157974-01-1Relevant academic research and scientific papers
Synthesis of functionalised cyclic pentapeptide analogues of the serine-threonine protein phosphatase inhibitor nodularin
Mehrotra, Amit P.,Gani, David
, p. 6915 - 6918 (2007/10/03)
A generic synthesis of cyclic peptidic analogues of nodularin incorporating suitable functionality for synthetic elaboration is described, providing access to new protein phosphatase inhibitors.
Novel Asp32-replacement tetrapeptide analogues as potent and selective CCK-A agonists
Elliott,Kopecka,Tufano,Shue,Gauri,Lin -,Bianchi,Miller,Witte,Stashko,Asin,Nikkel,Bednarz,Nadzan
, p. 1562 - 1568 (2007/10/02)
A series of novel CCK tetrapeptide analogues of the general formula Boc- Trp-Lys(Tac)-N(R)-(CH2)(n)CON(R')Phe-NH2 (Tac = o-tolylaminocarbonyl), where R,R' = H or Me and n = 1-5, have been synthesized and tested. These analogues, which lack an acidic residue at the penultimate position, demonstrated surprisingly high CCK-A receptor affinity and selectivity. The effect of N-methylation pattern on CCK-A receptor affinity showed consistent trends for analogues in which n = 1, 2, or 3, with the di-N-methylated analogues having the highest affinity in each case. However, none of these analogues had full agonist activity, as measured by percent maximal PI hydrolysis. Two conformationally constrained analogues also demonstrated high CCK-A receptor affinity and selectivity, as well as nearly maximal agonist activity. In addition, one of these conformationally-constrained analogues demonstrated anorectic activity in rats.
