Synthesis of H-2-labelled alpha-azidoisobutyryl chloride (D-6-Azib-Cl) as H-2(6)-Aib equivalent building block in peptide synthesis

Weigelt S, Sewald N (2004)
SYNLETT (4): 726-728.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Weigelt, S; Sewald, NorbertUniBi
Abstract / Bemerkung
A new synthesis of H-2-labelled alpha-azidoisobutyryl chloride for application as a building block in peptide synthesis is presented. Starting from readily available acetone cyanohydrin-D-6, an efficient synthetic protocol provides the deuterated target molecule alpha-azidoisobutyryl chloride (D-6-Azib-Cl) in good yield with very high deuterium incorporation. This compound represents an activated, N-protected equivalent of H-2-labelled alpha-aminoisobutyric acid (D-6-Aib), which will be especially useful for NMR investigations on peptides with a high Aib content.
Stichworte
deuterium; peptides; bioorganic chemistry; isotopic labelling; azido acids
Erscheinungsjahr
2004
Zeitschriftentitel
SYNLETT
Ausgabe
4
Seite(n)
726-728
ISSN
0936-5214
eISSN
1437-2096
Page URI
https://pub.uni-bielefeld.de/record/1608405

Zitieren

Weigelt S, Sewald N. Synthesis of H-2-labelled alpha-azidoisobutyryl chloride (D-6-Azib-Cl) as H-2(6)-Aib equivalent building block in peptide synthesis. SYNLETT. 2004;(4):726-728.
Weigelt, S., & Sewald, N. (2004). Synthesis of H-2-labelled alpha-azidoisobutyryl chloride (D-6-Azib-Cl) as H-2(6)-Aib equivalent building block in peptide synthesis. SYNLETT(4), 726-728. https://doi.org/10.1055/s-2004-817748
Weigelt, S., and Sewald, N. (2004). Synthesis of H-2-labelled alpha-azidoisobutyryl chloride (D-6-Azib-Cl) as H-2(6)-Aib equivalent building block in peptide synthesis. SYNLETT, 726-728.
Weigelt, S., & Sewald, N., 2004. Synthesis of H-2-labelled alpha-azidoisobutyryl chloride (D-6-Azib-Cl) as H-2(6)-Aib equivalent building block in peptide synthesis. SYNLETT, (4), p 726-728.
S. Weigelt and N. Sewald, “Synthesis of H-2-labelled alpha-azidoisobutyryl chloride (D-6-Azib-Cl) as H-2(6)-Aib equivalent building block in peptide synthesis”, SYNLETT, 2004, pp. 726-728.
Weigelt, S., Sewald, N.: Synthesis of H-2-labelled alpha-azidoisobutyryl chloride (D-6-Azib-Cl) as H-2(6)-Aib equivalent building block in peptide synthesis. SYNLETT. 726-728 (2004).
Weigelt, S, and Sewald, Norbert. “Synthesis of H-2-labelled alpha-azidoisobutyryl chloride (D-6-Azib-Cl) as H-2(6)-Aib equivalent building block in peptide synthesis”. SYNLETT 4 (2004): 726-728.

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