700815-99-2Relevant academic research and scientific papers
Synthesis of bicyclic dipeptide mimetics for the cholecystokinin and opioid receptors
Ndungu, John M.,Gu, Xuyuan,Gross, Dustin E.,Cain, James P.,Carducci, Michael D.,Hruby, Victor J.
, p. 4139 - 4142 (2004)
The cholecystokinin C-terminal octapeptide analogue H-Asp-Tyr-D-Phe-Gly- Trp-(N-Me)-Nle-Asp-Phe-NH2 (SNF 9007) is a potent and selective ligand for both the CCK-B and δ-opioid receptors. To constrain the peptide into the biologically active con
A simple and efficient synthesis of an Asp-Gly dipeptide mimetic
Ndungu, John M.,Gu, Xuyuan,Gross, Dustin E.,Ying, Jinfa,Hruby, Victor J.
, p. 3245 - 3247 (2007/10/03)
Alkylation of Nα-Boc protected aspartic acid with allyl bromide in the presence of lithium bis(trimethylsilyl)amide (LHMDS) and hexamethylphosphoramide (HMPA) afforded chiral β-allyl substituted aspartic acid in good yields. After deprotection of the Nα-Boc group and reprotection as a trifluoroacetamide, the terminal alkene was oxidized to an aldehyde. The aldehyde was then coupled with L-cysteine through a cascade three-bond formation process to afford aspartic acid-glycine bicyclic dipeptide mimetics.
