Impact of multivalent charge presentation on peptide–nanoparticle aggregation

• Daniel Schöne,
• Boris Schade,
• Christoph Böttcher and
• Beate Koksch

Beilstein J. Org. Chem. 2015, 11, 792–803, doi:10.3762/bjoc.11.89

• . In the first two cases either three or two arginine residues were substituted with alanine, respectively; alanine is not only neutral, but is also known for its high α-helix propensity. Due to the need of an overall positive net charge of R1A3 and R2A2 to form electrostatic interactions with the

Molecular architecture with carbohydrate functionalized β-peptides adopting 3₁₄-helical conformation

• Nitin J. Pawar,
• Navdeep S. Sidhu,
• George M. Sheldrick,
• Dilip D. Dhavale and
• Ulf Diederichsen

Beilstein J. Org. Chem. 2014, 10, 948–955, doi:10.3762/bjoc.10.93

• -Amino acids were used in SPPS in order to get a conformationally stable and well-defined β-peptide 14-helix. The helix propensity is further improved by incorporation of the constrained cyclic amino acid trans-(1R,2R)-2-aminocyclohexanecarboxylic acid (ACHC) [53]. β-Homolysine was used to assure the

Synthesis of enantiomerically pure (2S,3S)-5,5,5-trifluoroisoleucine and (2R,3S)-5,5,5-trifluoro-allo-isoleucine

• Holger Erdbrink,
• Elisabeth K. Nyakatura,
• Susanne Huhmann,
• Ulla I. M. Gerling,
• Dieter Lentz,
• Beate Koksch and
• Constantin Czekelius

Beilstein J. Org. Chem. 2013, 9, 2009–2014, doi:10.3762/bjoc.9.236

• synthesis of (2S,3S)-5,5,5-trifluoroisoleucine (L-5-F3Ile) and (2R,3S)-5,5,5-trifluoro-allo-isoleucine (D-5-F3-allo-Ile) was developed. The hydrophobicity of L-5-F3Ile was examined and it was incorporated into a model peptide via solid phase peptide synthesis to determine its α-helix propensity. The α-helix

• propensity of 5-F3Ile is significantly lower than Ile, but surprisingly high when compared with 4’-F3Ile. Keywords: amino acids; CD-spectroscopy; fluorine; helix propensity; organo-fluorine; trifluoroisoleucine; Introduction Due to the unique physicochemical properties of fluorine, namely its small size

• their intrinsic tendency to adopt this secondary structure (i.e. their α-helix propensity) was shown to be considerably reduced when compared to their canonical analogues [8][9]. Thus, if enhanced thermal stabilities of helical assemblies containing aliphatic fluorinated building blocks have been