TY  - JOUR
AB  - Monomeric RGD peptides show unspecific fluid-phase uptake in cells, whereas multimeric RGD peptides are thought to be internalized by integrin-mediated endocytosis. However, a potential correlation between uptake mechanism and molecular mass has been neglected so far. A dual derivatization of peptide c(RGDw(7Br)K) was performed to investigate this. A fluorescent probe was installed by chemoselective Suzuki-Miyaura cross-coupling of the 7-bromotryptophan and a poly(ethylene glycol) (PEG) linker was attached to the lysine residue. Flow cytometry and live cell imaging confirmed unspecific uptake of the small, non-PEGylated peptide, whereas the PEG(5000) peptide conjugate unveiled a selective internalization by M21 cells overexpressing alpha(v)beta(3) and no uptake in alpha(v)-deficient M21L cells.
DA  - 2020
DO  - 10.1002/cbic.201900512
KW  - halogenated tryptophan
KW  - internalization
KW  - poly(ethylene glycol)
KW  - RGD
KW  - peptides
KW  - selective uptake
LA  - eng
IS  - 4
M2  - 496
PY  - 2020
SN  - 1439-4227
SP  - 496-499
T2  - ChemBioChem
TI  - Size-Dependent Cellular Uptake of RGD Peptides
UR  - https://nbn-resolving.org/urn:nbn:de:0070-pub-29387463
Y2  - 2024-11-22T03:39:07
ER  -