PMID- 28814127 OWN - NLM STAT- MEDLINE DCOM- 20180914 LR - 20180914 IS - 1748-6963 (Electronic) IS - 1743-5889 (Linking) VI - 12 IP - 18 DP - 2017 Sep TI - Carbon nanotubes functionalized with folic acid attached via biomimetic peptide linker. PG - 2161-2182 LID - 10.2217/nnm-2017-0120 [doi] AB - AIM: Anchoring folic acid (FA) with a biomimetic peptidic linker resistant to proteolytic degradation to act as a homing device on functionalized carbon nanotubes. MATERIALS & METHODS: Ethylenediamine was attached to oxidized multiwalled carbon nanotubes (MWNTs) using 4-(4,6-dimethoxy-[1,3,5]triazin-2-yl)-4-methylmorpholinium tetrafluoroborate. FA was coupled with 6-aminohexanoic acid and derivatives of beta-alanine, affording four intermediates, which connected to the MWNTs via peptidic linkers of various lengths. RESULTS: Biomimetic nanomaterials were produced with FA as a homing molecule. The structure and properties of the nanomaterials were analyzed, confirming the versatility of the peptides used as linkers. CONCLUSION: Conjugates of FA attached to MWNTs via peptide linkers prepared from beta-alanine residues are resistant to proteolytic degradation. Viability in colon cancer cells and normal colonocytes confirmed their lack of cytotoxicity. FAU - Fraczyk, Justyna AU - Fraczyk J AD - Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90924 Lodz, Poland. FAU - Walczak, Malgorzata AU - Walczak M AD - Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90924 Lodz, Poland. FAU - Szymanski, Lukasz AU - Szymanski L AD - Institute of Mechatronics & Information Systems, Lodz University of Technology, Stefanowskiego 18/22, 90924 Lodz, Poland. FAU - Kolacinski, Zbigniew AU - Kolacinski Z AD - Institute of Mechatronics & Information Systems, Lodz University of Technology, Stefanowskiego 18/22, 90924 Lodz, Poland. FAU - Wrzosek, Henryk AU - Wrzosek H AD - Department of Material & Commodity Sciences & Textile Metrology, Lodz University of Technology, Zeromskiego 116, 90924 Lodz, Poland. FAU - Majsterek, Ireneusz AU - Majsterek I AD - Department of Clinical Chemistry & Biochemistry, Medical University of Lodz, Plac Hallera 1, 90647 Lodz, Poland. FAU - Przybylowska-Sygut, Karolina AU - Przybylowska-Sygut K AD - Department of Clinical Chemistry & Biochemistry, Medical University of Lodz, Plac Hallera 1, 90647 Lodz, Poland. FAU - Kaminski, Zbigniew J AU - Kaminski ZJ AD - Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90924 Lodz, Poland. LA - eng PT - Journal Article DEP - 20170817 PL - England TA - Nanomedicine (Lond) JT - Nanomedicine (London, England) JID - 101278111 RN - 0 (Borates) RN - 0 (Ethylenediamines) RN - 0 (Nanotubes, Carbon) RN - 0 (Oligopeptides) RN - 11P2JDE17B (beta-Alanine) RN - 60V9STC53F (ethylenediamine) RN - 935E97BOY8 (Folic Acid) RN - H429WZ9FBQ (fluoroboric acid) RN - U6F3787206 (Aminocaproic Acid) SB - IM MH - Aminocaproic Acid/chemistry MH - Biomimetic Materials/*chemistry MH - Borates/chemistry MH - Cell Line MH - Cell Survival MH - Drug Delivery Systems MH - Ethylenediamines/chemistry MH - Folic Acid/*chemistry MH - HT29 Cells MH - Humans MH - Hydrolysis MH - Nanotubes, Carbon/*chemistry/toxicity MH - Oligopeptides/*chemistry MH - Particle Size MH - Surface Properties MH - beta-Alanine/*analogs & derivatives/*chemistry OTO - NOTNLM OT - biomimetics OT - carbon nanotubes OT - folate derivative OT - peptide linker OT - triazine-based coupling reagent EDAT- 2017/08/18 06:00 MHDA- 2018/09/15 06:00 CRDT- 2017/08/18 06:00 PHST- 2017/08/18 06:00 [pubmed] PHST- 2018/09/15 06:00 [medline] PHST- 2017/08/18 06:00 [entrez] AID - 10.2217/nnm-2017-0120 [doi] PST - ppublish SO - Nanomedicine (Lond). 2017 Sep;12(18):2161-2182. doi: 10.2217/nnm-2017-0120. Epub 2017 Aug 17.