Bioorganic and Medicinal Chemistry Letters p. 1955 - 1957 (2001)
Update date:2022-07-30
Topics:
Palucki, Brenda L.
Feighner, Scott D.
Pong, Sheng-Shung
McKee, Karen Kulju
Hreniuk, Donna L.
Tan, Carina
Howard, Andrew D.
Van der Ploeg, Lex H.Y.
Patchett, Arthur A.
Nargund, Ravi P.
A series of small molecules derived from MK-0677, a potent synthetic GHS, mimicking the N-terminal Gly-Ser-O-(n-octanoyl)-L-Ser-Phe segment of ghrelin was synthesized and tested in a binding and in a functional assay measuring intracellular calcium elevation in HEK-293 cells expressing hGHSR1a. Replacement of Phe in this tetrapeptide with a spiro(indoline-3,4′-piperidine) group, Gly-Ser with 2-aminoisobutyric acid, and O-(n-octanoyl)-L-Ser with O-benzyl-D-Ser provided synthetic GHS agonists with similar functional potency as ghrelin.
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