Solid-phase synthetic strategy and bioevaluation of a labeled δ-opioid receptor ligand Dmt-Tic-Lys for In Vivo imaging

Jatinder S. Josan, David L. Morse, Liping Xu, Maria Trissal, Brenda Baggett, Peg Davis, Josef Vagner, Robert J. Gillies, Victor J Hruby

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

A general solid-phase synthetic strategy is developed to prepare fluorescent and/or lanthanide-labeled derivatives of the δ-opioid receptor (δOR) ligand H-Dmt-Tic-Lys(R)-OH. The high δ-OR affinity {K i = 3 nM) and desirable in vivo characteristics of the Cy5 derivative 1 suggest its usefulness for structure - function studies and receptor localization and as a high-contrast noninvasive molecular marker for live imaging ex vivo or in vivo.

Original languageEnglish (US)
Pages (from-to)2479-2482
Number of pages4
JournalOrganic Letters
Volume11
Issue number12
DOIs
StatePublished - Jun 18 2009

Fingerprint

Opioid Receptors
solid phases
Ligands
Derivatives
Imaging techniques
Lanthanoid Series Elements
ligands
markers
affinity
2',6'-dimethyltyrosyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
cyanine dye 5

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Solid-phase synthetic strategy and bioevaluation of a labeled δ-opioid receptor ligand Dmt-Tic-Lys for In Vivo imaging. / Josan, Jatinder S.; Morse, David L.; Xu, Liping; Trissal, Maria; Baggett, Brenda; Davis, Peg; Vagner, Josef; Gillies, Robert J.; Hruby, Victor J.

In: Organic Letters, Vol. 11, No. 12, 18.06.2009, p. 2479-2482.

Research output: Contribution to journalArticle

Josan, Jatinder S. ; Morse, David L. ; Xu, Liping ; Trissal, Maria ; Baggett, Brenda ; Davis, Peg ; Vagner, Josef ; Gillies, Robert J. ; Hruby, Victor J. / Solid-phase synthetic strategy and bioevaluation of a labeled δ-opioid receptor ligand Dmt-Tic-Lys for In Vivo imaging. In: Organic Letters. 2009 ; Vol. 11, No. 12. pp. 2479-2482.
@article{fbc196f37fe84d70b34d6e991670f151,
title = "Solid-phase synthetic strategy and bioevaluation of a labeled δ-opioid receptor ligand Dmt-Tic-Lys for In Vivo imaging",
abstract = "A general solid-phase synthetic strategy is developed to prepare fluorescent and/or lanthanide-labeled derivatives of the δ-opioid receptor (δOR) ligand H-Dmt-Tic-Lys(R)-OH. The high δ-OR affinity {K i = 3 nM) and desirable in vivo characteristics of the Cy5 derivative 1 suggest its usefulness for structure - function studies and receptor localization and as a high-contrast noninvasive molecular marker for live imaging ex vivo or in vivo.",
author = "Josan, {Jatinder S.} and Morse, {David L.} and Liping Xu and Maria Trissal and Brenda Baggett and Peg Davis and Josef Vagner and Gillies, {Robert J.} and Hruby, {Victor J}",
year = "2009",
month = "6",
day = "18",
doi = "10.1021/ol900200k",
language = "English (US)",
volume = "11",
pages = "2479--2482",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "12",

}

TY - JOUR

T1 - Solid-phase synthetic strategy and bioevaluation of a labeled δ-opioid receptor ligand Dmt-Tic-Lys for In Vivo imaging

AU - Josan, Jatinder S.

AU - Morse, David L.

AU - Xu, Liping

AU - Trissal, Maria

AU - Baggett, Brenda

AU - Davis, Peg

AU - Vagner, Josef

AU - Gillies, Robert J.

AU - Hruby, Victor J

PY - 2009/6/18

Y1 - 2009/6/18

N2 - A general solid-phase synthetic strategy is developed to prepare fluorescent and/or lanthanide-labeled derivatives of the δ-opioid receptor (δOR) ligand H-Dmt-Tic-Lys(R)-OH. The high δ-OR affinity {K i = 3 nM) and desirable in vivo characteristics of the Cy5 derivative 1 suggest its usefulness for structure - function studies and receptor localization and as a high-contrast noninvasive molecular marker for live imaging ex vivo or in vivo.

AB - A general solid-phase synthetic strategy is developed to prepare fluorescent and/or lanthanide-labeled derivatives of the δ-opioid receptor (δOR) ligand H-Dmt-Tic-Lys(R)-OH. The high δ-OR affinity {K i = 3 nM) and desirable in vivo characteristics of the Cy5 derivative 1 suggest its usefulness for structure - function studies and receptor localization and as a high-contrast noninvasive molecular marker for live imaging ex vivo or in vivo.

UR - http://www.scopus.com/inward/record.url?scp=67149116788&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=67149116788&partnerID=8YFLogxK

U2 - 10.1021/ol900200k

DO - 10.1021/ol900200k

M3 - Article

C2 - 19445485

AN - SCOPUS:67149116788

VL - 11

SP - 2479

EP - 2482

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 12

ER -