Fluorescence Labeling of Neurotensin(8-13) via Arginine Residues Gives Molecular Tools with High Receptor Affinity.


Journal

ACS medicinal chemistry letters
ISSN: 1948-5875
Titre abrégé: ACS Med Chem Lett
Pays: United States
ID NLM: 101521073

Informations de publication

Date de publication:
09 Jan 2020
Historique:
received: 06 10 2019
accepted: 19 11 2019
entrez: 16 1 2020
pubmed: 16 1 2020
medline: 16 1 2020
Statut: epublish

Résumé

Fluorescence-labeled receptor ligands have emerged as valuable molecular tools, being indispensable for studying receptor-ligand interactions by fluorescence-based techniques such as high-content imaging, fluorescence microscopy, and fluorescence polarization. Through application of a new labeling strategy for peptides, a series of fluorescent neurotensin(8-13) derivatives was synthesized by attaching red-emitting fluorophores (indolinium- and pyridinium-type cyanine dyes) to carbamoylated arginine residues in neurotensin(8-13) analogues, yielding fluorescent probes with high NTS

Identifiants

pubmed: 31938457
doi: 10.1021/acsmedchemlett.9b00462
pmc: PMC6956362
doi:

Types de publication

Journal Article

Langues

eng

Pagination

16-22

Informations de copyright

Copyright © 2019 American Chemical Society.

Déclaration de conflit d'intérêts

The authors declare no competing financial interest.

Références

Nat Commun. 2017 Oct 2;8(1):763
pubmed: 28970469
Curr Med Chem. 2008;15(21):2132-43
pubmed: 18781940
Gut. 1998 Apr;42(4):546-50
pubmed: 9616318
J Biol Chem. 1973 Oct 10;248(19):6854-61
pubmed: 4745447
Curr Opin Chem Biol. 2005 Oct;9(5):517-25
pubmed: 16125436
ACS Chem Biol. 2014 Sep 19;9(9):1918-28
pubmed: 25010291
J Histochem Cytochem. 1994 Jun;42(6):755-63
pubmed: 8189037
Angew Chem Int Ed Engl. 2004 Oct 11;43(40):5400-2
pubmed: 15468079
Peptides. 2006 Oct;27(10):2488-92
pubmed: 16901585
J Biomol Screen. 2000 Apr;5(2):63-9
pubmed: 10803605
J Biol Chem. 1975 Mar 10;250(5):1907-11
pubmed: 1167549
J Med Chem. 2011 Apr 28;54(8):2915-23
pubmed: 21446649
FEBS Lett. 1993 Feb 8;317(1-2):139-42
pubmed: 8381365
Trends Pharmacol Sci. 1999 Jul;20(7):302-9
pubmed: 10390649
J Nucl Med. 2014 Oct;55(10):1650-7
pubmed: 25189338
Curr Med Chem. 2014;21(34):3962-75
pubmed: 25174921
Br J Pharmacol. 2016 Oct;173(20):3028-37
pubmed: 26317175
Anal Biochem. 2016 Jun 1;502:24-35
pubmed: 26954998
Eur J Biochem. 1982 May;124(1):117-24
pubmed: 7084220
J Cell Sci. 2000 Sep;113 ( Pt 17):2963-75
pubmed: 10934036
ACS Med Chem Lett. 2019 May 10;10(6):960-965
pubmed: 31223455
J Pept Sci. 2006 Aug;12(8):505-8
pubmed: 16671056
Cell Mol Neurobiol. 1995 Oct;15(5):501-12
pubmed: 8719037
Cancer Res. 2006 Jun 15;66(12):6243-9
pubmed: 16778199
Neuropharmacology. 2015 Nov;98:48-57
pubmed: 25979488
J Biol Chem. 1998 Oct 9;273(41):26273-6
pubmed: 9756851
Biochem Biophys Res Commun. 1994 Aug 30;203(1):465-71
pubmed: 7521165
J Neurosci. 1995 Jun;15(6):4140-7
pubmed: 7790901
Trends Pharmacol Sci. 2018 Feb;39(2):136-147
pubmed: 29132917
Biochim Biophys Acta. 2014 Jan;1838(1 Pt B):372-81
pubmed: 24095674
Biochim Biophys Acta. 2014 Jan;1838(1 Pt A):15-33
pubmed: 24055822
J Med Chem. 2016 Mar 10;59(5):1925-45
pubmed: 26824643
ACS Chem Biol. 2009 Jul 17;4(7):503-25
pubmed: 19462983
Trends Pharmacol Sci. 2018 Feb;39(2):187-199
pubmed: 29102621

Auteurs

Max Keller (M)

Institute of Pharmacy, Faculty of Chemistry and Pharmacy, University of Regensburg, Universitätsstraße 31, D-93053 Regensburg, Germany.

Shahani A Mahuroof (SA)

School of Life Sciences, University of Nottingham, Queen's Medical Centre, Nottingham NG7 2UH, United Kingdom.

Vivyanne Hong Yee (V)

School of Life Sciences, University of Nottingham, Queen's Medical Centre, Nottingham NG7 2UH, United Kingdom.

Jessica Carpenter (J)

School of Life Sciences, University of Nottingham, Queen's Medical Centre, Nottingham NG7 2UH, United Kingdom.

Lisa Schindler (L)

Institute of Pharmacy, Faculty of Chemistry and Pharmacy, University of Regensburg, Universitätsstraße 31, D-93053 Regensburg, Germany.

Timo Littmann (T)

Institute of Pharmacy, Faculty of Chemistry and Pharmacy, University of Regensburg, Universitätsstraße 31, D-93053 Regensburg, Germany.

Andrea Pegoli (A)

Institute of Pharmacy, Faculty of Chemistry and Pharmacy, University of Regensburg, Universitätsstraße 31, D-93053 Regensburg, Germany.

Harald Hübner (H)

Department of Chemistry and Pharmacy, Medicinal Chemistry, Friedrich Alexander University, Nikolaus-Fiebiger-Straße 10, D-91058 Erlangen, Germany.

Günther Bernhardt (G)

Institute of Pharmacy, Faculty of Chemistry and Pharmacy, University of Regensburg, Universitätsstraße 31, D-93053 Regensburg, Germany.

Peter Gmeiner (P)

Department of Chemistry and Pharmacy, Medicinal Chemistry, Friedrich Alexander University, Nikolaus-Fiebiger-Straße 10, D-91058 Erlangen, Germany.

Nicholas D Holliday (ND)

School of Life Sciences, University of Nottingham, Queen's Medical Centre, Nottingham NG7 2UH, United Kingdom.

Classifications MeSH