Catalyst usage of micro concentration of Mn(II) for the oxidation of biotin by peroxomonosulphate in aqueous medium: A mechanistic approach

Aftab Aslam Parwaz Khan; Anish Khan; Abdullah M. Asiri; Malik Abdul Rub

Journal of Industrial and Engineering Chemistry, Vol.20, No.5, 3590-3595, September, 2014

DOI10.1016/j.jiec.2013.12.053 Export Citation

Catalyst usage of micro concentration of Mn(II) for the oxidation of biotin by peroxomonosulphate in aqueous medium: A mechanistic approach

Aftab Aslam Parwaz Khan^{1, 2, †}, Anish Khan^{1, 2}, Abdullah M. Asiri^{1, 2}, and Malik Abdul Rub^{1, 2}

¹Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
²Center of Excellence for Advanced Materials Research, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia

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In this paper provides the mechanistic investigation of Mn(II)-catalyzed oxidative of biotin (BTN) has been studied by peroxomonosulphate (PMS) in alkaline medium at 293-308 K with a constant ionic strength. Such studies are much helpful in gaining an insight into the interaction of metal ions through the study of the mechanistic pathway of biotin in redox reactions. The stoichiometry of the reaction is 1:1 in the presence of catalyst. The reaction shows polymerization in the presence of acrylonitrile under the experimental conditions employed. Influence of dielectric constant and ionic strength of the medium on the reaction rate have been done. Manganese peroxide was proposed as the intermediate to explain the experimental observations. Temperature effect is noticeable in all these reactions and activation parameters have been determined. The effect of temperature was evaluated by Arrhenius equation and transition state theory, a mechanism was proposed based on the observation of the experimental results. It involves the formation of an activated complex, which decomposes to give the product. It is identified with the help of FTIR and TLC.

Keywords:Biotin;Catalysis;Oxidation;Kinetic and mechanistic approach

[References]

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[1] Zempleni J, Mock DM, J. Nutr. Biochem., 10, 128 (1999)

[2] Zempleni J, Mock DM, Am. J. Physiol., 275, 382 (1998)

[3] Diamandis EP, Christopoulos TK, Clin. Chem., 37, 625 (1991)

[4] Plinton C, Mahn FP, Hawrylyshyn M, Venturella BZ, Senkowski VS, J. Pharm. Sci., 58, 875 (1969)

[5] Ahmed J, Verma KK, Talanta, 26, 1025 (1979)

[6] Al Hakiem MHH, Landon J, Smith DS, Nargessi RD, Anal. Biochem., 116, 264 (1981)

[7] Halvatzis SA, Potamia MT, Anal. Chim. Acta, 227, 405 (1989)

[8] Sugawara K, Kato R, Shirotori T, Kuramitz H, Tanaka S, J. Electroanal. Chem., 53, 693 (2002)

[9] Chen YW, Chen J, Chen QM, Li HT, Fenxi Ceshi Xuebao, 17, 69 (1998)

[10] Zerzanova A, Zizkovsky V, Kucera R, Klimes J, J. Pharm. Biomed. Anal., 45, 730 (2007)

[11] Li HB, Chen F, J. Sep. Sci., 24, 271 (2001)

[12] Lahely S, Ndaw S, Arella F, Hasselmanna C, Food Chem., 65, 253 (1999)

[13] Yomota C, Ohnishi Y, J. Chromatogr. A, 114, 2231 (2007)

[14] Ruiz TP, Ozano CM, Sanz A, Bravo E, Chromatographia, 58, 757 (2003)

[15] Chang YS, Wu CH, Chang RJ, Shiuan D, J. Biochem. Biophys. Methods, 29, 321 (1994)

[16] Tanaka M, Izumi Y, Yamada H, Agric. Biol. Chem., 51, 2585 (1987)

[17] Thuy LP, Nyhan WL, Clin. Chim. Acta, 21, 217 (1992)

[18] Livaniou E, Nyalala JO, Anagnostouli M, Papageor-giou C, J. Pharm. Biomed. Anal., 21, 875 (1999)

[19] Agiamarnioti K, Triantis T, Papadopoulos K, Scorilas A, J. Photochem. Photobiol. A-Chem., 181, 126 (2006)

[20] Mishra S, Storer MK, Sherwin CMT, Lewis JG, Clin. Chim. Acta, 360, 60 (2005)

[21] Yokoyama T, Kinoshita T, J. Chromatogr., 542, 365 (1991)

[22] Kopeiuch RG, Szumski M, Buszewski B, J. Liq. Chromatogr. Relat. Technol., 26, 195 (2003)

[23] Oser BL, Hawk’s Physiological Chemistry, Tata McGraw-Hill, 1976.

[24] Hofmann K, Melville DB, J. Biol. Chem., 141, 207 (1941)

[25] Ramalingaiah, Jagadeesh RV, Puttaswamy, J. Mol. Catal. A-Chem., 265(1-2), 70 (2007)

[26] Cotton FA, Gaus GPLW, Basic Inorganic Chemistry, Third ed., John Wiley & Sons Inc., New York, 1995p. 600.

[27] Wozniak AL, Wojciech JS, Tetrahedron Lett., 40, 2637 (1999)

[28] Chen MY, Patkar LN, Chen HT, Lin CC, Carbohydr. Res., 338, 1327 (2003)

[29] Mohajer D, Iranpoor N, Rezaeifard A, Tetrahedron Lett., 45, 631 (2004)

[30] Rani SK, Easwaramoorthy D, Bilal IM, Palanichamy M, Appl. Catal. A: Gen., 369(1-2), 1 (2009)

[31] Limburg J, Crabtree RH, Brudvig GW, Inorg. Chim. Acta., 297, 301 (2000)

[32] Bagherzadeh M, Tetrahedron Lett., 44, 8943 (2003)

[33] Richardson DE, Regino CA, Yao H, Johnson JV, Free Radic. Biol. Med., 35, 1538 (2003)

[34] Panigrahi GP, Paichha RC, Int. J. Chem. Kinet., 23, 345 (1990)

[35] Zelechonok Y, Silverman RB, J. Org. Chem., 57, 5787 (1992)

[36] Spiro M, Electrochim. Acta, 24, 313 (1979)

[37] Sundar M, Easwaramoorthy D, Rani SK, Bilal IM, Catal. Commun., 9, 2340 (2008)

[38] Khan AAP, Khan A, Asiri AM, Azum N, Rub MA, J. Tai. Inst. Eng. Chem., http://dx.doi.org/10.1016/j.jtice.2013.04.014 (2013)

[39] Moelwyn-Hughes EA, The Kinetics of Reaction in Solutions, Oxford University Press, London, 1947p. 297.

[40] Ball DL, Edwards JO, J. Am. Chem. Soc., 78, 1125 (1956)

[41] Kozawa, Yeager JF, J. Electrochem. Soc., 115, 1003 (1968)

[42] Khan AAP, Asiri AM, Khan A, Azum N, Rub MA, Rahman MM, Khan SB, Siddiqi KS, Alamry KA, J. Ind. Eng. Chem., 19(2), 595 (2013)

[43] Khan AAP, Asiri AM, Azum N, Rub MA, Khan A, Al-Youbi AO, Ind. Eng. Chem. Res., 51(13), 4819 (2012)