Skip to main content
Top
Published in: Cellulose 4/2014

01-08-2014 | Original Paper

Enzymatic phosphorylation of cellulose nanofibers to new highly-ions adsorbing, flame-retardant and hydroxyapatite-growth induced natural nanoparticles

Authors: Mojca Božič, Peng Liu, Aji P. Mathew, Vanja Kokol

Published in: Cellulose | Issue 4/2014

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

This study confirms the enzyme-mediated phosphorylation of cellulose nanofibers (CNF) by using hexokinase and adenosine-5′-triphosphate in the presence of Mg-ions, resulting in a phosphate group’s creation predominantly at C-6-O positioned hydroxyl groups of cellulose monomer rings. A proof-of-concept is provided using 12C CPMAS, 31P MAS nuclear magnetic resonance, attenuated total reflectance-Fourier transform infrared spectroscopy and X-ray photoelectron spectroscopy (XPS) analyzing methods. The degree of substitution (DS) is determined by elemental analysis and compared to DS estimated by XPS analysis. From the thermal degradation measurements using thermo-gravimetric analysis, the C-6-O phosphorylation was found to noticeably prevent the CNF derivatives from weight loss in the pyrolysis process, thus, providing them flame-resistance functionality. Furthermore, phosphorylation significantly enhanced adsorption capacity of Fe3+ ions making them interesting for fabrication of biobased filters and membranes. Finally, the biomimetic growth of Ca–P crystals (hydroxyapatite) in simulated body fluid was characterized by scanning electron microscopy and energy dispersive X-ray, showing potential application as biomedical materials.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Literature
go back to reference Amaral F, Granja PL, Barbosa MA (2005) Chemical modification of chitosan by phosphorylation: an XPS, FT-IR and SEM study. J Biomater Sci Polym Ed 16:1575–1593CrossRef Amaral F, Granja PL, Barbosa MA (2005) Chemical modification of chitosan by phosphorylation: an XPS, FT-IR and SEM study. J Biomater Sci Polym Ed 16:1575–1593CrossRef
go back to reference Antonov L (2014) Tautomerism, methods and theories. Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Antonov L (2014) Tautomerism, methods and theories. Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
go back to reference Aoki D, Nishio Y (2010) Phosphorylated cellulose propionate derivatives as thermoplastic flame resistant/retardant materials: influence of regioselective phosphorylation on their thermal degradation behaviour. Cellulose 17:963–976CrossRef Aoki D, Nishio Y (2010) Phosphorylated cellulose propionate derivatives as thermoplastic flame resistant/retardant materials: influence of regioselective phosphorylation on their thermal degradation behaviour. Cellulose 17:963–976CrossRef
go back to reference Bachelard HS (1971) Allosteric activation of brain hexokinase by magnesium ions and by magnesium ion–adenosine triphosphate complex. Biochem J 125:249–254 Bachelard HS (1971) Allosteric activation of brain hexokinase by magnesium ions and by magnesium ion–adenosine triphosphate complex. Biochem J 125:249–254
go back to reference Bourbigot S, Le Bras M, Gengembre L, Delobel R (1994) XPS study of an intumescent coating application to the ammonium polyphosphate/pentaerythritol fire-retardant system. Appl Surf Sci 81:299–307CrossRef Bourbigot S, Le Bras M, Gengembre L, Delobel R (1994) XPS study of an intumescent coating application to the ammonium polyphosphate/pentaerythritol fire-retardant system. Appl Surf Sci 81:299–307CrossRef
