FMOC solid phase synthesis of an endothelin converting enzyme substrate. Use of allyl ester as the third orthogonal protecting group.
The synthesis of a substrate for the endothelin converting enzyme using the continuous flow FMOC solid phase method has been accomplished. The allyl group, employed to protect Glu side chain, was cleanly removed during the synthesis in the presence of tert.-butyl based protecting groups to enable the introduction of the Edans moiety. The substrate was obtained in 31% yield after reverse phase hplc purification.
Handa
B K
BK
Department of Physical Methods, Roche Products Limited, Welwyn Garden City, Hertfordshire, England.
Keech
E
E
D000498:Allyl Compounds / Q000737:chemistry*; D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry*; D016282:Aspartic Acid Endopeptidases / Q000737:chemistry; D019332:Endothelin-1; D016232:Endothelins / Q000138:chemical synthesis* / Q000378:metabolism; D004952:Esters / Q000737:chemistry; D005449:Fluorenes / Q000737:chemistry*; D005973:Glutamine / Q000737:chemistry; D008969:Molecular Sequence Data; D010446:Peptide Fragments / Q000138:chemical synthesis*; D010455:Peptides / Q000737:chemistry*; D011498:Protein Precursors / Q000378:metabolism
D000498:Allyl Compounds; D000596:Amino Acids; D019332:Endothelin-1; D016232:Endothelins; D004952:Esters; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D010446:Peptide Fragments; D010455:Peptides; D011498:Protein Precursors; D005973:Glutamine; C078144:endothelin converting enzyme substrate; D016282:Aspartic Acid Endopeptidases