Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin

Andrzej W. Lipkowski; Aleksandra Misicka; Peg Davis; Dagmar Stropova; Jacqueline Janders; Magdalena Lachwa; Frank Porreca; Henry I. Yamamura; Victor J. Hruby

doi:10.1016/S0960-894X(99)00464-3

Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin

Andrzej W. Lipkowski, Aleksandra Misicka, Peg Davis, Dagmar Stropova, Jacqueline Janders, Magdalena Lachwa, Frank Porreca, Henry I. Yamamura, Victor J. Hruby

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

44 Scopus citations

Abstract

The synthesis and biological activity of two fragments of the very potent opioid peptide biphalin, showed that Tyr-D-Ala-Gly-Phe-NH-NH<-Phe is the minimal fragment necessary to express equal affinities and the same biological activity profile as the parent biphalin. The replacement of N'-Phe with other L- or D- lipophilic amino acids showed the possibility of modification of receptor efficacy of the analogues.

Original language	English (US)
Pages (from-to)	2763-2766
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	9
Issue number	18
DOIs	https://doi.org/10.1016/S0960-894X(99)00464-3
State	Published - Sep 20 1999

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/S0960-894X(99)00464-3

Cite this

@article{c978e4ace2d1469c822c08ac9c6b4393,

title = "Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin",

abstract = "The synthesis and biological activity of two fragments of the very potent opioid peptide biphalin, showed that Tyr-D-Ala-Gly-Phe-NH-NH<-Phe is the minimal fragment necessary to express equal affinities and the same biological activity profile as the parent biphalin. The replacement of N'-Phe with other L- or D- lipophilic amino acids showed the possibility of modification of receptor efficacy of the analogues.",

author = "Lipkowski, {Andrzej W.} and Aleksandra Misicka and Peg Davis and Dagmar Stropova and Jacqueline Janders and Magdalena Lachwa and Frank Porreca and Yamamura, {Henry I.} and Hruby, {Victor J.}",

year = "1999",

month = sep,

day = "20",

doi = "10.1016/S0960-894X(99)00464-3",

language = "English (US)",

volume = "9",

pages = "2763--2766",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

number = "18",

}

TY - JOUR

T1 - Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin

AU - Lipkowski, Andrzej W.

AU - Misicka, Aleksandra

AU - Davis, Peg

AU - Stropova, Dagmar

AU - Janders, Jacqueline

AU - Lachwa, Magdalena

AU - Porreca, Frank

AU - Yamamura, Henry I.

AU - Hruby, Victor J.

PY - 1999/9/20

Y1 - 1999/9/20

N2 - The synthesis and biological activity of two fragments of the very potent opioid peptide biphalin, showed that Tyr-D-Ala-Gly-Phe-NH-NH<-Phe is the minimal fragment necessary to express equal affinities and the same biological activity profile as the parent biphalin. The replacement of N'-Phe with other L- or D- lipophilic amino acids showed the possibility of modification of receptor efficacy of the analogues.

AB - The synthesis and biological activity of two fragments of the very potent opioid peptide biphalin, showed that Tyr-D-Ala-Gly-Phe-NH-NH<-Phe is the minimal fragment necessary to express equal affinities and the same biological activity profile as the parent biphalin. The replacement of N'-Phe with other L- or D- lipophilic amino acids showed the possibility of modification of receptor efficacy of the analogues.

UR - http://www.scopus.com/inward/record.url?scp=0033588946&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0033588946&partnerID=8YFLogxK

U2 - 10.1016/S0960-894X(99)00464-3

DO - 10.1016/S0960-894X(99)00464-3

M3 - Article

C2 - 10509931

AN - SCOPUS:0033588946

SN - 0960-894X

VL - 9

SP - 2763

EP - 2766

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 18

ER -

Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this