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

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

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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.\}",

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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 - https://www.scopus.com/pages/publications/0033588946

UR - https://www.scopus.com/pages/publications/0033588946#tab=citedBy

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

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

M3 - Article

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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

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