3-Azido-aspartic acid derivatives - Orthogonally protected precursors for the stereoselective incorporation of 2,3-diaminosuccinic acid into peptide structures

C. Riemer; T. Bayer; H. Schmitt; H. Kessler

doi:10.1111/j.1399-3011.2003.00117.x

3-Azido-aspartic acid derivatives - Orthogonally protected precursors for the stereoselective incorporation of 2,3-diaminosuccinic acid into peptide structures

C. Riemer, T. Bayer, H. Schmitt, H. Kessler

TUM Emeriti of Excellence

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

5 Scopus citations

Abstract

The stereoselective synthesis of orthogonally protected 3-azido aspartic acid derivatives is described. The convenience of their application as 2,3-diaminosuccinic acid in peptide chemistry was demonstrated by the incorporation of the nonproteinogenic diamino diacid as a cystine-substitute into the core structure of somatostatin.

Original language	English
Pages (from-to)	196-199
Number of pages	4
Journal	Journal of Peptide Research
Volume	63
Issue number	3
DOIs	https://doi.org/10.1111/j.1399-3011.2003.00117.x
State	Published - Mar 2004

Keywords

2,3-diaminosuccinic acid
3-azido-aspartic acid
Cyclopeptides
Orthogonal protection
Peptide synthesis
Somatostatin
Stereoselectivity

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10.1111/j.1399-3011.2003.00117.x

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abstract = "The stereoselective synthesis of orthogonally protected 3-azido aspartic acid derivatives is described. The convenience of their application as 2,3-diaminosuccinic acid in peptide chemistry was demonstrated by the incorporation of the nonproteinogenic diamino diacid as a cystine-substitute into the core structure of somatostatin.",

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AU - Riemer, C.

AU - Bayer, T.

AU - Schmitt, H.

AU - Kessler, H.

PY - 2004/3

Y1 - 2004/3

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AB - The stereoselective synthesis of orthogonally protected 3-azido aspartic acid derivatives is described. The convenience of their application as 2,3-diaminosuccinic acid in peptide chemistry was demonstrated by the incorporation of the nonproteinogenic diamino diacid as a cystine-substitute into the core structure of somatostatin.

KW - 2,3-diaminosuccinic acid

KW - 3-azido-aspartic acid

KW - Cyclopeptides

KW - Orthogonal protection

KW - Peptide synthesis

KW - Somatostatin

KW - Stereoselectivity

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DO - 10.1111/j.1399-3011.2003.00117.x

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AN - SCOPUS:1942534176

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SP - 196

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JF - Journal of Peptide Research

IS - 3

ER -

3-Azido-aspartic acid derivatives - Orthogonally protected precursors for the stereoselective incorporation of 2,3-diaminosuccinic acid into peptide structures

Abstract

Keywords

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