go back to reference Cade-Menun BJ (2005) Characterizing phosphorus in environmental and agricultural samples by 31P nuclear magnetic resonance spectroscopy. Talanta 66:359–371CrossRef Cade-Menun BJ (2005) Characterizing phosphorus in environmental and agricultural samples by 31P nuclear magnetic resonance spectroscopy. Talanta 66:359–371CrossRef
go back to reference Ciolacu D, Kovac J, Kokol K (2010) The effect of the cellulose-binding domain from Clostridium cellulovorans on the supramolecular structure of cellulose fibers. Carbohydr Res 345:621–630 CrossRef Ciolacu D, Kovac J, Kokol K (2010) The effect of the cellulose-binding domain from Clostridium cellulovorans on the supramolecular structure of cellulose fibers. Carbohydr Res 345:621–630 CrossRef
go back to reference Coleman RJ, Lawrie G, Lambert LK, Whittaker M, Jack KS, Grøndahl L (2011) Phosphorylation of alginate: synthesis, characterization, and evaluation of in vitro mineralization capacity. Biomacromolecules 12:889–897CrossRef Coleman RJ, Lawrie G, Lambert LK, Whittaker M, Jack KS, Grøndahl L (2011) Phosphorylation of alginate: synthesis, characterization, and evaluation of in vitro mineralization capacity. Biomacromolecules 12:889–897CrossRef
go back to reference Garcia-Ubasart J, Vidal T, Torres AL, Rojas OJ (2013) Laccase-mediated coupling of nonpolar chains for the hydrophobization of lignocellulose. Biomacromolecules 14:1637–1644CrossRef Garcia-Ubasart J, Vidal T, Torres AL, Rojas OJ (2013) Laccase-mediated coupling of nonpolar chains for the hydrophobization of lignocellulose. Biomacromolecules 14:1637–1644CrossRef
go back to reference Gérard C, Fontaine G, Bourbigot S (2010) New trends in reaction and resistance to fire of fire-retardant epoxies. Materials 3:4476–4499CrossRef Gérard C, Fontaine G, Bourbigot S (2010) New trends in reaction and resistance to fire of fire-retardant epoxies. Materials 3:4476–4499CrossRef
go back to reference Gospodinova N, Grelard A, Jeannin M, Chitanu GC, Carpov A, Thiéry V, Besson T (2002) Efficient solvent-free microwave phosphorylation of microcrystalline cellulose. Green Chem 4:220–222CrossRef Gospodinova N, Grelard A, Jeannin M, Chitanu GC, Carpov A, Thiéry V, Besson T (2002) Efficient solvent-free microwave phosphorylation of microcrystalline cellulose. Green Chem 4:220–222CrossRef
go back to reference Granja PL, Pouysegu L, Deffieux D, Daude G, De Jeso B, Labrugere C, Baquey C, Barbosa MAJ (2001) Cellulose phosphates as biomaterials. II. Surface chemical modification of regenerated cellulose hydrogels. Appl Polym Sci 82:3354–3365CrossRef Granja PL, Pouysegu L, Deffieux D, Daude G, De Jeso B, Labrugere C, Baquey C, Barbosa MAJ (2001) Cellulose phosphates as biomaterials. II. Surface chemical modification of regenerated cellulose hydrogels. Appl Polym Sci 82:3354–3365CrossRef
go back to reference Halonen H, Larsson PT, Iversen T (2013) Mercerized cellulose biocomposites: a study of influence of mercerization on cellulose supramolecular structure, water retention value and tensile properties. Cellulose 20:57–65CrossRef Halonen H, Larsson PT, Iversen T (2013) Mercerized cellulose biocomposites: a study of influence of mercerization on cellulose supramolecular structure, water retention value and tensile properties. Cellulose 20:57–65CrossRef
