Multicolor Fluorescent Labeling of Cellulose Nanofibrils by Click Chemistry

Biomacromolecules

Volumn 16, Issue 4, 2015, Pages 1293-1300

  Navarro, Julien R G ^a   Conzatti, Guillaume ^a   Yu, Yang ^a   Fall, Andreas B ^a   Mathew, Renny ^a   Edén, Mattias ^a   Bergström, Lennart ^a  

^a STOCKHOLM UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CELLULOSE; CYCLOADDITION; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; INFRARED SPECTROSCOPY; NANOFIBERS; SYNTHESIS (CHEMICAL);

CELLULOSE NANOFIBRILS; CHEMICALLY MODIFIED; CONFOCAL LASER SCANNING MICROSCOPE; DIELS-ALDER CYCLOADDITIONS; FLUORESCEIN DIACETATE; FLUORESCENT LABELING; FLUORESCENT PROBES; SUBSTITUTION DEGREE;

FUNCTIONAL GROUPS;

CELLULOSE; COUMARIN; FLUORESCEIN DERIVATIVE; FLUORESCEIN DIACETATE; FLUORESCENT DYE; FURAN; MALEIMIDE; NANOFIBER; FURAN DERIVATIVE; MALEIMIDE DERIVATIVE; NANOPARTICLE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHROMATOPHORE; CLICK CHEMISTRY; CONFOCAL LASER MICROSCOPY; CYCLOADDITION; DIELS ALDER REACTION; FLUORESCENCE SPECTROSCOPY; INFRARED SPECTROSCOPY; MICHAEL ADDITION; PRIORITY JOURNAL; ULTRAVIOLET RADIATION; CHEMISTRY; PROCEDURES; WOOD;

ALNUS;

CELLULOSE; CLICK CHEMISTRY; FLUORESCENT DYES; FURANS; MALEIMIDES; NANOPARTICLES; WOOD;

EID: 84927950232     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/acs.biomac.5b00083     Document Type: Article

References (60)

1. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem., Int. Ed. 2001, 40, 2004 - 2021
2. Nebhani, L.; Barner-Kowollik, C. Adv. Mater. 2009, 21, 3442 - 3468
3. Diels, O.; Alder, K. Liebigs Ann. Chem. 1928, 460, 98 - 122
4. Tasdelen, M. A. Polym. Chem. 2011, 2, 2133 - 2145
5. Li, M.; De, P.; Gondi, S. R.; Sumerlin, B. S. J. Polym. Sci., Polym. Chem. 2008, 46, 5093 - 5100
6. Lowe, A. B. Polym. Chem. 2010, 1, 17 - 36
7. Zhao, G.-L.; Hafrén, J.; Deiana, L.; Córdova, A. Macromol. Rapid Commun. 2010, 31, 740 - 744
8. Huang, J.-L.; Li, C.-J.; Gray, D. G. RSC Adv. 2014, 4, 6965 - 6969
9. Tingaut, P.; Hauert, R.; Zimmermann, T. J. Mater. Chem. 2011, 21, 16066 - 16076
10. Huynh, V. T.; Chen, G.; de Souza, P.; Stenzel, M. H. Biomacromolecules 2011, 12, 1738 - 1751
11. Pahimanolis, N.; Hippi, U.; Johansson, L.-S.; Saarinen, T.; Houbenov, N.; Ruokolainen, J.; Seppälä, J. Cellulose 2011, 18, 1201 - 1212
12. Wicklein, B.; Salazar-Alvarez, G. J. Mater. Chem. A 2013, 1, 5469 - 5478
13. Galland, S.; Andersson, R. L.; Salajková, M.; Ström, V.; Olsson, R. T.; Berglund, L. A. J. Mater. Chem. C 2013, 1, 7963 - 7972
14. Okahisa, Y.; Yoshida, A.; Miyaguchi, S.; Yano, H. Compos. Sci. Technol. 2009, 69, 1958 - 1961
15. Biyani, M. V.; Foster, E. J.; Weder, C. ACS Macro Lett. 2013, 2, 236 - 240
16. Glaied, O.; Dubé, M.; Chabot, B.; Daneault, C. J. Colloid Interface Sci. 2009, 333, 145 - 151
17. Negishi, K.; Mashiko, Y.; Yamashita, E.; Otsuka, A.; Hasegawa, T. Polymers (Basel, Switz.) 2011, 3, 489 - 508
18. Filpponen, I.; Argyropoulos, D. S. Biomacromolecules 2010, 11, 1060 - 1066
19. Saito, T.; Kimura, S.; Nishiyama, Y.; Isogai, A. Biomacromolecules 2007, 8, 2485 - 2491
20. Habibi, Y.; Goffin, A.-L.; Schiltz, N.; Duquesne, E.; Dubois, P.; Dufresne, A. J. Mater. Chem. 2008, 18, 5002 - 5010
21. Liebert, T.; Heinze, T. BioResources 2008, 3, 576 - 601
22. Goussé, C.; Chanzy, H.; Cerrada, M. L.; Fleury, E. Polymer 2004, 45, 1569 - 1575
23. Filpponen, I.; Kontturi, E.; Nummelin, S.; Rosilo, H.; Kolehmainen, E.; Ikkala, O.; Laine, J. Biomacromolecules 2012, 13, 736 - 742
24. Mangiante, G.; Alcouffe, P.; Burdin, B.; Gaborieau, M.; Zeno, E.; Petit-Conil, M.; Bernard, J.; Charlot, A.; Fleury, E. Biomacromolecules 2013, 14, 254 - 263
25. Edwards, J. V.; Prevost, N.; Sethumadhavan, K.; Ullah, A.; Condon, B. Cellulose 2013, 20, 1223 - 1235
26. Schyrr, B.; Pasche, S.; Voirin, G.; Weder, C.; Simon, Y. C.; Foster, E. J. ACS Appl. Mater. Interfaces 2014, 6, 12674 - 12683
27. Navarro, J. R. G.; Bergström, L. RSC Adv. 2014, 4, 60757 - 60761
28. Dong, S.; Roman, M. J. Am. Chem. Soc. 2007, 129, 13810 - 13811
29. Edwards, J. V.; Prevost, N.; French, A.; Concha, M.; DeLucca, A.; Wu, Q. Engineering 2013, 05, 20 - 28
30. Mahmoud, K. A.; Mena, J. A.; Male, K. B.; Hrapovic, S.; Kamen, A.; Luong, J. H. T. ACS Appl. Mater. Interfaces 2010, 2, 2924 - 2932
31. Nielsen, L. J.; Eyley, S.; Thielemans, W.; Aylott, J. W. Chem. Commun. 2010, 46, 8929 - 8931
32. Jennings, L. E.; Long, N. J. Chem. Commun. 2009, 3511 - 3524
33. Hüber, M. M.; Staubli, A. B.; Kustedjo, K.; Gray, M. H.; Shih, J.; Fraser, S. E.; Jacobs, R. E.; Meade, T. J. Bioconjugate Chem. 1998, 9, 242 - 249
34. Bodunov, E. N.; Berberan-Santos, M. N.; Martinho, J. M. G. Chem. Phys. 2001, 274, 243 - 253
35. Henriksson, M.; Henriksson, G.; Berglund, L. A.; Lindström, T. Eur. Polym. J. 2007, 43, 3434 - 3441
36. Ax, J.; Wenz, G. Macromol. Chem. Phys. 2012, 213, 182 - 186
37. Hon, D. N.-S.; Yan, H. J. Appl. Polym. Sci. 2001, 81, 2649 - 2655
38. Metz, G.; Wu, X. L.; Smith, S. O. J. Magn. Reson., Ser. A 1994, 110, 219 - 227
39. Kolodziejski, W.; Klinowski, J. Chem. Rev. 2002, 102, 613 - 628
40. Bennett, A. E.; Rienstra, C. M.; Auger, M.; Lakshmi, K. V.; Griffin, R. G. J. Chem. Phys. 1995, 103, 6951 - 6958
41. Chatterjee, P. K.; Stanonis, D. J. J. Polym. Sci., Part A-1: Polym. Chem. 1966, 4, 434 - 437
42. Spivey, A. C.; Arseniyadis, S. Angew. Chem., Int. Ed. 2004, 43, 5436 - 5441
43. Vilela, C.; Silvestre, A. J. D.; Gandini, A. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 2260 - 2270
44. Tian, Q.; Yuan, Y. C.; Rong, M. Z.; Zhang, M. Q. J. Mater. Chem. 2009, 19, 1289 - 1296
45. Shibata, M.; Teramoto, N.; Shimasaki, T.; Ogihara, M. Polym. J. 2011, 43, 916 - 922
46. Gousse, C.; Gandini, A. Polym. Int. 1999, 731, 723 - 731
47. Musto, P.; Martuscelli, E.; Ragosta, G.; Russo, P.; Scarinzi, G. J. Mater. Sci. 1998, 33, 4595 - 4601
48. VanderHart, D. L.; Atalla, R. H. Macromolecules 1984, 17, 1465 - 1472
49. Isogai, A.; Usuda, M.; Kato, T.; Uryu, T.; Atalla, R. H. Macromolecules 1989, 22, 3168 - 3172
50. Kono, H.; Yunoki, S.; Shikano, T.; Fujiwara, M.; Erata, T.; Takai, M. J. Am. Chem. Soc. 2002, 124, 7506 - 7511
51. Fujisawa, S.; Okita, Y.; Saito, T.; Togawa, E.; Isogai, A. Cellulose 2011, 18, 1191 - 1199
52. SDBSWeb; http://sdbs.riodb.aist.go.jp.
53. Köhler, S.; Heinze, T. Cellulose 2007, 14, 489 - 495
54. Grenier-Loustalot, M.-F.; Da Cunha, L. Polymer 1998, 39, 1833 - 1843
55. Barazzouk, S.; Daneault, C. Cellulose 2011, 19, 481 - 493
56. González-Béjar, M.; Frenette, M.; Jorge, L.; Scaiano, J. C. Chem. Commun. 2009, 3202 - 3204
57. Navarro, J. R. G.; Lerouge, F.; Micouin, G.; Cepraga, C.; Favier, A.; Charreyre, M. T.; Blanchard, N. P.; Lermé, J.; Chaput, F.; Focsan, M.; Kamada, K.; Baldeck, P. L.; Parola, S. Nanoscale 2014, 6, 5138 - 5145
58. Navarro, J. R. G.; Lerouge, F.; Cepraga, C.; Micouin, G.; Favier, A.; Chateau, D.; Charreyre, M.-T.; Lanoë, P.-H.; Monnereau, C.; Chaput, F.; Marotte, S.; Leverrier, Y.; Marvel, J.; Kamada, K.; Andraud, C.; Baldeck, P. L.; Parola, S. Biomaterials 2013, 34, 8344 - 8351
59. Hong, V.; Kislukhin, A. A.; Finn, M. G. J. Am. Chem. Soc. 2009, 131, 9986 - 9994
60. Bhagwat, N.; Kiick, K. L. J. Mater. Chem. C 2013, 1, 4836 - 4845