Lipase-Catalyzed Amino Sugar Derivative in Tri-solvent Mixture

M.B. Abdul Rahman; D. Krishnan; Md. Jelas Haron; B.A. Tejo; E. Abdulmalek; A.B. Salleh; M. Basri

doi:10.14233/ajchem.2013.13492

Issue

Vol. 25 No. 6 (2013): Vol 25 Issue 6

Issue Published : December 26, 2012

This work is licensed under a Creative Commons Attribution 4.0 International License.

Lipase-Catalyzed Amino Sugar Derivative in Tri-solvent Mixture

https://doi.org/10.14233/ajchem.2013.13492

M.B. Abdul Rahman

Department of Chemistry, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor Darul Ehsan, Malaysia

D. Krishnan

Department of Chemistry, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor Darul Ehsan, Malaysia

Md. Jelas Haron

Department of Chemistry, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor Darul Ehsan, Malaysia

B.A. Tejo

Department of Chemistry, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor Darul Ehsan, Malaysia

E. Abdulmalek

Department of Chemistry, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor Darul Ehsan, Malaysia

A.B. Salleh

Department of Biochemistry, Faculty of Biotechnology & Biomolecular Sciences, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor Darul Ehsan, Malaysia

M. Basri

Department of Chemistry, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor Darul Ehsan, Malaysia

Corresponding Author(s) : M.B. Abdul Rahman

basya@science.upm.edu.my

Asian Journal of Chemistry, Vol. 25 No. 6 (2013): Vol 25 Issue 6
Article Published : January 8, 2013

Abstract

In this work, a new type of amino sugar derivative tagged as amino sugar similar to N-acetyl-glucosamine, commonly used in medical field as medicine to treat osteoarthritis has been synthesized. This amino sugar derivative produced from glucose and propylamine with the aid of immobilized Candida antarctica (Novozyme 435) lipase, as catalyst. Mixtures of solvent influence the high solubility of sugar and thus increasing the yield. Optimization studies such as time, molar ratio, temperature and enzyme quantity conducted for optimization. Optimized condition yields 73.37 % amino sugar was obtained upon 2 h of reaction, 1:5 molar ratio of substrates, 40 ºC temperature and 17 % enzyme mass.

Keywords

Lipase Glucose Amino sugar Ionic liquid Enzymatic

Abdul Rahman, M., Krishnan, D., Jelas Haron, M., Tejo, B., Abdulmalek, E., Salleh, A., & Basri, M. (2013). Lipase-Catalyzed Amino Sugar Derivative in Tri-solvent Mixture. Asian Journal of Chemistry, 25(6), 3014–3018. https://doi.org/10.14233/ajchem.2013.13492

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References

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T. Watanabe, Food Ing. J. (Japan), 180, 18 (1999).
L. Eggeling, W. Pfefferle and H. Sahm, In eds.: C. Ratledge and B. Kristiansen, Basic Biotechnology, Cambridge University Press, Cambridge, edn. 3, Ch. 14, p. 336 (2006).
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T. Maruyama, S.I. Nagasawa and M. Goto, J. Biosci. Bioeng., 94, 357 (2002).
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Z. Yang and W. Pan, Enzym. Microbiol. Technol., 37, 19 (2005).
G.L. Miller, Anal. Chem., 31, 426 (1959).
J.S. Dordick, Biotechnol. Progr., 8, 259 (1992).
A.A. Klyosov, N. van Viet and I.V. Berezin, Eur. J. Biochem., 59, 3 (1975).
M. Matsumoto, K. Kida and K. Kondo, J. Chem. Technol. Biotechnol., 70, 188 (1997).
H. Zhao and S.V. Malhotra, Aldrichim. Acta, 35, 75 (2002).
A. Houde, A. Kademi and D. Leblanc, Appl. Biochem. Biotechnol., 118, 155 (2004).
E. Charton and A.R. Macrae, Biochim. Biophys. Acta, 1123, 59 (1992).
R. Sheldon, Adv. Synth. Catal., 349, 1289 (2007).
M.B. Abdul Rahman, N. Chaibakhsh, M. Basri, R.N.Z.R.A. Rahman, A.B. Salleh and M.R. Salina, J. Chem. Technol. Biotechnol., 83, 1534 (2008).
J. Sharma, D. Batovska, Y. Kuwamori and Y. Asano, J. Biosci. Bioeng., 100, 662 (2005).
J.L. Kuan, N. Alhindra and J.F. Shaw, J. Agric. Food Chem., 49, 5761 (2001).
C.H. Kwon, J.H. Lee, S.W. Kim and J.W. Kang, J. Microbiol. Biotechnol., 19, 1592 (2009).
S.M. Radzi, M. Basri,A.B. Salleh, R. Mohammad, M.B. Abdul Rahman and R.N.Z.R.A. Rahman, J. Biotechnol., 8, 292 (2005).

