Tryptophan-based peptides grafted onto oxidized nanocellulose

Cellulose

Volumn 19, Issue 2, 2012, Pages 481-493

  Barazzouk, Saïd ^a   Daneault, Claude ^a  

^a UNIVERSITÉ DU QUÉBEC À TROIS RIVIÈRES   (Canada)

Author keywords

Amide bond; Oxidized nanocellulose; Spectroscopic characterization; Trp based peptides

Indexed keywords

ACTIVE ESTERS; AMIDE BOND; AMINO GROUP; CARBODIIMIDE HYDROCHLORIDES; COUPLING METHODS; COUPLING REACTION; N-HYDROXYSUCCINIMIDE; NANO-CELLULOSE; OXIDIZED NANOCELLULOSE; SPECTROSCOPIC CHARACTERIZATION; SPECTROSCOPIC TECHNIQUE;

AMIDES; AMINO ACIDS; ESTERIFICATION; ESTERS; GRAFTING (CHEMICAL); TRANSMISSION ELECTRON MICROSCOPY;

PEPTIDES;

EID: 84857366808     PISSN: 09690239     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10570-011-9633-9     Document Type: Article

References (55)

1. Ahmed A, Adnot A, Granmaison JL, Kaliaguine S, Doucet J (1987) ESCA analysis of cellulosic materials. Cellulose Chem Technol 21: 483-492.
2. Albani JR (2007) Fluorescence spectroscopy principles. In: Principles and applications of fluorescence spectroscopy. Blackwell, Oxford, pp 88-113.
3. Araki J, Wada M, Kuga S, Okano T (1998) Flow properties of microcrystalline cellulose suspension prepared by acid treatment of native cellulose. Colloids Surf A 142: 75-82.
4. Azizi Samir MAS, Alloin F, Dufresne A (2005) Review of recent research into cellulosic whiskers, their properties and their application in nanocomposite field. Biomacromolecules 6: 612-626.
5. Azzam F, Heux L, Putaux JL, Jean B (2010) Preparation by grafting onto, characterization, and properties of thermally responsive polymer-decorated cellulose nanocrystals. Biomacromolecules 11: 3652-3659.
6. Barazzouk S, Daneault C (2011) Spectroscopic characterization of oxidized nanocellulose grafted with fluorescent amino acids. Cellulose 18: 643-653.
7. Barry AO, Zoran Z (1990) Surface analysis by ESCA of sulfite post-treated CTMP. J Appl Polym Sci 39: 31-42.
8. Beck-Candanedo S, Roman M, Gray DG (2005) Effect of reaction conditions on the properties and behavior of wood cellulose nanocrystal suspensions. Biomacromolecules 6: 1048-1054.
9. Bondeson D, Mathew A, Oksman K (2006) Optimization of the isolation of nanocrystals from microcrystalline cellulose by acid hydrolysis. Cellulose 13: 171-180.
10. Bulpitt P, Aeschlimann D (1999) New strategy for chemical modification of hyaluronic acid: Preparation of functionalized derivatives and their use in the formation of novel biocompatible hydrogels. J Biomed Mater Res 47: 152-169.
11. Carr ME Jr, Hermans J (1978) Size and density of fibrin fibers from turbidity. Macromolecules 11: 46-50.
12. Chang PS, Robyt JF (1996) Oxidation of primary alcohol groups of naturally occurring polysacccharides with 2, 2, 6, 6-tetramethyl-1-piperidine oxoammonium ion. J Carbohydr Chem 15: 819-830.
13. Chanzy H (1990) Aspects of cellulose structure. In: Kennedy JF, Philips GO, William PA (eds) Cellulose sources and exploitation. Ellis Horwood Ltd., NY, pp 3-12.
14. Danishefsky I, Siskovic E (1971) Conversion of carboxyl groups of mucopolysaccharides into amides of amino acid esters. Carbohydr Res 16: 199-205.
15. de Nooy AE, Besemer AC, van Bekkum H (1995) Highly selective nitrosyl radical-mediated oxidation of primary alcohol groups in water-soluble glucans. Carbohydr Res 69: 89-98.
