Tuning the cis/trans Conformer Ratio of Xaa–Pro Amide Bonds by Intramolecular Hydrogen Bonds: The Effect on PPII Helix Stability

M Kuemin, YA Nagel, S Schweizer… - Angewandte …, 2010 - Wiley Online Library
Isomerizations between cis and trans conformers in Xaa–Pro amide bonds (Xaa= any amino
acid, Pro= proline) are crucial in many natural processes such as protein folding and signal …

Palladium (0)-catalyzed regioselective synthesis of α-dehydro-β-amino esters from amines and allyl acetates: Synthesis of a α-dehydro-β-amino acid derived cyclic …

S Rajesh, B Banerji, J Iqbal - The Journal of Organic Chemistry, 2002 - ACS Publications
Acetates derived from the adducts of the Baylis− Hillman reaction can be reacted in a
regioselective manner with amines in the presence of palladium (0) catalyst to afford α …

Switching and conformational fixation of amides through proximate positive charges

AL Bartuschat, K Wicht… - Angewandte Chemie …, 2015 - Wiley Online Library
Tertiary amides, which usually occur as cis/trans mixtures, can be effectively shifted to the cis
conformation by placing a positive charge in close proximity to the amide carbonyl. This …

Induction of γ-turn-like structure in ferrocene bearing dipeptide chains via conformational control

T Moriuchi, T Nagai, T Hirao - Organic Letters, 2006 - ACS Publications
A combination of the ferrocene scaffold as a central reverse-turn unit with the dipeptide
chains (-l-Pro-l-Ala-NHPy) was demonstrated to induce both inverse γ-turn-like and …

[HTML][HTML] A user-friendly Matlab program and GUI for the pseudorotation analysis of saturated five-membered ring systems based on scalar coupling constants

PMS Hendrickx, JC Martins - Chemistry Central Journal, 2008 - Springer
Background The advent of combinatorial chemistry has revived the interest in five-
membered heterocyclic rings as scaffolds in pharmaceutical research. They are also the …

Structure‐activity relationship study and NMR analysis of fluorobenzoyl pentapeptide GPR54 agonists

K Tomita, S Oishi, H Ohno, N Fujii - Peptide Science, 2008 - Wiley Online Library
GPR54 is a Gq‐protein coupled receptor involved in cancer metastasis and regulation of the
endocrine system. GPR54 activation by endogenous ligands attenuates the mobility of …

Synthesis of Conformationally Restricted Mimetics of γ‐Turns and Incorporation into Desmopressin, an Analogue of the Peptide Hormone Vasopressin

K Brickmann, ZQ Yuan, I Sethson… - … A European Journal, 1999 - Wiley Online Library
Peptide secondary structure mimetics should accurately imitate the desired backbone
conformation, and synthetic routes to peptidomimetics should allow for flexible introduction …

2-Oxopiperazine-based γ-turn conformationally constrained peptides: Synthesis of CCK-4 analogues

S Herrero, MT García-López, M Latorre… - The Journal of …, 2002 - ACS Publications
2-Oxopiperazine derivatives 1 have been designed as mimetics of γ-turn conformationally
constrained tripeptides. The synthetic pathway devised for the preparation of both epimers of …

Peptide backbone folding induced by the C α-tetrasubstituted cyclic α-amino acids 4-amino-1, 2-dithiolane-4-carboxylic acid (Adt) and 1-aminocyclopentane-1 …

M Aschi, G Lucente, F Mazza, A Mollica… - Organic & …, 2003 - pubs.rsc.org
The conformational study of a new group of synthetic peptides containing 4-amino-1, 2-
dithiolane-4-carboxylic acid (Adt), a cysteine-related achiral residue, has been carried out …

Templated scaffolds of cis-and trans-tetrahydrofuran γ-amino acids: γ-azido-β-hydroxy-tetrahydrofuran-2-carboxylates from pentono-δ-lactones

GJ Sanjayan, A Stewart, S Hachisu, R Gonzalez… - Tetrahedron letters, 2003 - Elsevier
Short syntheses of enantiomeric templated scaffolds of cis-and trans-tetrahydrofuran γ-
amino acids from pentono-δ-lactones derived from arabinose and ribose are reported; an …