THE GRAMICIDIN PORE - SELECTIVE TRYPTOPHAN REPLACEMENT WITH ASPARTIC-ACID

Authors
RANGANATHAN S KUNDU D TAMILARASU N NAGARAJ R DHOPLE VM JAGANADHAM V
Citation
S. Ranganathan et al., THE GRAMICIDIN PORE - SELECTIVE TRYPTOPHAN REPLACEMENT WITH ASPARTIC-ACID, Tetrahedron letters, 37(29), 1996, pp. 5199-5202
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
29
Year of publication
1996
Pages
5199 - 5202
Database
ISI
SICI code
0040-4039(1996)37:29<5199:TGP-ST>2.0.ZU;2-X
Abstract
The chemoselective transformation of Trp(9) and Trp(11), located at th e hydrophobic core of the antiparallel, double helical pore of O-acety l gramicidin A(HCO-ValGlyAlaLeu degrees AlaVal degrees ValVal degrees TrpLeu degrees TrpLeu degrees TrpLeu degrees TrpNHCH(2)CH(2)OAc; o = D isomer) to Asp(9) gramicidin and Asp(9) Asp(11) gramicidin has been d emonstrated by oxidation with 0.25 eq. of in situ generated Ru(VIII), HPLC isolation, amino acid analysis and peptide sequencing. Copyright (C) 1996 Published by Elsevier Science Ltd