A unique example of a core-modified bis-proline peptide self-assembling into an infinite hydrogen-bonded β-sheet ribbon: crystal structure of Z-ProNH(CH2)2NHPro-Z

2001 ◽  
pp. 273-274 ◽  
Author(s):  
Darshan Ranganathan ◽  
M. Gopi Kumar ◽  
R. S. K. Kishore ◽  
Isabella L. Karle
Keyword(s):  
Crystal Structure ◽  
Self Assembling ◽  
Β Sheet ◽  
Hydrogen Bonded

scholarly journals Dual self-assembly of supramolecular peptide nanotubes to provide stabilisation in water

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Julia Y. Rho ◽  
Henry Cox ◽  
Edward D. H. Mansfield ◽  
Sean H. Ellacott ◽  
Raoul Peltier ◽  
...  
Keyword(s):  
Self Assembly ◽  
Supramolecular Assembly ◽  
Ordered Structures ◽  
Peptide Bonds ◽  
Self Assembling ◽  
Peptide Hydrogen ◽  
Aqueous Conditions ◽  
Β Sheet ◽  
Peptide Core ◽  
Hydrogen Bonded

Abstract Self-assembling peptides have the ability to spontaneously aggregate into large ordered structures. The reversibility of the peptide hydrogen bonded supramolecular assembly make them tunable to a host of different applications, although it leaves them highly dynamic and prone to disassembly at the low concentration needed for biological applications. Here we demonstrate that a secondary hydrophobic interaction, near the peptide core, can stabilise the highly dynamic peptide bonds, without losing the vital solubility of the systems in aqueous conditions. This hierarchical self-assembly process can be used to stabilise a range of different β-sheet hydrogen bonded architectures.

Design, Synthesis, Crystal Structure, and Host−Guest Properties of Polymethylene-Bridged Cystine-Based Cyclobisamides:  A Facile Entry into Hydrogen-Bonded Peptide Nanotubes†

1999 ◽  
Vol 64 (25) ◽  
pp. 9230-9240 ◽  
Author(s):  
Darshan Ranganathan ◽  
V. Haridas ◽  
C. Sivakama Sundari ◽  
D. Balasubramanian ◽  
K. P. Madhusudanan ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Design Synthesis ◽  
Peptide Nanotubes ◽  
Hydrogen Bonded

scholarly journals Unusual co-crystal of isonicotinamide: the structural landscape in crystal engineering

2012 ◽  
Vol 370 (1969) ◽  
pp. 2900-2915 ◽  
Author(s):  
Srinu Tothadi ◽  
Gautam R. Desiraju
Keyword(s):  
Crystal Structure ◽  
Crystal Structures ◽  
Crystal Engineering ◽  
Organic Molecule ◽  
Reference Molecule ◽  
Hydrogen Bonded

The idea of a structural landscape is based on the fact that a large number of crystal structures can be associated with a particular organic molecule. Taken together, all these structures constitute the landscape. The landscape includes polymorphs, pseudopolymorphs and solvates. Under certain circumstances, it may also include multi-component crystals (or co-crystals) that contain the reference molecule as one of the components. Under still other circumstances, the landscape may include the crystal structures of molecules that are closely related to the reference molecule. The idea of a landscape is to facilitate the understanding of the process of crystallization. It includes all minima that can, in principle, be accessed by the molecule in question as it traverses the path from solution to the crystal. Isonicotinamide is a molecule that is known to form many co-crystals. We report here a 2:1 co-crystal of this amide with 3,5-dinitrobenzoic acid, wherein an unusual N−H⋯N hydrogen-bonded pattern is observed. This crystal structure offers some hints about the recognition processes between molecules that might be implicated during crystallization. Also included is a review of other recent results that illustrate the concept of the structural landscape.

Absolute configuration determination of theanti-head-to-head photocyclodimer of anthracene-2-carboxylic acid through cocrystallization withL-prolinol

2013 ◽  
Vol 69 (11) ◽  
pp. 1411-1413 ◽  
Author(s):  
Yuko Kawanami ◽  
Hidekazu Tanaka ◽  
Jun-ichi Mizoguchi ◽  
Nobuko Kanehisa ◽  
Gaku Fukuhara ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Circular Dichroism ◽  
Carboxylic Acid ◽  
Absolute Configuration ◽  
Void Space ◽  
Circular Dichroism Spectra ◽  
The Absolute ◽  
Circular Dichroïsm ◽  
Hydrogen Bonded

The absolute configuration has been established of the enantiopureanti-head-to-head cyclodimer of anthracene-2-carboxylic acid (AC) cocrystallized with L-propinol and dichloromethane [systematic name: (S)-2-(hydroxymethyl)pyrrolidin-1-ium (5R,6S,11R,12S)-8-carboxy-5,6,11,12-tetrahydro-5,12:6,11-bis([1,2]benzeno)dibenzo[a,e][8]annulene-2-carboxylate dichloromethane monosolvate], C5H12NO+·C30H19O4−·CH2Cl2. In the crystal structure, the AC dimer interacts with L-prolinol through a nine-membered hydrogen-bonded ring [R22(9)], while the dichloromethane molecule is incorporated to fill the void space. The absolute configuration determined in this study verifies a recent assignment made by comparing theoreticalversusexperimental circular dichroism spectra.

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