A PHOTOLABILE PROTECTING GROUP FOR THE PHENOLIC HYDROXYL FUNCTION OF TYROSINE
- 1 February 1977
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 9 (2), 91-96
- https://doi.org/10.1111/j.1399-3011.1977.tb03468.x
Abstract
The o-nitrobenzyl group (ONBzl) was utilized to protect the phenolic function of the side chain of tyrosine. Optimal conditions for its mild photolytic removal were established. The preparation and properties of some (O-ONBzl)-tyrosine derivatives of potential value in the synthesis of tyrosine-containing peptides are described. Their use in the synthesis of the dipeptide, N-benzyloxycarbonyl-L-tyrosyl-glycine ethyl ester, is presented as an example.This publication has 29 references indexed in Scilit:
- Preparation of a new o-nitrobenzyl resin for solid-phase synthesis of tert-butyloxycarbonyl-protected peptide acidsJournal of the American Chemical Society, 1975
- Photochemical rearrangement of some o-nitrobenzylidene carbohydrate derivatives. A route to partially protected sugarsJournal of the Chemical Society, Chemical Communications, 1972
- Controlled synthesis of peptides in aqueous medium. VIII. Preparation and use of novel .alpha.-amino acid N-carboxyanhydridesJournal of the American Chemical Society, 1971
- Photosensitive protecting groupsJournal of the American Chemical Society, 1970
- Peptidsynthesen mitO‐Alkoxycarbonyl‐tyrosin‐DerivatenEuropean Journal of Inorganic Chemistry, 1968
- Use of Polymers as Chemical Reagents. I. Preparation of PeptidesJournal of the American Chemical Society, 1966
- Solid Phase Peptide Synthesis. I. The Synthesis of a TetrapeptideJournal of the American Chemical Society, 1963
- The Tertiary Butyl Group as a Blocking Agent for Hydroxyl, Sulfhydryl and Amido Functions in Peptide SynthesisJournal of the American Chemical Society, 1963
- Über Dipeptide mit vorwiegend sauren Eigenschaften und ihr fermentatives Verhalten.Hoppe-Seyler´s Zeitschrift Für Physiologische Chemie, 1934