Smith, D.G.Taylor, A.Walter, J.A.2013-08-082013-08-081991-02Feicht, A., A.G. Mcinnes, D.G. Smith, A. Taylor, and J.A. Walter. "Synthesis and characterization of a derivative of 2-L-N-(L-glutamyl-Lglutaminyl) amino-3-phenylpropan-1-o1 a proposed C-terminal peptide sequence of metabolites of Trichoderma spp." Proceedings of the Nova Scotian Institute of Science. 39.2 (1991): 67-74. Print.http://hdl.handle.net/10222/35252Includes b&w illus.; bibliographic referencesThe y-benzyl ester of the 2,4-dinitrophenyl ether of 2-l -N-(l-glutamyl-L-glutaminyl) amino-3-phenylpropan-l-ol, the C-terminal sequence of a number of antibiotic fungal peplides, has been synthesized. Evidence is presented that rearrangements did not occur at either of the two peptide bond forming steps. However, 2-l-pyroglutamylamino-3-phenyl-1-(2', 4'-dinitrophenoxy)propane was always a byproduct in the reaction of the glutamylphenylalaninol ether with r-benzyl N-tbutyloxycarbonylglutamic acid. The pyranyl ether protecting group of l-2-(N-L-t-butyloxycarbonylglutamyl) amino-3-phenyl-1-(tetrahydropyranyl-2' -)oxypropane could be selectively hydrolysed with lithium tetrafluoroborate.On a synthésizé I'ester y-benzyl de I'éther 2,4-binitrophenyl de 2-L -N-(l-glutamyl-L-glutaminyl) amino-3-phenyl-I-oI, la sequence terminale-C d'un nombre de peptides de mycètes antibiotiques. Les faits presentés ici démontrent que les réarrangements ont lieu à nulle étape où deux peptides forment des liaisons. Néanmoins, Ie propane 2-L-pyroglutamylamino-3-phenyl-1-(2',4'-binitro-phenoxyl) a constitué un dérivé constant de Ia réaction de I'éther glutamylphenylalaninol avec I'acide y-benzyl N-t-butyloxycarbonylglutamique. On a réussi à hydrolyser, au moyen du telratluoroborate de lithium, Ie groupe protegeant I'ether pyranyl du propane-L-2-(N-L -t-butyloxycarbonylglutamyl) amino-3-phenyl-1-oxy(tetrahydropyranyl-2').en-USFungal metabolites--SynthesisAmino acids--AnalysisText