Download PDF
Synlett 1996; 1996(5): 459-460
DOI: 10.1055/s-1996-5458
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Preparation of Nα-Boc 4-O-Diethylphospho-L-azatyrosine, a Regent Potentially Useful for the Synthesis of Signal Transduction Related Peptides

Bin Ye, Akira Otaka, Terrence R. Burke, Jr.*
  • *Laboratory of Medicinal Chemistry, Division of Basic Sciences, National Cancer Institute, National Institutes of Health, Building 37, Room 5C06, Bethesda, Maryland 20892, U.S.A., FAX +301-402-2275; E-mail: tburke@helix.hih.gov
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Preparation of the phosphorylated azatyrosine analogue, 2(S)-Nα-Boc-3-[5’-(diethyl phosphoryloxy)-2’-pyridyl]propionate (3), is reported. This compound is designed for the solid-phase synthesis of cell signal transduction peptides containing a phosphotyrosyl reside bearing a nitrogen atom in the tyrosyl aromatic ring. An important aspect of the synthetic approach is the use of diethyl phosphate functionality for phenolic hydroxyl protection during palladium-mediated coupling.

azatyrosine - phosphotyrosine - signal transduction - SH2 domain