TY - JOUR
T1 - Supramolecular fluorophores for biological studies
T2 - Phenylene vinylene-amino acid amphiphiles
AU - Harrington, Daniel A.
AU - Behanna, Heather A.
AU - Tew, Gregory N.
AU - Claussen, Randal C.
AU - Stupp, Samuel I.
N1 - Funding Information:
This work was supported by a grant from the U.S. Army Research Office (DAAH04-96-1-0450), the Department of Energy (DE-FG02-00ER45810), the National Science Foundation (EEC-0118025/001), and the National Institutes of Health (R01 EB003806-01). D.A.H. was supported by a Walter P. Murphy fellowship. The authors would like to acknowledge Julia Hwang for her contributions to initial cell studies, and Jeff Hartgerink for TEM imaging of the amphiphiles. The authors also acknowledge the use of the Biological Imaging Facility, the Keck Biophysics Facility, and the Electron Probe Instrumentation Center at Northwestern University.
PY - 2005/10
Y1 - 2005/10
N2 - We report here on a family of self-assembling fluorescent organic amphiphiles with a biomolecular L-lysine hydrophile and a photonically active phenylene vinylene hydrophobe. Unlike conventional amphiphiles, these segmented dendrimers feature a rigid, branched hydrophobe, and have packing characteristics controlled by the ratio of cross-sectional areas of the hydrophobe and hydrophile. In dilute solution, the amphiphiles form supramolecular aggregates, which are easily taken in by cells through an endocytic pathway, and have no discernible effect on cell proliferation or morphology. An analogous pyrene-based amphiphile was cytotoxic, suggesting that cell survival may be linked either to the self-assembling nature of the amphiphiles, or to the specific properties of the phenylene vinylene segment. The combination of photonic and biological components in these amphiphiles provides great potential for applications in sensing or delivery of molecules to intracellular targets.
AB - We report here on a family of self-assembling fluorescent organic amphiphiles with a biomolecular L-lysine hydrophile and a photonically active phenylene vinylene hydrophobe. Unlike conventional amphiphiles, these segmented dendrimers feature a rigid, branched hydrophobe, and have packing characteristics controlled by the ratio of cross-sectional areas of the hydrophobe and hydrophile. In dilute solution, the amphiphiles form supramolecular aggregates, which are easily taken in by cells through an endocytic pathway, and have no discernible effect on cell proliferation or morphology. An analogous pyrene-based amphiphile was cytotoxic, suggesting that cell survival may be linked either to the self-assembling nature of the amphiphiles, or to the specific properties of the phenylene vinylene segment. The combination of photonic and biological components in these amphiphiles provides great potential for applications in sensing or delivery of molecules to intracellular targets.
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U2 - 10.1016/j.chembiol.2005.07.010
DO - 10.1016/j.chembiol.2005.07.010
M3 - Article
C2 - 16242651
AN - SCOPUS:26944496077
VL - 12
SP - 1085
EP - 1091
JO - Cell Chemical Biology
JF - Cell Chemical Biology
SN - 2451-9448
IS - 10
ER -