References

S. Nakamura, Oleochem., 8, 866 (1997).

T. Watanabe, Food Ing. J. (Japan), 180, 18 (1999).

L. Eggeling, W. Pfefferle and H. Sahm, In eds.: C. Ratledge and B. Kristiansen, Basic Biotechnology, Cambridge University Press, Cambridge, edn. 3, Ch. 14, p. 336 (2006).

J.K. Chen, C.R. Shen and C.H. Liu, Mar. Drugs, 8, 2493 (2010).

T. Maruyama, S.I. Nagasawa and M. Goto, J. Biosci. Bioeng., 94, 357 (2002).

R. Gulati, P. Arya, B. Malhotra, A.K. Prasad, K. Rajendra, Saxena, J. Kumar, A.C. Watterson and V.S. Parmar, Arkivoc, 159 (2003).

M. Ferrer, J. Soliveri, F.J. Plou, N. Lopez-Cortes, D. Reyes-Duarte, M. Christensen, J.L. Copa-Patino and A. Ballesteros, Enzym. Microbiol. Technol., 36, 391 (2005).

L. Cao, U.T. Bornscheuer and R.D. Schmid, J. Mol. Catal. B-Enzym., 6, 279 (1999).

F.J. Plou, M.A. Cruces, M. Ferrer, G. Fuentes, E. Pastor and M. Bernabe, J. Biotechnol., 96, 55 (2002).

K.E. Johnson, What's an Ionic Liquid? The Elec. Soc. Interface, Spring, pp. 38-41 (2007).

Z. Yang and W. Pan, Enzym. Microbiol. Technol., 37, 19 (2005).

G.L. Miller, Anal. Chem., 31, 426 (1959).

J.S. Dordick, Biotechnol. Progr., 8, 259 (1992).

A.A. Klyosov, N. van Viet and I.V. Berezin, Eur. J. Biochem., 59, 3 (1975).

M. Matsumoto, K. Kida and K. Kondo, J. Chem. Technol. Biotechnol., 70, 188 (1997).

H. Zhao and S.V. Malhotra, Aldrichim. Acta, 35, 75 (2002).

A. Houde, A. Kademi and D. Leblanc, Appl. Biochem. Biotechnol., 118, 155 (2004).

E. Charton and A.R. Macrae, Biochim. Biophys. Acta, 1123, 59 (1992).

R. Sheldon, Adv. Synth. Catal., 349, 1289 (2007).

M.B. Abdul Rahman, N. Chaibakhsh, M. Basri, R.N.Z.R.A. Rahman, A.B. Salleh and M.R. Salina, J. Chem. Technol. Biotechnol., 83, 1534 (2008).

J. Sharma, D. Batovska, Y. Kuwamori and Y. Asano, J. Biosci. Bioeng., 100, 662 (2005).

J.L. Kuan, N. Alhindra and J.F. Shaw, J. Agric. Food Chem., 49, 5761 (2001).

C.H. Kwon, J.H. Lee, S.W. Kim and J.W. Kang, J. Microbiol. Biotechnol., 19, 1592 (2009).

S.M. Radzi, M. Basri,A.B. Salleh, R. Mohammad, M.B. Abdul Rahman and R.N.Z.R.A. Rahman, J. Biotechnol., 8, 292 (2005).

Issue

Vol. 25 No. 6 (2013): Vol 25 Issue 6

Lipase-Catalyzed Amino Sugar Derivative in Tri-solvent Mixture

Corresponding Author(s) : M.B. Abdul Rahman

Abstract

Keywords

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