go back to reference Heinze T, Liebert T, Heublein B, Hornig S (2006) Functional polymers base on dextran. Adv Polym Sci 205:199–291CrossRef Heinze T, Liebert T, Heublein B, Hornig S (2006) Functional polymers base on dextran. Adv Polym Sci 205:199–291CrossRef
go back to reference Hutchens SA, Benson RS, Evans BR, O’eill HM, Rawn CJ (2006) Biomimetic synthesis of calcium-deficient hydroxyapatite in a natural hydrogel. Biomaterials 27:4661–4670CrossRef Hutchens SA, Benson RS, Evans BR, O’eill HM, Rawn CJ (2006) Biomimetic synthesis of calcium-deficient hydroxyapatite in a natural hydrogel. Biomaterials 27:4661–4670CrossRef
go back to reference Jonoobi M, Mathew AP, Oksman K (2012) Producing low-cost cellulosenanofiber from sludge as new source of raw materials. Ind Crop Prod 40:232–238CrossRef Jonoobi M, Mathew AP, Oksman K (2012) Producing low-cost cellulosenanofiber from sludge as new source of raw materials. Ind Crop Prod 40:232–238CrossRef
go back to reference Li K, Wang J, Liu X, Xiong X, Liu H (2012) Biomimetic growth of hydroxyapatite on phosphorylated electrospun cellulose nanofaibers. Carbohydr Polym 90:1573–1581CrossRef Li K, Wang J, Liu X, Xiong X, Liu H (2012) Biomimetic growth of hydroxyapatite on phosphorylated electrospun cellulose nanofaibers. Carbohydr Polym 90:1573–1581CrossRef
go back to reference Li Q, McGinnis S, Sydnor C, Wong A, Renneckar S (2013) Nanocellulose life cycle assessment. ACS Sustain Chem Eng 1:919–928CrossRef Li Q, McGinnis S, Sydnor C, Wong A, Renneckar S (2013) Nanocellulose life cycle assessment. ACS Sustain Chem Eng 1:919–928CrossRef
go back to reference Ma J, Sahai Y (2013) Chitosan biopolymer for fuel cell applications. Carbohydr Polym 92:955–975CrossRef Ma J, Sahai Y (2013) Chitosan biopolymer for fuel cell applications. Carbohydr Polym 92:955–975CrossRef
go back to reference Morrision JF, Heyde E (1972) Enzymatic phosphoryl group transfer. Annu Rev Biochem 41:29–54CrossRef Morrision JF, Heyde E (1972) Enzymatic phosphoryl group transfer. Annu Rev Biochem 41:29–54CrossRef
go back to reference Mucalo MR, Kato K, Yokogawa Y (2009) Phosphorylated, cellulose-based substrates as potential adsorbents for bone morphogenetic proteins in biomedical applications: a protein adsorption screening study using cytochrome C as a bone morphogenetic protein mimic. Colloids Surf B 71:52–58CrossRef Mucalo MR, Kato K, Yokogawa Y (2009) Phosphorylated, cellulose-based substrates as potential adsorbents for bone morphogenetic proteins in biomedical applications: a protein adsorption screening study using cytochrome C as a bone morphogenetic protein mimic. Colloids Surf B 71:52–58CrossRef
go back to reference Nehls I, Loth F (1991) 13C-NMR-spektroskopische Untersuchungen zur Phosphatierung von Celluloseprodukten im System H3PO4/Harnstoff. Acta Polym 42:233–235CrossRef Nehls I, Loth F (1991) 13C-NMR-spektroskopische Untersuchungen zur Phosphatierung von Celluloseprodukten im System H3PO4/Harnstoff. Acta Polym 42:233–235CrossRef
go back to reference Ogeda TL, Silva IB, Fidale LC, El Seoud OA, Petri DFS (2012) Effect of cellulose physical characteristics, especially the water sorption value, on the efficiency of its hydrolysis catalyzed by free or immobilized cellulose. J Biotechnol 157:246–252CrossRef Ogeda TL, Silva IB, Fidale LC, El Seoud OA, Petri DFS (2012) Effect of cellulose physical characteristics, especially the water sorption value, on the efficiency of its hydrolysis catalyzed by free or immobilized cellulose. J Biotechnol 157:246–252CrossRef
