Peptide Conjugation to a Polymer Coating via Native Chemical Ligation of Azlactones for Cell Culture

Biomacromolecules

Volumn 17, Issue 3, 2016, Pages 1040-1047

  Schmitt, Samantha K ^a   Trebatoski, David J ^a   Krutty, John D ^a   Xie, Angela W ^a   Rollins, Benjamin ^a   Murphy, William L ^a,b   Gopalan, Padma ^a,c  

^a Wisconsin Electric Machines and Power Electronics Consortium   (United States)

^b UNIVERSITY OF WISCONSIN SCHOOL OF MEDICINE AND PUBLIC HEALTH   (United States)

^c UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC MONOMERS; AMIDES; AMINO ACIDS; CELLS; COATINGS; CYTOLOGY; EFFICIENCY; NUCLEOPHILES; PEPTIDES; PLASTIC COATINGS; X RAY PHOTOELECTRON SPECTROSCOPY;

CHEMICAL EQUATIONS; CO-POLYMER COATINGS; GLYCIDYL METHACRYLATE; INTRAMOLECULAR REARRANGEMENT; NATIVE CHEMICAL LIGATION; POLYCARBONATE SUBSTRATES; POLYETHYLENE GLYCOL METHYL ETHER METHACRYLATES; SHORT REACTION TIME;

CELL CULTURE;

AMIDE; AMINO ACID; AZLACTONE DERIVATIVE; COPOLYMER; CYSTEINE; NUCLEOPHILE; PEPTIDE; POLYCARBONATE; POLYETHYLENE GLYCOL METHYL ETHER METHACRYLATE RAN VINYL AZLACTONE RAN GLYCIDYL METHACRYLATE; SILICON; THIOL; UNCLASSIFIED DRUG; BIOCOMPATIBLE COATED MATERIAL; LACTONE; MACROGOL DERIVATIVE; POLYCARBOXYLATE CEMENT; POLYMETHACRYLIC ACID DERIVATIVE; SILICONE DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; CELL CULTURE; CONJUGATION; CONTROLLED STUDY; HUMAN; HUMAN CELL; PRIORITY JOURNAL; REACTION TIME; STUDY; X RAY PHOTOELECTRON SPECTROSCOPY; CELL LINE; CHEMISTRY; DRUG EFFECTS; MESENCHYMAL STROMA CELL; SYNTHESIS;

CELL LINE; COATED MATERIALS, BIOCOMPATIBLE; CYSTEINE; HUMANS; LACTONES; MESENCHYMAL STROMAL CELLS; PEPTIDES; POLYCARBOXYLATE CEMENT; POLYETHYLENE GLYCOLS; POLYMETHACRYLIC ACIDS; SILICONES;

EID: 84960899824     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/acs.biomac.5b01682     Document Type: Article

References (33)

