Discovery of dermorphin-based affinity labels with subnanomolar affinity for mu opioid receptors

Bhaswati Sinha; Zhengyu Cao; Thomas F. Murray; Jane V. Aldrich

doi:10.1021/jm9007592

Discovery of dermorphin-based affinity labels with subnanomolar affinity for mu opioid receptors

Bhaswati Sinha, Zhengyu Cao, Thomas F. Murray, Jane V. Aldrich

Department of Pharmacology and Neuroscience

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

A series of potent electrophilic affinity labels (IC50= 0.1-5 nM) containing either a bromoacetamide or isothiocyanate based on the μ opioid receptor (MOR) selective peptide dermorphin were prepared. All four analogues exhibited wash resistant inhibition of [3H]DAMGO binding at subnanomolar to nanomolar concentrations, suggesting that these analogues bind covalently to MOR. To our knowledge, these peptides are the highest affinity peptide-based affinity labels for MOR reported to date.

Original language	English (US)
Pages (from-to)	7372-7375
Number of pages	4
Journal	Journal of Medicinal Chemistry
Volume	52
Issue number	23
DOIs	https://doi.org/10.1021/jm9007592
State	Published - Dec 10 2009

All Science Journal Classification (ASJC) codes

Molecular Medicine
Drug Discovery

Access to Document

10.1021/jm9007592

Fingerprint Dive into the research topics of 'Discovery of dermorphin-based affinity labels with subnanomolar affinity for mu opioid receptors'. Together they form a unique fingerprint.

Cite this

@article{0572f1cddb8047ddb810d2981faa08dd,

title = "Discovery of dermorphin-based affinity labels with subnanomolar affinity for mu opioid receptors",

abstract = "A series of potent electrophilic affinity labels (IC50= 0.1-5 nM) containing either a bromoacetamide or isothiocyanate based on the μ opioid receptor (MOR) selective peptide dermorphin were prepared. All four analogues exhibited wash resistant inhibition of [3H]DAMGO binding at subnanomolar to nanomolar concentrations, suggesting that these analogues bind covalently to MOR. To our knowledge, these peptides are the highest affinity peptide-based affinity labels for MOR reported to date.",

author = "Bhaswati Sinha and Zhengyu Cao and Murray, {Thomas F.} and Aldrich, {Jane V.}",

year = "2009",

month = dec,

day = "10",

doi = "10.1021/jm9007592",

language = "English (US)",

volume = "52",

pages = "7372--7375",

journal = "Journal of Medicinal Chemistry",

issn = "0022-2623",

publisher = "American Chemical Society",

number = "23",

}

TY - JOUR

T1 - Discovery of dermorphin-based affinity labels with subnanomolar affinity for mu opioid receptors

AU - Sinha, Bhaswati

AU - Cao, Zhengyu

AU - Murray, Thomas F.

AU - Aldrich, Jane V.

PY - 2009/12/10

Y1 - 2009/12/10

N2 - A series of potent electrophilic affinity labels (IC50= 0.1-5 nM) containing either a bromoacetamide or isothiocyanate based on the μ opioid receptor (MOR) selective peptide dermorphin were prepared. All four analogues exhibited wash resistant inhibition of [3H]DAMGO binding at subnanomolar to nanomolar concentrations, suggesting that these analogues bind covalently to MOR. To our knowledge, these peptides are the highest affinity peptide-based affinity labels for MOR reported to date.

AB - A series of potent electrophilic affinity labels (IC50= 0.1-5 nM) containing either a bromoacetamide or isothiocyanate based on the μ opioid receptor (MOR) selective peptide dermorphin were prepared. All four analogues exhibited wash resistant inhibition of [3H]DAMGO binding at subnanomolar to nanomolar concentrations, suggesting that these analogues bind covalently to MOR. To our knowledge, these peptides are the highest affinity peptide-based affinity labels for MOR reported to date.

UR - http://www.scopus.com/inward/record.url?scp=72249085984&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=72249085984&partnerID=8YFLogxK

U2 - 10.1021/jm9007592

DO - 10.1021/jm9007592

M3 - Article

C2 - 19621878

AN - SCOPUS:72249085984

VL - 52

SP - 7372

EP - 7375

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 23

ER -

Discovery of dermorphin-based affinity labels with subnanomolar affinity for mu opioid receptors

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Cite this