Synthesis and evaluation of temperature- and glucose-sensitive nanoparticles based on phenylboronic acid and N-vinylcaprolactam for insulin delivery.
Poly N-vinylcaprolactam-co-acrylamidophenylboronic acid p(NVCL-co-AAPBA) was prepared from N-vinylcaprolactam (NVCL) and 3-acrylamidophenylboronic acid (AAPBA), using 2,2-azobisisobutyronitrile (AIBN) as initiator. The synthesis and structure of the polymer were examined by Fourier Transform infrared spectroscopy (FT-IR) and (1)H-NMR. Dynamic light scattering (DLS), lower critical solution temperature (LCST) and transmission electron microscopy (TEM) were utilized to characterize the nanoparticles, CD spectroscopy was used to determine if there were any changes to the conformation of the insulin, and cell and animal toxicity were also investigated. The prepared nanoparticles were found to be monodisperse submicron particles and were glucose- and temperature-sensitive. In addition, the nanoparticles have good insulin-loading characteristics, do not affect the conformation of the insulin and show low-toxicity to cells and animals. These p(NVCL-co-AAPBA) nanoparticles may have some value for insulin or other hypoglycemic protein delivery.
College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai, 201620, PR China.
Jun-Zi
JZ
Wu
School of Science, Engineering and Technology, Kydd Building, Abertay University, Dundee DD1 1HG, Scotland, UK.
David H
DH
Bremner
College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai, 201620, PR China.
He-Yu
HY
Li
College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai, 201620, PR China.
Xiao-Zhu
XZ
Sun
College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai, 201620, PR China. Electronic address: lzhu@dhu.edu.cn.
Li-Min
LM
Zhu
D000818:Animals; D001786:Blood Glucose / Q000378:metabolism; D001897:Boronic Acids / Q000737:chemistry*; D002209:Caprolactam / Q000031:analogs & derivatives* / Q000737:chemistry; D016923:Cell Death / Q000187:drug effects; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002942:Circular Dichroism; D016503:Drug Delivery Systems; D005260:Female; D005947:Glucose / Q000032:analysis*; D006801:Humans; D057446:Hydrodynamics; D006863:Hydrogen-Ion Concentration; D007328:Insulin / Q000008:administration & dosage* / Q000494:pharmacology*; D008297:Male; D051379:Mice; D008823:Micelles; D008970:Molecular Weight; D053758:Nanoparticles / Q000737:chemistry* / Q000648:ultrastructure; D010316:Particle Size; D011108:Polymers / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy; D051381:Rats; D017550:Spectroscopy, Fourier Transform Infrared; D055672:Static Electricity; D013696:Temperature
D001786:Blood Glucose; D001897:Boronic Acids; D007328:Insulin; D008823:Micelles; D011108:Polymers; C086861:poly-N-vinylcaprolactam; D002209:Caprolactam; D005947:Glucose; C010686:benzeneboronic acid
3-Acrylamidophenylboronic acid (AAPBA); Glucose-sensitive; N-vinylcaprolactam (NVCL); Nanoparticles (NPs); Temperature-sensitive