143038-46-4Relevant academic research and scientific papers
Syntheses of triglycosyl tetrapeptides and a hexaglycosyl tetrapeptide
Takeda, Tadahiro,Kanemitsu, Takuya,Shimizu, Noriko,Ogihara, Yukio,Matsubara, Machiko
, p. 81 - 93 (2007/10/03)
A stereo-controlled synthesis of the model compound for the phytoalexin elicitor-active glycoprotein is described. Glycosylation of the trisaccharide, 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1 → 6)-2,3,4-tri-O-acetyl-α-D-mannopyranosyl-(1 → 6)-2,3,4-tri-O-acetyl-α-D-mannopyranosyl trichloroacetimidate (12), with N-(9-fluorenylmethoxycarbonyl)-L-seryl-L-proline benzyl ester (3) or N-(carbobenzoxy)-L-seryl-L-proline methyl ester (4) by use of BE3 · OEt2 gave the triglycosyl-seryl-proline derivatives. The N- as well as C-terminus of these triglycosyl dipeptides could be deblocked selectively to give compounds 14 and 16, which are versatile intermediates for the completion of model compound synthesis of glycopeptide. Triglycosyl tetrapeptides (18, 21) and hexaglycosyl tetrapeptide (23) have been prepared by the convergent block synthesis.
Synthesis of Segments of the GnRH-Associated Peptide
Somlai, Csaba,Koenig, Wolfgang,Knolle, Jochen
, p. 1055 - 1062 (2007/10/02)
The 56 amino acid containing GnRH-associated peptide (GAP) may be prepared by a combination of fragment condensation and solid-phase peptide synthesis (SPPS).The solution-phase synthesis of the fragments 1-9 is described.Furthermore, we report on the selective cleavage of benzyl esters by catalytic hydrogenation in the presence of the 9-fluorenylmethyloxycarbonyl (Fmoc) protecting group.The C-terminal 15 amino acid containing fragment of GAP (10) was synthesized by SPPS.Key Words: Gonadoliberin-releasing hormone / Peptides
