- Synthesis of functionalized glutamine- and asparagine-type peptoids-scope and limitations
-
N-Alkylated glycine oligomers ('peptoids') can serve as potent peptidomimetic systems. Installing different functional groups can often be a challenge, and minimizes yields and purities. Here, we describe the synthesis of different amide-containing submonomers which were obtained as free bases, as well as their incorporation into peptoids. By using the free amines, the coupling results on solid support could be improved, and various functionalized peptoids were prepared. Additionally, an interesting dimerization side reaction leading to cross-linked peptoids was observed during synthesis.
- Cardenal, Carmen,Vollrath, Sidonie B. L.,Schepers, Ute,Br?se, Stefan
-
p. 2237 - 2248
(2013/02/23)
-
- Pyrrolizidine Alkaloid Biosynthesis. Synthesis of 14C-Labelled Homospermidines and their Incorporation into Retronecine
-
14C>Homospermidine (12) was synthesized and fed to Senecio isatideus plants.The 14C radioactivity was located predominantly in the base portion of the alkaloid.Degradation of the retronecine showed that 43-44percent of the radioactivity was at C-9 and 2-4percent was at C-(5+6+7).In a complementary experiment, 14C>homospermidine (15) was prepared and fed to S. isatideus plants.The 14C radioactivity was again located mainly in retronecine (2).Degradation of retronecine demonstrated that 1-4percent of the radioactivity was at C-9 and 45-47percent was at C-(5+6+7).Homospermidine is therefore incorporated without significant breakdown into retronecine.Homospermidine was also shown to be present in S. isatideus plants by an intermediate trapping experiment.
- Khan, Hassan A.,Robins, David J.
-
p. 819 - 824
(2007/10/02)
-