16. de Sousa Lima MM, Borsali R (2004) Rodlike cellulose microcrystals: structure, properties, and applications. Macromol Rapid Commun 25: 771-787.
17. Dieter-Klemm D, Schumann D, Kramer F, Hessler N, Koth D, Sultanova B (2009) Nanocellulose materials: different cellulose, different functionality. Macromol Symp 280: 60-71.
18. Dorris GM, Gray DG (1978) The surface analysis of paper and wood fibers by ESCA. Cellulose Chem Technol 12: 9-23.
19. Elazzouzi-Hafraoui S, Nishiyama Y, Putaux JL, Heux L, Dubreuil F, Rochas C (2008) The shape and size distribution of crystalline nanoparticles prepared by acid hydrolysis of native cellulose. Biomacromol 9: 57-65.
20. Follain N, Montanari S, Jeacomine I, Gambarelli S, Vignon MR (2008) Coupling of amines with polyglucuronic acid: evidence for amide bond formation. Carbohydr Polym 74: 333-343.
21. Freire CSR, Silvestre AJD, Neto CP, Gandini A, Fardim P, Holmbom B (2006) Surface characterization by XPS, contact angle measurements and ToF-SIMS of cellulose fibers partially esterified with fatty acids. J Col Int Sci 301: 205-209.
22. Fujisawa S, Okita Y, Saito T, Togawa E, Isogai A (2011a) Formation of N-acylureas on the surface of TEMPO oxidizedcellulose nanofibril with carbodiimide in DMF. Cellulose 18: 1191-1199.
23. Fujisawa S, Okita Y, Fukuzumi H, Saito T, Isogai A (2011b) Preparation and characterization of TEMPO-oxidized cellulose nanofibril films with free carboxyl groups. Carbohydr Polym 84: 579-583.
24. Henriksson M, Berglund L (2007) Structure and properties of cellulose nanocomposite films containing melamine formaldehyde. J Appl Polym Sci 106: 2817-2824.
25. Herrick FW, Casebier RL, Hamilton JK, Sandberg KR (1983) Microfibrillated cellulose: morphology and accessibility. J Appl Polym Sci Appl Polym Symp 37: 797-805.
26. Hoare DG, Koshland DE Jr (1967) A method for the quantitative modification and estimation of carboxylic acid groups in proteins. J Biol Chem 242: 2447-2453.
27. Hua X, Kaliaguine S, Kokta BV, Adnot A (1993) Surface analysis of explosion pulps by ESCA. Part 1. Carbon (1s) spectra and oxygen-to-carbon ratios. Wood Sci Technol 27: 449-459.
28. Isogai A, Kato Y (1998) Preparation of polyuronic acid from cellulose by TEMPO-mediated oxidation. Cellulose 5: 153-164.
29. Iwamoto S, Nakagaito AN, Yano H (2007) Nano-fibrillation of pulp fibers for the processing of transparent nanocomposites. Appl Phys A 89: 461-466.
30. Jansen RJJ, van Bekkum H (1995) XPS of nitrogen-containing functional groups on activated carbon. Carbon 33: 1021-1027.
31. Jiang K, Schadler LS, Siegel RW, Zhang X, Zhang H, Terrones M (2004) Protein immobilization on carbon nanotubes via a two-step process of diimide-activated amidation. J Mater Chem 14: 37-39.
32. Johansson LS, Campbell JM (2004) Reproducible XPS on biopolymers: cellulose studies. Surf Interface Anal 36: 1018-1022.
33. Kamdem DP, Riedl B, Adnot A, Kaliaguine S (1991) ESCA spectroscopy of poly(methylmethacrylate) grafted onto wood fibers. J Appl Polym Sci 43: 1901-1912.
34. Kamdem DP, Zhang J, Adnot A (2001) Identification of cupric and cuprous copper in copper naphthenate-treated wood by X-ray photoelectron spectroscopy. Holzforschung 55: 16-20.
