Solution conformation of ginseng tetrapeptide H-L-Val-γ-D-Glu-D-Arg- Gly-OH

Takashi Ishizu; Masako Fujiwara; Akira Yagi; Shunsaku Noguchi

Solution conformation of ginseng tetrapeptide H-L-Val-γ-D-Glu-D-Arg- Gly-OH

Takashi Ishizu, Masako Fujiwara, Akira Yagi, Shunsaku Noguchi

PHA - Life and Pharmaceutical Science

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

1 Citation (Scopus)

Abstract

The ginseng tetrapeptide H-L-Val-γ-D-Glu-D-Arg-Gly-OH (1) was synthesized using a solution-phase methodology, and its solution conformation in dimethyl sulfoxide (DMSO)-d₆ was determined by a combination of NMR and computational techniques with the DADAS90 program. This compound has a rigid backbone based on three intramolecular hydrogen bonds between D-Arg NH and L- Val CO, between Gly NH and D-Glu CO, and between Gly NH and Gly CO.

Original language	English
Pages (from-to)	690-692
Number of pages	3
Journal	Chemical and Pharmaceutical Bulletin
Volume	46
Issue number	4
Publication status	Published - 1998

Keywords

Conformation
Ginseng tetrapeptide
Intramolecular hydrogen bond
NMR

ASJC Scopus subject areas

Drug Discovery
Organic Chemistry
Chemistry(all)
Pharmacology

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title = "Solution conformation of ginseng tetrapeptide H-L-Val-γ-D-Glu-D-Arg- Gly-OH",

abstract = "The ginseng tetrapeptide H-L-Val-γ-D-Glu-D-Arg-Gly-OH (1) was synthesized using a solution-phase methodology, and its solution conformation in dimethyl sulfoxide (DMSO)-d6 was determined by a combination of NMR and computational techniques with the DADAS90 program. This compound has a rigid backbone based on three intramolecular hydrogen bonds between D-Arg NH and L- Val CO, between Gly NH and D-Glu CO, and between Gly NH and Gly CO.",

keywords = "Conformation, Ginseng tetrapeptide, Intramolecular hydrogen bond, NMR",

author = "Takashi Ishizu and Masako Fujiwara and Akira Yagi and Shunsaku Noguchi",

year = "1998",

language = "English",

volume = "46",

pages = "690--692",

journal = "Chemical and Pharmaceutical Bulletin",

issn = "0009-2363",

publisher = "Pharmaceutical Society of Japan",

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TY - JOUR

T1 - Solution conformation of ginseng tetrapeptide H-L-Val-γ-D-Glu-D-Arg- Gly-OH

AU - Ishizu, Takashi

AU - Fujiwara, Masako

AU - Yagi, Akira

AU - Noguchi, Shunsaku

PY - 1998

Y1 - 1998

N2 - The ginseng tetrapeptide H-L-Val-γ-D-Glu-D-Arg-Gly-OH (1) was synthesized using a solution-phase methodology, and its solution conformation in dimethyl sulfoxide (DMSO)-d6 was determined by a combination of NMR and computational techniques with the DADAS90 program. This compound has a rigid backbone based on three intramolecular hydrogen bonds between D-Arg NH and L- Val CO, between Gly NH and D-Glu CO, and between Gly NH and Gly CO.

AB - The ginseng tetrapeptide H-L-Val-γ-D-Glu-D-Arg-Gly-OH (1) was synthesized using a solution-phase methodology, and its solution conformation in dimethyl sulfoxide (DMSO)-d6 was determined by a combination of NMR and computational techniques with the DADAS90 program. This compound has a rigid backbone based on three intramolecular hydrogen bonds between D-Arg NH and L- Val CO, between Gly NH and D-Glu CO, and between Gly NH and Gly CO.

KW - Conformation

KW - Ginseng tetrapeptide

KW - Intramolecular hydrogen bond

KW - NMR

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EP - 692

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

SN - 0009-2363

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