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Conformational Analysis of  -Peptides

Conformational Analysis of  -Peptides. For a recent review, see: Chemistry & Biodiversity, 2004 , 1 , 1111. (available as PDF on Chem. 206 website). Reviews : Biopolymers (Peptide Science) 2004 , 76, 206-243 Tetrahedron 2004 , 60, 7455-7506

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Conformational Analysis of  -Peptides

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  1. Conformational Analysis of -Peptides For a recent review, see: Chemistry & Biodiversity, 2004, 1, 1111. (available as PDF on Chem. 206 website)

  2. Reviews: Biopolymers (Peptide Science) 2004, 76, 206-243 Tetrahedron 2004, 60, 7455-7506 Chemistry&Biodiversity 2004, 1, 1111-1239 J.Peptide Res.2005, 65, 229-260 Biopolymers (Peptide Science) 2006, 84, 23

  3. The b-peptidic sheet (S) (R) no gem-disubstituted -amino acids! ACIE 1999, 38, 1595

  4. Boc-3-HVal-3-HAla-3-HLeu-OMe in the Crystal HCA 1996, 79, 913

  5. Comparison of Hairpin Structures of a- and b-Peptides N C a H unpolar H H A1,3-effect b N C H + - polar • Helv. Chim. Acta 89, 361 - 403 (2006) polar + -

  6. The (M)-314-helix (S) (S) i (S) (R) i+3 no gem-disubstituted -amino acids! (S) (S) (S) (S)

  7. NMR-Solution Structure of a “Mixed” b/a-Tridecapeptide b-peptidic segment (6 residues) a-peptidic segment (7 residues) b-Peptide: 314-(M)-Helix a-Peptide: poor propensity for a stable secondary structure ……a demonstration of the large difference of folding preference between of b- and a-peptides R. I. Mathad, ETH Zuerich

  8. ADME Investigations (14C2)Ac-3hTyr-(R)Trp-3hLys-3hThr-OH (tetramer) p.o. bioavailable (25% after 15 min; 2mg/kg) totally cleared from body in 4 days excretion through feces and urine •15nM affinity to somatostatin hsst4 receptor metabolically stable H-3hAla-3hLys-3hPhe-3hAla-3hLys-(14C2)3hPhe- -3hAla-3hLys-3hPheOH (nonamer) no p.o. bioavailability 50% cleared from body 7 days after i.v. (5mg/kg) excretion through feces and urine, not bile •inhibitor of SRB1 enzyme in CaCo-2 cells metabolically stable (14C2)Ac-(3hArg)8-NH2 (octamer) no p.o. bioavailability totally cleared from body 1 day after p.o. <2 % clearance in 7 days after i.v. (1mg/kg) redistribution in body over time •cell-penetrating HeLa, keratinocyte cells metabolically stable Chemistry & Biodiversity 2007, 4, 1413 Biopharm. Drug Dispos. 2002, 23, 251 CBD 2004, 1, 1812

  9. Structure of Medium-Size Rings

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