Mimetics anchor

Since pyrrolidinodiphosphines, e.g., Ph-CAPP, and BPPM, gave excellent stereoselectivities, we prepared a series of new chiral pyrrolidinodiphosphines, in which the nitrogen atom of PPM (, 11) is linked up with a variety of a-aminoacyl groups. The rhodium complexes with these ligands may serve as good bio-mimetic models of reductase when they are anchored on polymers especially polyamides. a-Aminoacyl-PPMs ( ) were prepared by the condensation of PPM with an N-CBZ-a-amino acid or an N-CBZ-dipep-tide in the presence of dicyclohexylcarbodiimide (DCC) and 1-hy-droxybenztriazole (HOBT)(eq. 3). 

The myo-inositol acceptor l-0-allyl-2,3,4,5-tetra-0-benzyl-D-myo-inositol was synthesized from meso-2,5-di-0-benzoyl-myo-inositol for use in the total synthesis of a heptaose mimetic, a GPI anchor compound of T. brucei (see Vol. 32, p.71. ref. 156). The inositol was desymmetrized using the bis(spiroketal) protected intermediate 175 to enable the stepwise glycosylation at 0-6 and attachment of a phosphoglyceride moiety at 0-1. Cleavage of the dispoke was effected by oxidizing the thiophenyl substituents with mCPBA and then treating the product disulfone with lithium hexamethyldisilazide in THF. In a similar synthesis... 

The synthesis of the partially protected 2-azido-2-deoxy-D-glucosyl-D-myo-inositol (77) as a precursor of a potential insulin mimetic and membrane x-otein anchoring site has been described. ... 

The conserved C-terminal FATC domain of the kinase target of rapa-mycin is important for its regulation and was suggested to contain a peripheral membrane anchor. Researchers investigated on the interactions of the yeast TORI FATC domain (2438-2470=ylfatc) and 15 mutants with membrane mimetic micelles, bicelles, and small unilamellar vesicles (SUVs) by NMR and CD spectroscopy. Replacement of up to 6-7 residues did not result in a significant abrogation of the association with micelles or bicelles. However, replacement of only one residue could result in an impairment of the interaction with SUVs that are usually used at low concentrations. ... 

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