35. Klemm D, Heublein B, Fink HP, Bohn A (2005) Cellulose: fascinating biopolymer and sustainable raw material. Angew Chem Int Ed 44: 3358-3393.
36. Lasseuguette E (2008) Grafting onto microfibrils of native cellulose. Cellulose 15: 571-580.
37. Liu FPP, Rials TG, Simonsen J (1998) Relationship of wood surface energy to surface composition. Langmuir 14: 536-541.
38. Łojewska J, Miśkowiec P, Łojewski T, Proniewicz LM (2005) Cellulose oxidative and hydrolytic degradation: in situ FTIR approach. Polym Deg Stab 88: 512-520.
39. Matuana LM, Balatinecz JJ, Sodhi RNS, Park CB (2001) Surface characterization of esterified cellulosic fibers by XPS and FTIR spectroscopy. Wood Sci and Technol 35: 191-201.
40. Nzokou P, Kamdem DP (2005) X-ray photoelectron spectroscopy study of red oak-(Quercus rubra), black cherry-(Prunus serotina) and red pine-(Pinus resinosa) extracted wood surfaces. Surf Interf Anal 37: 689-694.
41. Oh SY, Yoo DI, Shin Y, Seo G (2005) FTIR analysis of cellulose treated with sodium hydroxide and carbon dioxide. Carbohydr Res 340: 417-428.
42. Olmstead JA, Gray DG (1997) Fluorescence spectroscopy of cellulose, lignin and mechanical pulps: a review. J Pulp Pap Sci 23: J571-J581.
43. Revol JF, Bradford H, Giasson J, Marchessault RH, Gray DG (1992) Helicoidal self-ordering of cellulose microfibrils in aqueous suspension. Int J Biol Macromol 14: 170-172.
44. Rzayev J, Hillmyer MA (2005) Nanochannel array plastics with tailored surface chemistry. J Am Chem Soc 127: 13373-13379.
45. Saito T, Isogai A (2005) Ion-exchange behavior of carboxylate groups in fibrous cellulose oxidized by the TEMPO-mediated system. Carbohydr Polym 61: 183-190.
46. Saito T, Shibata I, Isogai A, Suguri N, Sumikwa N (2005) Distribution of carboxylate groups introduced into cotton linters by the TEMPO-mediated oxidation. Carbohydr Polym 61: 414-419.
47. Saito T, Nishiyama Y, Putaux JL, Vignon M, Isogai A (2006) Homogeneous suspensions of individualized microfibrils from TEMPO-catalyzed oxidation of native cellulose. Biomacromol 7: 1687-1691.
48. Saito T, Kimura S, Nishiyama Y, Isogai A (2007) Cellulose nanofibers prepared by TEMPO-mediated oxidation of native cellulose. Biomacromol 8: 2485-2491.
49. Sugiyama J, Chanzy H, Revol JF (1994) On the polarity of cellulose in the cell wall of Valonia. Planta 193: 260-265.
50. Sun D, Zhou L, Wu Q, Yang S (2007) Preliminary research on structure and properties of nano-cellulose. J Wuhan Univ Tech Mater Sci Ed 22: 677-680.
51. Tahiri C, Vignon MR (2000) TEMPO-oxidation of cellulose: synthesis and characterization of polyglucuronans. Cellulose 7: 177-188.
52. Toner SD, Plitt KF (1962) Spectrofluorometric studies of degraded cotton cellulose. Tappi J 45: 681-688.
53. Turbak AF, Snyder FW, Sandberg KR (1983) Microfibrillated cellulose, a new cellulose product: properties, uses, and commercial potential. J Appl Polym Sci Appl Polym Symp 37: 815-827.
54. Zhang J, Elder TJ, Pu Y, Ragauskas AJ (2007) Facile synthesis of spherical cellulose nanoparticles. Carbohyd Polym 69: 607-611.
55. Zubavichus Y, Zharnikov M, Shaporenko A, Fuchs O, Weinhardt L, Heske C, Umbach E, Denlinger JD, Grunze M (2004) Soft X-ray induced decomposition of phenylalanine and tyrosine: a comparative study. J Phys Chem A 108: 4557-4565.