go back to reference Oshima T, Taguchi S, Ohe K, Baba Y (2011) Phosphorylated bacterial cellulose for adsorption of proteins. Carbohydr Polym 83:953–958CrossRef Oshima T, Taguchi S, Ohe K, Baba Y (2011) Phosphorylated bacterial cellulose for adsorption of proteins. Carbohydr Polym 83:953–958CrossRef
go back to reference Park S, Johnson DK, Ishizawa CI, Parilla PA, Davis MF (2009) Measuring the crystallinity index of cellulose by solid state 13C nuclear magnetic resonance. Cellulose 16:641–647CrossRef Park S, Johnson DK, Ishizawa CI, Parilla PA, Davis MF (2009) Measuring the crystallinity index of cellulose by solid state 13C nuclear magnetic resonance. Cellulose 16:641–647CrossRef
go back to reference Polnaya FJ, Marseno DW, Cahyanto MN (2013) Effects of phosphorylation and cross-linking on the pasting properties and molecular structure of sago starch. Int Food Res J 29:1609–1615 Polnaya FJ, Marseno DW, Cahyanto MN (2013) Effects of phosphorylation and cross-linking on the pasting properties and molecular structure of sago starch. Int Food Res J 29:1609–1615
go back to reference Purich DL, Fromm HJ (1972) Activation of brain hexokinase by magnesium ions and by magnesium ion–adenosine triphosphate complex. Biochem J 130:63–69 Purich DL, Fromm HJ (1972) Activation of brain hexokinase by magnesium ions and by magnesium ion–adenosine triphosphate complex. Biochem J 130:63–69
go back to reference Suflet DM, Chitanu GC, Popa VI (2006) Phosphorylation of polysaccharides: new results on synthesis and characterisation of phosphorylated cellulose. React Funct Polym 66:1240–1249CrossRef Suflet DM, Chitanu GC, Popa VI (2006) Phosphorylation of polysaccharides: new results on synthesis and characterisation of phosphorylated cellulose. React Funct Polym 66:1240–1249CrossRef
go back to reference Suflet DM, Chitanu GC, Desbrières J (2010) Phosphorylated polysaccharides. 2. Synthesis and properties of phosphorylated dextran. Carbohydr Polym 82:1271–1277CrossRef Suflet DM, Chitanu GC, Desbrières J (2010) Phosphorylated polysaccharides. 2. Synthesis and properties of phosphorylated dextran. Carbohydr Polym 82:1271–1277CrossRef
go back to reference Tzanov T, Stamenova M, Cavaco-Paulo A (2002) Phosphorylation of cotton cellulose with Baker’s yeast hexokinase. Macromol Rapid Commun 23:962–964CrossRef Tzanov T, Stamenova M, Cavaco-Paulo A (2002) Phosphorylation of cotton cellulose with Baker’s yeast hexokinase. Macromol Rapid Commun 23:962–964CrossRef
go back to reference Zeng C, Aleshin AE, Hardie JB, Harrison RW, Fromm HJ (1996) ATP-binding site of human brain hexokinase as studied by molecular modeling and site-directed mutagenesis. Biochemistry 35:13157–13164CrossRef Zeng C, Aleshin AE, Hardie JB, Harrison RW, Fromm HJ (1996) ATP-binding site of human brain hexokinase as studied by molecular modeling and site-directed mutagenesis. Biochemistry 35:13157–13164CrossRef
Metadata
Title
Enzymatic phosphorylation of cellulose nanofibers to new highly-ions adsorbing, flame-retardant and hydroxyapatite-growth induced natural nanoparticles
Authors
Mojca Božič
Peng Liu
Aji P. Mathew
Vanja Kokol
Publication date
01-08-2014
Publisher
Springer Netherlands
Published in
Cellulose / Issue 4/2014
Print ISSN: 0969-0239
Electronic ISSN: 1572-882X
DOI
https://doi.org/10.1007/s10570-014-0281-8

Other articles of this Issue 4/2014

Cellulose 4/2014 Go to the issue