Dual labeled peptides as tools to study receptors: nanomolar affinity derivatives of TIPP (Tyr-Tic-Phe-Phe) containing an affinity label and biotin as probes of delta opioid receptors.
A general strategy for the design of dual labeled peptides was developed, and derivatives of the delta opioid receptor (DOR) selective antagonist TIPP (Tyr-Tic-Phe-PheOH) containing both an affinity label and biotin were prepared by solid-phase synthesis. Tyr-Tic-Phe-Phe(p-X)-Asp-NH(CH2CH2O)2-CH2CH2NH-biotin (where X = N=C=S or NHCOCH2Br) exhibit nanomolar DOR affinity. The ability to detect receptors labeled with these peptides following solubilization and SDS-PAGE demonstrate the applicability of this design approach for dual labeled peptide derivatives.
Aldrich
Jane V
JV
Department of Medicinal Chemistry, School of Pharmacy, 1251 Wescoe Hall Drive, University of Kansas, Lawrence, Kansas 66045, USA. jaldrich@ku.edu
Kumar
Vivek
V
Murray
Thomas F
TF
Guang
Wei
W
Wang
Jia Bei
JB
D000345:Affinity Labels / Q000737:chemistry*; D000818:Animals; D015374:Biosensing Techniques / Q000379:methods*; D001710:Biotin / Q000378:metabolism*; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D017465:Receptors, Opioid, delta / Q000032:analysis* / Q000378:metabolism*; D012995:Solubility; D013194:Staining and Labeling; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*
D000345:Affinity Labels; D009842:Oligopeptides; D017465:Receptors, Opioid, delta; D044005:Tetrahydroisoquinolines; C082263:tyrosyl-1,2,3,4-tetrahydro-3-isoquinolinecarbonyl-phenylalanyl-phenylalanine; D001710:Biotin