Hydrogen Bonding in Biochemistry

3/27/2000


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NOTICE: This material is copyrighted and all right are reserved. (c) 1998, 1999 J. E. Wampler
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Table of Contents

{1} Hydrogen Bonding in Biochemistry

{2} Reviewing the evidence for the Hydrogen bond.

{3} Donar-H to Acceptor distance is shorter than normal vdW distance

{4} Mean distances are a bit misleading...

{5} The atoms of H-bonds also exhibit geometric preferences.

{6} Theoretical explanations of Hydrogen bond distance and geometry.

{7} The approach of the H-bond acceptor further polarizes the donar-H bond allowing closer approach.

{8} This polarization can be measured...

{9} The non-bonding electrons of ethers and water...

{10} Thus, the preference of hydrogen bonds for the lone-pair positions is reflected more by the range of the values, than by specific clustering in the regions of ? = -55o and +55o.

{11} The non-bonding electrons of carbonyl groups...

{12} Bifurcated H-bonds and Groups with multiple partners stabilize complexes and form networks

{13} Bifurcated H-bonds ….

{14} Bifurcated H-bonds ….

{15} Bifurcated H-bonds ….

{16} They’re not just for H, N and O anymore.

{17} They’re not just for ...

{18} They’re not just for...

{19} They’re not just for...

{20} They’re not just for...

{21} They’re not just for...

{22} H-bond energies are small, but...

Author: John E. Wampler

Email: wampler@bmb.uga.edu

Home Page: http://bmbiris.bmb.uga.edu/BMB8200

References:

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S. K. Burley and G. A. Petsko (1988) Weakly Polar Interactions in Proteins Advances in Protein Chemistry 39, 123-189

T. E. Creighton (1993), Proteins: Structure and Molecular Properties, W. H. Freeman and Co., New York, Chapter 4, section 4.14, pp. 147-149 (summarizes data from Taylor et al. on distances & angle dependence of H-bond).

G. R. Desiraju and T. Steiner (1999) The Weak Hydrogen Bond in Structural Chemistry and Biology, Oxford University Press, Inc., New York. (a very complete treatment of the evidence for both conventional and non-conventional hydrogen bonds with a nice treatment of their roles in biological structures)

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L. S. van der Sluys, J. Eckert, O. Eisenstein, J. H. Hall, J. C. Huffman, S. A. Jackson... (1990) An attractive 'cis-effect' of hydride on neighbor ligands, J. Am. Chem. Soc. 112, 4831-4841.