Local constrained shifty pseudopeptides inhibitors of rasfarnesyl transferase

Gerardo Byk; Marc Duchesne; Fabienne Parker; Yves Lelievre; Jean D. Guitton; François F. Clerc; Jérôme Becquart; Bruno Tocque; Daniel Scherman

doi:10.1016/0960-894X(95)00482-9

Local constrained shifty pseudopeptides inhibitors of rasfarnesyl transferase

Gerardo Byk, Marc Duchesne, Fabienne Parker, Yves Lelievre, Jean D. Guitton, François F. Clerc, Jérôme Becquart, Bruno Tocque, Daniel Scherman

Sanofi-Aventis

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

9 Scopus citations

Abstract

Pseudopeptide analogues related to the C-terminal tetrapeptide of ras-protein (Cys-Val-X-Met) were synthesized and evaluated for inhibition of ras farnesyl transferase (FTase). We demonstrate that the introduction of a shifty amino acid related to Cys instead of Cys-Val and a tetrahydroisoquinoline carboxylic acid (TIC) instead of Phe lead to potent inhibitors of FTase on isolated enzyme or on cell based tests. One of the pseudopeptides, conceived as a prodrug, suppressed specifically the ability of ras transformed cells to form colonies in soft agar.

Original language	English
Pages (from-to)	2677-2682
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	5
Issue number	22
DOIs	https://doi.org/10.1016/0960-894X(95)00482-9
State	Published - 16 Nov 1995
Externally published	Yes

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title = "Local constrained shifty pseudopeptides inhibitors of rasfarnesyl transferase",

abstract = "Pseudopeptide analogues related to the C-terminal tetrapeptide of ras-protein (Cys-Val-X-Met) were synthesized and evaluated for inhibition of ras farnesyl transferase (FTase). We demonstrate that the introduction of a shifty amino acid related to Cys instead of Cys-Val and a tetrahydroisoquinoline carboxylic acid (TIC) instead of Phe lead to potent inhibitors of FTase on isolated enzyme or on cell based tests. One of the pseudopeptides, conceived as a prodrug, suppressed specifically the ability of ras transformed cells to form colonies in soft agar.",

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T1 - Local constrained shifty pseudopeptides inhibitors of rasfarnesyl transferase

AU - Byk, Gerardo

AU - Duchesne, Marc

AU - Parker, Fabienne

AU - Lelievre, Yves

AU - Guitton, Jean D.

AU - Clerc, François F.

AU - Becquart, Jérôme

AU - Tocque, Bruno

AU - Scherman, Daniel

PY - 1995/11/16

Y1 - 1995/11/16

N2 - Pseudopeptide analogues related to the C-terminal tetrapeptide of ras-protein (Cys-Val-X-Met) were synthesized and evaluated for inhibition of ras farnesyl transferase (FTase). We demonstrate that the introduction of a shifty amino acid related to Cys instead of Cys-Val and a tetrahydroisoquinoline carboxylic acid (TIC) instead of Phe lead to potent inhibitors of FTase on isolated enzyme or on cell based tests. One of the pseudopeptides, conceived as a prodrug, suppressed specifically the ability of ras transformed cells to form colonies in soft agar.

AB - Pseudopeptide analogues related to the C-terminal tetrapeptide of ras-protein (Cys-Val-X-Met) were synthesized and evaluated for inhibition of ras farnesyl transferase (FTase). We demonstrate that the introduction of a shifty amino acid related to Cys instead of Cys-Val and a tetrahydroisoquinoline carboxylic acid (TIC) instead of Phe lead to potent inhibitors of FTase on isolated enzyme or on cell based tests. One of the pseudopeptides, conceived as a prodrug, suppressed specifically the ability of ras transformed cells to form colonies in soft agar.

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JO - Bioorganic and Medicinal Chemistry Letters

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Local constrained shifty pseudopeptides inhibitors of rasfarnesyl transferase

Abstract

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