Formaldehyde (CH2O) - Formaldehyde is a naturally occurring organic compound with the chemical formula HCOOH. Formaldehyde is usually described as a gas, but it also exists dissolved in water or other solvents.
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In the context of drug design, C-H···O hydrogen bonds have received little attention so far, mostly because they are considered weak relative to other noncovalent interactions such as O-H···O hydrogen bonds, π/π interactions, and van der Waals interactions. Herein, we demonstrate the significance of hydrogen bonds between C-H groups adjacent to an ammonium cation and an oxygen atom (N+-C-H···O hydrogen bonds) in protein-ligand complexes. Quantum chemical calculations revealed details on the strength and geometrical requirements of these N+-C-H···O hydrogen bonds, and a subsequent survey of the Protein Data Bank (PDB) based on these criteria suggested that numerous protein-ligand complexes contain such N+-C-H···O hydrogen bonds. An ensuing experimental investigation into the G9a-like protein (GLP)-inhibitor complex demonstrated that N+-C-H···O hydrogen bonds affect the activity of the inhibitors against the target enzyme. These results should provide the basis for the use of N+-C-H···O hydrogen bonds in drug discovery.
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Hydrogen bonds are a major feature of protein structure. By a generally accepted definition, they occur whenever a proton is shared by two electronegative atoms. Hence, only hydrogens bonded to nitrogen and oxygen atoms are usually considered in analyses of protein hydrogen bond networks. However, X …
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In the absence of conventional hydrogen bonding, the molecules of 4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthoformate, C(18)H(20)O(10)S, (I), and 4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthobenzoate, C(24)H(24)O(10)S, (II), are associated via C-H...O interactions. Molecules of (II) are a …
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Whereas CH⋯O H-bonds are usually weaker than interpeptide NH⋯O H-bonds, this is not necessarily the case within proteins. The nominally weaker CH⋯O are surprisingly strong, comparable to, and in some cases stronger than, the NH⋯O H-bonds in the context of the forces that hold together the adjacent strands in
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Dr. Anne Marie Lennon is the Director of the Johns Hopkins Division of Gastroenterology and Hepatology and a Professor of Medicine at the Johns...
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