New cyclic peptide assemblies with hydrophobic cavities: the structural and thermodynamic basis of a new class of peptide nanotubes

Manuel Amorín; Luis Castedo; Juan R Granja

doi:10.1021/ja0296273

New cyclic peptide assemblies with hydrophobic cavities: the structural and thermodynamic basis of a new class of peptide nanotubes

J Am Chem Soc. 2003 Mar 12;125(10):2844-5. doi: 10.1021/ja0296273.

Authors

Manuel Amorín¹, Luis Castedo, Juan R Granja

Affiliation

¹ Departamento de Química Orgánica e Unidade Asociada ó C.S.I.C., Facultade de Química, Universidade de Santiago, 15782 Santiago de Compostela, Spain.

PMID: 12617629
DOI: 10.1021/ja0296273

Abstract

A new class of self-assembling peptides based on cyclic peptides made of alternating 3-aminocyclohexanecarboxylic acid (gamma-Acc) and alpha-amino acids is described. The studied cylindrical assemblies are models for a new class of self-assembling peptide nanotubes (SPN) that present the particular property of having the C2 methylene group pointing toward the lumen of the cavity, modifying the properties of the inner surface of the assembly.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acids, Cyclic / chemistry
Crystallography, X-Ray
Cyclohexanecarboxylic Acids / chemistry
Hydrogen Bonding
Hydrophobic and Hydrophilic Interactions
Nanotubes, Peptide / chemistry*
Peptides, Cyclic / chemistry*
Protein Conformation
Protein Structure, Secondary
Thermodynamics

Substances

Amino Acids, Cyclic
Cyclohexanecarboxylic Acids
Nanotubes, Peptide
Peptides, Cyclic
3-aminocyclohexanecarboxylic acid