β‐ENDORPHIN: SYNTHESIS AND MORPHINE‐LIKE ACTIVITY OF ANALOGS WITH D‐AMINO ACID RESIDUES IN POSITIONS 1, 2, 4 AND 5

Donald Yamashiro; Liang‐Fu ‐F Tseng; Byron A. Doneen; Horace H. Loh; Choh Hao Li

doi:10.1111/j.1399-3011.1977.tb02790.x

β‐ENDORPHIN: SYNTHESIS AND MORPHINE‐LIKE ACTIVITY OF ANALOGS WITH D‐AMINO ACID RESIDUES IN POSITIONS 1, 2, 4 AND 5

Donald Yamashiro, Liang‐Fu ‐F Tseng, Byron A. Doneen, Horace H. Loh, Choh Hao Li

Pharmacology

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

31 Scopus citations

Abstract

The solid‐phase syntheses of [D‐Tyr¹]‐, [D‐Ala²]‐, [D‐Phe⁴]‐, and [D‐Met⁵]‐β_c‐endorphins are described. A comparison of certain methods of purification and criteria of homogeneity is made with the use of these compounds. Bioassay of these synthetic analogs both in vitro and in vivo show that [D‐Ala²]‐β_c‐endorphin possesses significant opiate activity whereas the other analogs have minimal activity.

Original language	English (US)
Pages (from-to)	159-166
Number of pages	8
Journal	International Journal of Peptide and Protein Research
Volume	10
Issue number	2
DOIs	https://doi.org/10.1111/j.1399-3011.1977.tb02790.x
State	Published - Aug 1977

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title = "β‐ENDORPHIN: SYNTHESIS AND MORPHINE‐LIKE ACTIVITY OF ANALOGS WITH D‐AMINO ACID RESIDUES IN POSITIONS 1, 2, 4 AND 5",

abstract = "The solid‐phase syntheses of [D‐Tyr1]‐, [D‐Ala2]‐, [D‐Phe4]‐, and [D‐Met5]‐βc‐endorphins are described. A comparison of certain methods of purification and criteria of homogeneity is made with the use of these compounds. Bioassay of these synthetic analogs both in vitro and in vivo show that [D‐Ala2]‐βc‐endorphin possesses significant opiate activity whereas the other analogs have minimal activity.",

author = "Donald Yamashiro and Tseng, {Liang‐Fu ‐F} and Doneen, {Byron A.} and Loh, {Horace H.} and Li, {Choh Hao}",

year = "1977",

month = aug,

doi = "10.1111/j.1399-3011.1977.tb02790.x",

language = "English (US)",

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T2 - SYNTHESIS AND MORPHINE‐LIKE ACTIVITY OF ANALOGS WITH D‐AMINO ACID RESIDUES IN POSITIONS 1, 2, 4 AND 5

AU - Yamashiro, Donald

AU - Tseng, Liang‐Fu ‐F

AU - Doneen, Byron A.

AU - Loh, Horace H.

AU - Li, Choh Hao

PY - 1977/8

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N2 - The solid‐phase syntheses of [D‐Tyr1]‐, [D‐Ala2]‐, [D‐Phe4]‐, and [D‐Met5]‐βc‐endorphins are described. A comparison of certain methods of purification and criteria of homogeneity is made with the use of these compounds. Bioassay of these synthetic analogs both in vitro and in vivo show that [D‐Ala2]‐βc‐endorphin possesses significant opiate activity whereas the other analogs have minimal activity.

AB - The solid‐phase syntheses of [D‐Tyr1]‐, [D‐Ala2]‐, [D‐Phe4]‐, and [D‐Met5]‐βc‐endorphins are described. A comparison of certain methods of purification and criteria of homogeneity is made with the use of these compounds. Bioassay of these synthetic analogs both in vitro and in vivo show that [D‐Ala2]‐βc‐endorphin possesses significant opiate activity whereas the other analogs have minimal activity.

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SN - 0367-8377

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JO - International Journal of Peptide and Protein Research

JF - International Journal of Peptide and Protein Research

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ER -

β‐ENDORPHIN: SYNTHESIS AND MORPHINE‐LIKE ACTIVITY OF ANALOGS WITH D‐AMINO ACID RESIDUES IN POSITIONS 1, 2, 4 AND 5

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