. J. Solution Chem. 2011, 40, 1965–1986.10.1007/s10953-011-9768-1Suche in Google Scholar
Hernowo, E.; Angkawijaya, A. E.; Fazary, A. E.; Ismadji, S.; Ju, Y.-H. Complex stability and molecular structure studies of divalent metal ion with l-norleucine and vitamin B3. J. Chem. Eng. Data2011, 56, 4549–4555.10.1021/je200819rSuche in Google Scholar
Hong, C. P.; Kim, D. W.; Choi, K. Y.; Kim, C. T.; Choi, Y. G. Stability constants of first-row transition metal and trivalent lanthanide metal ion complexes with macrocyclic tetraazatetraacetic and tetraazatetramethylacetic acids. Bull. Korean Chem. Soc. 1999, 20, 297–300.Suche in Google Scholar
Irving, H. M.; Rossotti, H. S. Methods for computing successive stability constants from experimental formation curves. J. Chem. Soc.1953, 0, 3397–3405.10.1039/jr9530003397Suche in Google Scholar
Irving, H. M.; Rossotti, H. S. The calculation of formation curves of metal complexes from pH titration curves in mixed solvents. J. Chem. Soc.1954, 0, 2904–2910.10.1039/jr9540002904Suche in Google Scholar
Irving, H.; Williams, R. J. P. The stability of transition-metal complexes. J. Chem. Soc. 1953, 0, 3192–3210.10.1039/jr9530003192Suche in Google Scholar
Malik, G. S.; Singh, S. P.; Tandon, J. P. Mixed ligand complexes involving ligands of biological importance [Cu (II)-1,10-phenanthroline or 2,2′-bipyridyl-α-amino acids]. Monatsh Chem.1979, 110, 149–155.10.1007/BF00903758Suche in Google Scholar
McAuliffe, C. A.; Quagliano, J. V.; Vallarino, L. M. Metal complexes of the amino acid DL-methionine. Inorg. Chem.1966, 5, 1996–2003.10.1021/ic50045a034Suche in Google Scholar
McSweeney, C. S.; Blackall, L. L.; Collins, E.; Conlan, L. L.; Webb, R. I.; Denman, S. E.; Krause, D. O. Enrichment, isolation and characterisation of ruminal bacteria that degrade non-protein amino acids from the tropical legume Acacia angustissima. J. Anim. Feed Sci. Technol.2005, 121, 191–204.10.1016/j.anifeedsci.2005.02.018Suche in Google Scholar
Milicevic, A.; Raos, N. Estimation of stability constants with connectivity index: development of bivariate and multivariate linear models for copper(II) chelates with oligopeptides. Croat. Chem. Acta2009, 82, 663–639.Suche in Google Scholar
Milicevic, A.; Raos, N. Estimation of stability constants of cadmium(II) bis-complexes with amino acids by model based on 3xυ connectivity index. Acta Chim. Sloven.2010, 57, 866–871.Suche in Google Scholar
Okada, H.; Yamamoto, K.; Tsutano, S.; Nakamura, S. A new group of antibiotics, hydroxamic acid antimicotic antibiotics. J. Antibiot.1988, 7, 869–874.10.7164/antibiotics.41.869Suche in Google Scholar
Pearson, R. J. Hard and soft acids and bases. J. Am. Chem. Soc. 1963, 85, 3533–3539.10.1021/ja00905a001Suche in Google Scholar
Peng, H.; Revell, D.; McSweeney, C. S.; Brooker, J. D. Effects of different non-protein amino acids on in vitro dry matter digestibility of Lucerne chaff. J. Anim. Feed Sci. Technol.2005, 121, 134–146.10.1016/j.anifeedsci.2005.02.014Suche in Google Scholar
Perkins, D. J. A study of the effect of amino acid structure on the stabilities of the complexes formed with metals of group II of the periodic classification. Biochem. J.1953, 55, 649–652.10.1042/bj0550649Suche in Google Scholar PubMed
Reddy, P. R.; Venkatadri, E. Influence of non-coordinated aliphatic side chains of amino acids on the hydrophobic interactions involving purine nucleotide complexes. Chem. Sci.1998, 110, 97–106.10.1007/BF02871146Suche in Google Scholar
Sabatini, A.; Vacca, A. Investigation of equilibria in solution. Determination of equilibrium constants with the HYPERQUAD suite of programs. Talanta1996, 43, 1739–1753.10.1016/0039-9140(96)01958-3Suche in Google Scholar PubMed
Sarpotdar, P. P.; Gaskill, J. L.; Giannini, R. P.; Daniels, C. R. l-Amino acids as transdermal penetratin enhancers. In United States Patent. 1988, United States.Suche in Google Scholar
Saxena, D. R. S.; Dhawan, D. S. K. Polarographic study of the reduction of cadmium(II) and lead(II) in dl-norleucine media. J. Prakt. Chem.1984, 326, 845–847.10.1002/prac.19843260519Suche in Google Scholar
Skulachev, V. P. New data on biochemical mechanism of programmed senescence of organisms and antioxidant defense of mitochondria. Biochemistry (Mosc)2009, 74, 1715–1722.10.1134/S0006297909120165Suche in Google Scholar
Sovago, I.; Kiss, T.; Gergely, A. Critical survey of the stability constant of complexes of aliphatic amino acids. Pure Appl. Chem.1993, 65, 1029–1080.10.1351/pac199365051029Suche in Google Scholar
Tews, J. K.; Harper, A. E. Tissue amino acids in rats fed norleucine, norvaline, homoarginine or other amino acid analogues. J. Nutr.1986, 116, 1464–1472.10.1093/jn/116.8.1464Suche in Google Scholar PubMed
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