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Short-Range Interactions of Concentrated Proline in Aqueous Solution

Busch, Sebastian; Lorenz, Christian D.; Taylor, Jonathan LU ; Carlos Pardo, Luis and McLain, Sylvia E. (2014) In The Journal of Physical Chemistry Part B 118(49). p.14267-14277
Abstract
Molecular interactions for proline in a highly concentrated aqueous solution (up to 1:5 proline:water molecular ratio) have been investigated using a variety of experimental and computational techniques. Rather than the solution containing either small crystallites or large aggregates of proline, three-dimensional structural analysis reveals the presence of prolineproline dimers. These dimers appear to be formed by cyclic electrostatic interactions between CO2 and NH2+ groups on neighboring proline molecules, which causes the ring motifs of proline to be roughly parallel to one another. In addition, water appears to aggregate around the electrostatic groups of the prolineproline dimers where it may in fact bridge these groups on different... (More)
Molecular interactions for proline in a highly concentrated aqueous solution (up to 1:5 proline:water molecular ratio) have been investigated using a variety of experimental and computational techniques. Rather than the solution containing either small crystallites or large aggregates of proline, three-dimensional structural analysis reveals the presence of prolineproline dimers. These dimers appear to be formed by cyclic electrostatic interactions between CO2 and NH2+ groups on neighboring proline molecules, which causes the ring motifs of proline to be roughly parallel to one another. In addition, water appears to aggregate around the electrostatic groups of the prolineproline dimers where it may in fact bridge these groups on different molecules. The observed short-range interactions for proline in solution may explain its function as a hydrotrope in vivo in which this observed dimerization might allow proline molecules to generate small pockets of a hydrophobic environment that can associate with nonpolar motifs of other molecules in solution. The results presented here emphasize the need for careful three-dimensional analysis to assess the short-range order of highly concentrated solutions. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
The Journal of Physical Chemistry Part B
volume
118
issue
49
pages
14267 - 14277
publisher
The American Chemical Society
external identifiers
  • wos:000349059700031
  • scopus:84917690563
ISSN
1520-5207
DOI
10.1021/jp508779d
language
English
LU publication?
yes
id
ad584a41-db00-489e-99ed-2f692a54ac01 (old id 5195088)
date added to LUP
2015-03-27 11:17:13
date last changed
2017-09-10 04:14:54
@article{ad584a41-db00-489e-99ed-2f692a54ac01,
  abstract     = {Molecular interactions for proline in a highly concentrated aqueous solution (up to 1:5 proline:water molecular ratio) have been investigated using a variety of experimental and computational techniques. Rather than the solution containing either small crystallites or large aggregates of proline, three-dimensional structural analysis reveals the presence of prolineproline dimers. These dimers appear to be formed by cyclic electrostatic interactions between CO2 and NH2+ groups on neighboring proline molecules, which causes the ring motifs of proline to be roughly parallel to one another. In addition, water appears to aggregate around the electrostatic groups of the prolineproline dimers where it may in fact bridge these groups on different molecules. The observed short-range interactions for proline in solution may explain its function as a hydrotrope in vivo in which this observed dimerization might allow proline molecules to generate small pockets of a hydrophobic environment that can associate with nonpolar motifs of other molecules in solution. The results presented here emphasize the need for careful three-dimensional analysis to assess the short-range order of highly concentrated solutions.},
  author       = {Busch, Sebastian and Lorenz, Christian D. and Taylor, Jonathan and Carlos Pardo, Luis and McLain, Sylvia E.},
  issn         = {1520-5207},
  language     = {eng},
  number       = {49},
  pages        = {14267--14277},
  publisher    = {The American Chemical Society},
  series       = {The Journal of Physical Chemistry Part B},
  title        = {Short-Range Interactions of Concentrated Proline in Aqueous Solution},
  url          = {http://dx.doi.org/10.1021/jp508779d},
  volume       = {118},
  year         = {2014},
}