Synthesis and application of fluorescein- and biotin-labeled molecular probes for the chemokine receptor CXCR4.
The design, synthesis, and bioevaluation of fluorescence- and biotin-labeled CXCR4 antagonists are described. The modification of D-Lys8 at an epsilon-amino group in the peptide antagonist Ac-TZ14011 derived from polyphemusin II had no significant influence on the potent binding of the peptide to the CXCR4 receptor. The application of the labeled peptides in flow cytometry and confocal microscopy studies demonstrated the selectivity of their binding to the CXCR4 receptor, but not to CXCR7, which was recently reported to be another receptor for stromal cell-derived factor 1 (SDF-1)/CXCL12.
Oishi
Shinya
S
Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan. soishi@pharm.kyoto-u.ac.jp
Masuda
Ryo
R
Evans
Barry
B
Ueda
Satoshi
S
Goto
Yukiko
Y
Ohno
Hiroaki
H
Hirasawa
Akira
A
Tsujimoto
Gozoh
G
Wang
Zixuan
Z
Peiper
Stephen C
SC
Naito
Takeshi
T
Kodama
Eiichi
E
Matsuoka
Masao
M
Fujii
Nobutaka
N
D000595:Amino Acid Sequence; D001710:Biotin / Q000737:chemistry*; D002460:Cell Line; D005434:Flow Cytometry; D019793:Fluorescein / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry; D020128:Inhibitory Concentration 50; D018613:Microscopy, Confocal; D010455:Peptides / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019718:Receptors, CXCR4 / Q000032:analysis* / Q000037:antagonists & inhibitors / Q000378:metabolism*; D013379:Substrate Specificity
D005456:Fluorescent Dyes; D010455:Peptides; D019718:Receptors, CXCR4; D001710:Biotin; D019793:Fluorescein