Self-assembling properties of all γ-cyclic peptides containing sugar amino acid residues

2012 ◽  
Vol 10 (44) ◽  
pp. 8762 ◽  
Author(s):  
Arcadio Guerra ◽  
Roberto J. Brea ◽  
Manuel Amorín ◽  
Luis Castedo ◽  
Juan R. Granja
Keyword(s):  
Amino Acid ◽  
Cyclic Peptides ◽  
Amino Acid Residues ◽  
Self Assembling

Amino acid sequence controls the self-assembled superstructure morphology of N-acetylated tri-β3-peptides

2015 ◽  
Vol 87 (9-10) ◽  
pp. 1021-1028 ◽  
Author(s):  
Rania S. Seoudi ◽  
Annette Dowd ◽  
Mark Del Borgo ◽  
Ketav Kulkarni ◽  
Patrick Perlmutter ◽  
...  
Keyword(s):  
Amino Acid ◽  
Self Assembly ◽  
Far Infrared ◽  
High Symmetry ◽  
Amino Acid Residues ◽  
Cross Sectional ◽  
Self Assembling ◽  
Afm Imaging ◽  
High Degree ◽  
Degree Of Similarity

AbstractPeptides based on unnatural β3-amino acids offer a versatile platform for the design of self-assembling nanostructures due to the folding stability of the 14-helix and the high symmetry of the side chains inherent in this geometry. We have previously described that N-terminal acetylation (Ac-) forms a supramolecular self-assembly motif that allows β3-peptides to assemble head-to-tail into a helical nanorod which then further bundles into hierarchical superstructures. Here we investigate the effect of the topography of the 14-helical nanorod on lateral self-assembly. Specifically, we report on the variations in the superstructure of three isomeric peptides comprising the same three β3-amino acid residues: β3-leucine (L), β3-isoleucine (I) β3-alanine (A) to give peptides Ac-β3[LIA], Ac-β3[IAL] and Ac-β3[ALI]. AFM imaging shows markedly different superstructures for the three peptides. Well defined synchrotron far-infrared spectra reveal uniform geometries with a high degree of similarity between the isomeric peptides in the amide modes of the 400–650 wavenumber range. Far-IR also confirms that the C-terminal carboxyl group is free in the assemblies, thus it is solvated in the dispersant. Hence, the differences in the superstructures formed by the fibers are defined primarily by van der Waals energy minimization between the varied cross sectional morphologies of the core nanorods.

Cyclic peptides. XVIII. Syntheses of AM-toxin I analogs containing bulky L-amino acid residues instead of an L-alanine*

2009 ◽  
Vol 25 (2) ◽  
pp. 144-148 ◽  
Author(s):  
HARUHIKO AOYAGI ◽  
HISAKAZU MIHARA ◽  
SANNAMU LEE ◽  
TETSUO KATO ◽  
TAMIO UENO ◽  
...  
Keyword(s):  
Amino Acid ◽  
Cyclic Peptides ◽  
Amino Acid Residues

Substrate Recognition by Vitamin K-Dependent Carboxylase

1987 ◽  
Vol 57 (01) ◽  
pp. 017-019 ◽  
Author(s):  
Magda M W Ulrich ◽  
Berry A M Soute ◽  
L Johan M van Haarlem ◽  
Cees Vermeer
Keyword(s):  
Amino Acid ◽  
Vitamin K ◽  
Substrate Recognition ◽  
Bovine Liver ◽  
Amino Acid Residues

SummaryDecarboxylated osteocalcins were prepared and purified from bovine, chicken, human and monkey bones and assayed for their ability to serve as a substrate for vitamin K-dependent carboxylase from bovine liver. Substantial differences were observed, especially between bovine and monkey d-osteocalcin. Since these substrates differ only in their amino acid residues 3 and 4, it seems that these residues play a role in the recognition of a substrate by hepatic carboxylase.

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