Synthesis and biological activity of chloromethyl ketones of leucine enkephalin

John T. Pelton; Robert B. Johnston; James L. Balk; Charles J. Schmidt; Edward B. Roche

doi:10.1016/S0006-291X(80)80021-0

Synthesis and biological activity of chloromethyl ketones of leucine enkephalin

John T. Pelton, Robert B. Johnston, James L. Balk, Charles J. Schmidt, Edward B. Roche

Pharmaceutical Science

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

14 Scopus citations

Abstract

The chloromethyl ketones of leucine enkephalin and D-Ala²-leucine enkephalin have been synthesized and tested for biological activity in the guinea pig ileum assay. The derivatives show an increased potency in morphine-like action in comparison to the corresponding enkephalins.

Original language	English (US)
Pages (from-to)	1391-1398
Number of pages	8
Journal	Biochemical and Biophysical Research Communications
Volume	97
Issue number	4
DOIs	https://doi.org/10.1016/S0006-291X(80)80021-0
State	Published - Dec 31 1980

Keywords

Bzl
CMK
TLC
benzyl
chloromethyl ketone
t-Boc
t-butyloxycarbonyl
thin layer chromatography

ASJC Scopus subject areas

Biophysics
Biochemistry
Molecular Biology
Cell Biology

Access to Document

10.1016/S0006-291X(80)80021-0

Cite this

@article{7d76f45e5a944f23b3b3b90104395dad,

title = "Synthesis and biological activity of chloromethyl ketones of leucine enkephalin",

abstract = "The chloromethyl ketones of leucine enkephalin and D-Ala2-leucine enkephalin have been synthesized and tested for biological activity in the guinea pig ileum assay. The derivatives show an increased potency in morphine-like action in comparison to the corresponding enkephalins.",

keywords = "Bzl, CMK, TLC, benzyl, chloromethyl ketone, t-Boc, t-butyloxycarbonyl, thin layer chromatography",

author = "Pelton, {John T.} and Johnston, {Robert B.} and Balk, {James L.} and Schmidt, {Charles J.} and Roche, {Edward B.}",

note = "Funding Information: We would like to acknowledge Dr. C. Ryan for his assistance in the biological assays, Dr. G. Sturgeon for assisting in the HF reductions, and Dr. F. Wagner for amino acid analyses. We also wish to thank Mr. Ken Wingrove for his financial support of the synthetic work and the Wander Foundation for their support of the biological assays.",

year = "1980",

month = dec,

day = "31",

doi = "10.1016/S0006-291X(80)80021-0",

language = "English (US)",

volume = "97",

pages = "1391--1398",

journal = "Biochemical and Biophysical Research Communications",

issn = "0006-291X",

publisher = "Academic Press Inc.",

number = "4",

}

TY - JOUR

T1 - Synthesis and biological activity of chloromethyl ketones of leucine enkephalin

AU - Pelton, John T.

AU - Johnston, Robert B.

AU - Balk, James L.

AU - Schmidt, Charles J.

AU - Roche, Edward B.

N1 - Funding Information: We would like to acknowledge Dr. C. Ryan for his assistance in the biological assays, Dr. G. Sturgeon for assisting in the HF reductions, and Dr. F. Wagner for amino acid analyses. We also wish to thank Mr. Ken Wingrove for his financial support of the synthetic work and the Wander Foundation for their support of the biological assays.

PY - 1980/12/31

Y1 - 1980/12/31

N2 - The chloromethyl ketones of leucine enkephalin and D-Ala2-leucine enkephalin have been synthesized and tested for biological activity in the guinea pig ileum assay. The derivatives show an increased potency in morphine-like action in comparison to the corresponding enkephalins.

AB - The chloromethyl ketones of leucine enkephalin and D-Ala2-leucine enkephalin have been synthesized and tested for biological activity in the guinea pig ileum assay. The derivatives show an increased potency in morphine-like action in comparison to the corresponding enkephalins.

KW - Bzl

KW - CMK

KW - TLC

KW - benzyl

KW - chloromethyl ketone

KW - t-Boc

KW - t-butyloxycarbonyl

KW - thin layer chromatography

UR - http://www.scopus.com/inward/record.url?scp=0019258458&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0019258458&partnerID=8YFLogxK

U2 - 10.1016/S0006-291X(80)80021-0

DO - 10.1016/S0006-291X(80)80021-0

M3 - Article

C2 - 7213365

AN - SCOPUS:0019258458

SN - 0006-291X

VL - 97

SP - 1391

EP - 1398

JO - Biochemical and Biophysical Research Communications

JF - Biochemical and Biophysical Research Communications

IS - 4

ER -

Synthesis and biological activity of chloromethyl ketones of leucine enkephalin

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this