917501-50-9Relevant articles and documents
Biomimetic formation of gramicidin S by dimerization-cyclization of pentapeptide precursor on solid support
Tamaki, Makoto,Honda, Kenji,Kikuchi, Sho,Ishii, Rie
, p. 8475 - 8478 (2007/10/03)
The biomimetic formation of gramicidin S, cyclo(-d-Phe-Pro-Val-Orn-Leu-)2, by the dimerization and cyclization of pentapeptide precursor without the protection of δ-amino group of the Orn residue was examined on a solid support. The cyclization of H-d-Phe-Pro-Val-Orn-Leu-oxime on a resin with an oxime group of 0.62 mmol/g in 1,4-dioxane directly gave gramicidin S in a 50% yield. The dimerization-cyclization mode on the solid support was similar to that of the biosynthesis of gramicidin S on an enzyme.