Synthesis of a versatile constrained analogue of dipeptide DG (Asp-Gly)

R. Galeazzi; E. Marcucci; G. Martelli; D. Natali; M. Orena; S. Rinaldi

doi:10.1007/s00726-006-0469-9

Synthesis of a versatile constrained analogue of dipeptide DG (Asp-Gly)

R. Galeazzi, E. Marcucci, G. Martelli, D. Natali, M. Orena, S. Rinaldi

Istituto Nazionale di Riposo e Cura per Anziani V.E. II

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

Abstract

The synthesis of an orthogonally protected constrained analogue of dipeptide DG (Asp-Gly) is reported exploiting alkylation of a chiral lactam. The versatility of this analogue was proven by removal of t-Boc protecting group, followed by coupling under homogeneous conditions with t-Boc-Arg(Z ₂)-Gly, to give a conformationally restricted analogue of RGDG tetrapeptide.

Original language	English
Pages (from-to)	333-336
Number of pages	4
Journal	Amino Acids
Volume	34
Issue number	2
DOIs	https://doi.org/10.1007/s00726-006-0469-9
Publication status	Published - Feb 2008

Keywords

Amino acids
Conformational restriction
Lactams
Mimetics
Orthogonal protection

ASJC Scopus subject areas

Clinical Biochemistry
Biochemistry
Endocrinology

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10.1007/s00726-006-0469-9

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AU - Marcucci, E.

AU - Martelli, G.

AU - Natali, D.

AU - Orena, M.

AU - Rinaldi, S.

PY - 2008/2

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AB - The synthesis of an orthogonally protected constrained analogue of dipeptide DG (Asp-Gly) is reported exploiting alkylation of a chiral lactam. The versatility of this analogue was proven by removal of t-Boc protecting group, followed by coupling under homogeneous conditions with t-Boc-Arg(Z 2)-Gly, to give a conformationally restricted analogue of RGDG tetrapeptide.

KW - Amino acids

KW - Conformational restriction

KW - Lactams

KW - Mimetics

KW - Orthogonal protection

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ER -

Synthesis of a versatile constrained analogue of dipeptide DG (Asp-Gly)

Abstract

Keywords

ASJC Scopus subject areas

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