Relevance of weak hydrogen bonds in the conformation of organic compounds and bioconjugates: evidence from recent experimental data and high-level ab initio …

O Takahashi, Y Kohno, M Nishio - Chemical reviews, 2010 - ACS Publications
Organic chemists tend to consider the conformation of compounds as a consequence of
repulsive steric interactions. In other words,“the steric effect” means “repulsive” in many …

CH− π interactions in glycan recognition

LL Kiessling, RC Diehl - ACS chemical biology, 2021 - ACS Publications
Carbohydrate recognition is crucial for biological processes ranging from development to
immune system function to host–pathogen interactions. The proteins that bind glycans are …

The CH/π hydrogen bond in chemistry. Conformation, supramolecules, optical resolution and interactions involving carbohydrates

M Nishio - Physical Chemistry Chemical Physics, 2011 - pubs.rsc.org
The CH/π hydrogen bond is an attractive molecular force occurring between a soft acid and
a soft base. Contribution from the dispersion energy is important in typical cases where …

CH–π hydrogen bonds in biological macromolecules

M Nishio, Y Umezawa, J Fantini, MS Weiss… - Physical Chemistry …, 2014 - pubs.rsc.org
This is a sequel to the previous Perspective “The CH–π hydrogen bond in chemistry.
Conformation, supramolecules, optical resolution and interactions involving carbohydrates” …

DNA–protein π-interactions in nature: abundance, structure, composition and strength of contacts between aromatic amino acids and DNA nucleobases or …

KA Wilson, JL Kellie, SD Wetmore - Nucleic acids research, 2014 - academic.oup.com
Four hundred twenty-eight high-resolution DNA–protein complexes were chosen for a
bioinformatics study. Although 164 crystal structures (38% of those searched) contained no …

Carbohydrate− π interactions: what are they worth?

ZR Laughrey, SE Kiehna, AJ Riemen… - Journal of the American …, 2008 - ACS Publications
Protein− carbohydrate interactions play an important role in many biologically important
processes. The recognition is mediated by a number of noncovalent interactions, including …

Enthalpic nature of the CH/π interaction involved in the recognition of carbohydrates by aromatic compounds, confirmed by a novel interplay of NMR, calorimetry, and …

K Ramirez-Gualito, R Alonso-Rios… - Journal of the …, 2009 - ACS Publications
Specific interactions between molecules, including those produced by a given solute, and
the surrounding solvent are essential to drive molecular recognition processes. A simple …

Interfacial and Solution Aggregation Behavior of a Series of Bioinspired Rhamnolipid Congeners Rha-C14-Cx (x = 6, 8, 10, 12, 14)

R Palos Pacheco, LL Kegel… - The Journal of Physical …, 2021 - ACS Publications
Rhamnolipids are glycolipids produced by microorganisms with outstanding surfactant
properties. They are a class of biosurfactants that are potential candidates for biodegradable …

Substituent effects in synthetic lectins-exploring the role of CH− π Interactions in carbohydrate recognition

NP Barwell, AP Davis - The Journal of Organic Chemistry, 2011 - ACS Publications
Contacts between aromatic surfaces and saccharide CH groups are common motifs in
natural carbohydrate recognition. These CH− π interactions are modeled in “synthetic …

Carbohydrate–protein recognition probed by density functional theory and ab initio calculations including dispersive interactions

RK Raju, A Ramraj, MA Vincent, IH Hillier… - Physical Chemistry …, 2008 - pubs.rsc.org
Carbohydrate–protein recognition has been studied by electronic structure calculations of
complexes of fucose and glucose with toluene, p-hydroxytoluene and 3-methylindole, the …