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

Access to Document

10.1007/s00726-006-0469-9

Fingerprint Dive into the research topics of 'Synthesis of a versatile constrained analogue of dipeptide DG (Asp-Gly)'. Together they form a unique fingerprint.

Cite this

@article{1a739c183c4d43d7aa230db90bb5423c,

title = "Synthesis of a versatile constrained analogue of dipeptide DG (Asp-Gly)",

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.",

keywords = "Amino acids, Conformational restriction, Lactams, Mimetics, Orthogonal protection",

author = "R. Galeazzi and E. Marcucci and G. Martelli and D. Natali and M. Orena and S. Rinaldi",

year = "2008",

month = feb,

doi = "10.1007/s00726-006-0469-9",

language = "English",

volume = "34",

pages = "333--336",

journal = "Amino Acids",

issn = "0939-4451",

publisher = "Springer Wien",

number = "2",

}

TY - JOUR

T1 - Synthesis of a versatile constrained analogue of dipeptide DG (Asp-Gly)

AU - Galeazzi, R.

AU - Marcucci, E.

AU - Martelli, G.

AU - Natali, D.

AU - Orena, M.

AU - Rinaldi, S.

PY - 2008/2

Y1 - 2008/2

N2 - 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.

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

UR - http://www.scopus.com/inward/record.url?scp=39049094111&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=39049094111&partnerID=8YFLogxK

U2 - 10.1007/s00726-006-0469-9

DO - 10.1007/s00726-006-0469-9

M3 - Article

C2 - 17136507

AN - SCOPUS:39049094111

VL - 34

SP - 333

EP - 336

JO - Amino Acids

JF - Amino Acids

SN - 0939-4451

IS - 2

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this