1. Lanniel, M.; Huq, E.; Allen, S.; Buttery, L.; Williams, P. M.; Alexander, M. R. Soft Matter 2011, 7 (14) 6501-6514 10.1039/c1sm05167a
2. Watt, F. M.; Huck, W. T. S. Nat. Rev. Mol. Cell Biol. 2013, 14 (8) 467-473 10.1038/nrm3620
3. Kolind, K.; Leong, K. W.; Besenbacher, F.; Foss, M. Biomaterials 2012, 33 (28) 6626-6633 10.1016/j.biomaterials.2012.05.070
4. Fossett, E.; Khan, W. S. Stem Cells Int. 2012, 2012 (5) 465259 10.1155/2012/465259
5. Irvine, D. J.; Mayes, A. M.; Griffith, L. G. Biomacromolecules 2001, 2 (1) 85-94 10.1021/bm005584b
6. DeForest, C. A.; Anseth, K. S. Annu. Rev. Chem. Biomol. Eng. 2012, 3, 421-444 10.1146/annurev-chembioeng-062011-080945
7. Villa-Diaz, L. G.; Nandivada, H.; Ding, J.; Nogueira-de-Souza, N. C.; Krebsbach, P. H.; O'Shea, K. S.; Lahann, J.; Smith, G. D. Nat. Biotechnol. 2010, 28 (6) 581-583 10.1038/nbt.1631
8. Koepsel, J. T.; Murphy, W. L. ChemBioChem 2012, 13 (12) 1717-1724 10.1002/cbic.201200226
9. Ameringer, T.; Fransen, P.; Bean, P.; Johnson, G.; Pereira, S.; Evans, R. A.; Thissen, H.; Meagher, L. J. Biomed. Mater. Res., Part A 2012, 100A (2) 370-379 10.1002/jbm.a.33194
10. Alconcel, S. N. S.; Baas, A. S.; Maynard, H. D. Polym. Chem. 2011, 2 (7) 1442-1448 10.1039/c1py00034a
11. Surman, F.; Riedel, T.; Bruns, M.; Kostina, N. Y.; Sedláková, Z.; Rodriguez-Emmenegger, C. Macromol. Biosci. 2015, 15, 636-646 10.1002/mabi.201400470
12. Ruoslahti, E. Annu. Rev. Cell Dev. Biol. 1996, 12 (1) 697-715 10.1146/annurev.cellbio.12.1.697
13. Hermanson, G. T. Bioconjugate Techniques; Academic Press: San Diego, CA, 2013.
14. Schmitt, S. K.; Xie, A. W.; Ghassemi, R. M.; Trebatoski, D. J.; Murphy, W. L.; Gopalan, P. Adv. Healthcare Mater. 2015, 4, 1555-1564 10.1002/adhm.201500191
15. Schmitt, S. K.; Murphy, W. L.; Gopalan, P. J. Mater. Chem. B 2013, 1 (9) 1349-1360 10.1039/c2tb00253a
16. Heilmann, S. M.; Rasmussen, J. K.; Krepski, L. R. J. Polym. Sci., Part A: Polym. Chem. 2001, 39 (21) 3655-3677 10.1002/pola.10007
17. Ho, H. T.; Levere, M. E.; Fournier, D.; Montembault, V.; Pascual, S.; Fontaine, L. Aust. J. Chem. 2012, 65 (8) 970-977 10.1071/CH12192
18. Zdyrko, B.; Klep, V.; Luzinov, I. Langmuir 2003, 19 (24) 10179-10187 10.1021/la034974r
19. Sweat, D. P.; Kim, M.; Yu, X.; Gopalan, P. Langmuir 2013, 29 (11) 3805-3812 10.1021/la305060z
20. Dawson, P.; Muir, T.; Clark-Lewis, I.; Kent, S. Science 1994, 266 (5186) 776-779 10.1126/science.7973629
21. Malins, L. R.; Payne, R. J. Curr. Opin. Chem. Biol. 2014, 22, 70-78 10.1016/j.cbpa.2014.09.021
22. Hu, B.-H.; Su, J.; Messersmith, P. B. Biomacromolecules 2009, 10 (8) 2194-2200 10.1021/bm900366e
23. Boere, K. W. M.; Soliman, B. G.; Rijkers, D. T. S.; Hennink, W. E.; Vermonden, T. Macromolecules 2014, 47 (7) 2430-2438 10.1021/ma5000927
24. Hruby, V. J. Life Sci. 1982, 31 (3) 189-199 10.1016/0024-3205(82)90578-1
25. Mas-Moruno, C.; Rechenmacher, F.; Kessler, H. Anti-Cancer Agents Med. Chem. 2010, 10 (10) 753-768 10.2174/187152010794728639
26. Gstraunthaler, G. ALTEX 2003, 4, 275-281
27. Thapa, P.; Zhang, R. Y.; Menon, V.; Bingham, J. P. Molecules 2014, 19 (9) 14461 10.3390/molecules190914461
28. Abernathy, D. G.; Spedding, G.; Starcher, B. J. Inst. Brew. 2009, 115 (2) 122-127 10.1002/j.2050-0416.2009.tb00356.x
29. Price, P.; Gregory, E. In Vitro 1982, 18 (6) 576-584 10.1007/BF02810081
30. Coleman, P. L.; Walker, M. M.; Milbrath, D. S.; Stauffer, D. M.; Rasmussen, J. K.; Krepski, L. R.; Heilmann, S. M. J. Chromatogr. A 1990, 512 (0) 345-363 10.1016/S0021-9673(01)89501-7
31. Byun, E.; Kim, J.; Kang, S. M.; Lee, H.; Bang, D.; Lee, H. Bioconjugate Chem. 2011, 22 (1) 4-8 10.1021/bc100285p
32. Khan, S.; Sur, S.; Dankers, P. Y. W.; da Silva, R. M. P.; Boekhoven, J.; Poor, T. A.; Stupp, S. I. Bioconjugate Chem. 2014, 25 (4) 707-717 10.1021/bc400507v
33. Brewer, C. F.; Riehm, J. P. Anal. Biochem. 1967, 18 (2) 248-255 10.1016/0003-2697(67)90007-3