Hydrophilic
There are three types of molecular interaction; those due to the generation of random paired charges throughout the molecule (Londons dispersion forces) and are thus called dispersive interactions characterized by interaction between hydrocarbons; those due to interaction between permanent or induced dipoles called polar interactions; and those due to interaction between permanent charges which are called ionic interactions. These terms originated from physical chemistry. Similar terms were introduced in biochemistry and biology to describe the overall interactivity of bio-molecules that were large and contained many types of interactive groups. If the overall property of the molecule was hydrocarbon-like and interacted predominantly with other molecules dispersively the molecule was designated as hydrophobic (fear of water) as hydrocarbons and water were immiscible. If polar groups dominated in the macromolecule and so its interactivity was largely polar then the molecule was said to be hydrophilic (love of water). Thus, hydrophobic interactivity is synonymous with dispersive interactivity and hydrophilic interactivity is synonymous with polar interactivity. In general the terms hydrophobic and hydrophilic are mostly used to describe the over all interactive property of a large molecule containing a range of interactive groups. They have been introduced into chromatography nomenclature but, on the whole, have tended to be more confusing than helpful.
Author: RPW Scott
Book:The Mechanism of Chromatographic Retention
Section:Retention Chromatographic-Interactions Ionic
polar and ionic groups in their total structure
and thus the overall interactive character may be largely ionic, dispersive or
polar depending on the distribution of the different interactive groups. It
follows, that terms are required to describe the overall interactive property
of a molecule as opposed to the interactive character of its specific groups.
Virtually, by
default, the most common terms that have been established to describe molecular
interactive character are hydrophobic
and hydrophilic.
A hydrophobic substance is predominantly dispersive in character and a hydrophilic substance is predominantly
polar in character. Two other terms are less commonly used for the same purpose
and they are lyophobic and lyophilic which are synonymous to hydrophobic and
hydrophilic. The terms have a rather obscure origin and are not based on
physical chemical considerations, but have evolved, somewhat arbitrarily, from
the discipline of biology.
Nevertheless, they are of great
Retention Chromatographic-Interactions Ionic
Author: RPW Scott
Book:Principles and Practice of Chromatography
Section:Principles Distribution-Coefficient Hydrophobic-Hydrophilic
thus called "lyophobic". It follows that
"lyophobic", from a physical chemical point of view, would be the same
as "hydrophobic", and interactions between hydrophobic and lyophobic
materials are dominantly dispersive. The other product of the soap-making
industry was glycerol, which remained in the lye and was consequently termed
"lyophilic". Thus, glycerol mixes with water because of its many
hydroxyl groups and is very polar and hence is a "hydrophilic" or
"lyophilic" substance.
Hydrophobic
and hydrophilic terms are extensively employed in biotechnology to describe the
interactive character of the molecule as a whole. The use of a more general
term to describe the interactive property of a biomolecule can be understood if
one considers the character of a biopolymer, for example a polypeptide. The
peptide will contain a large number of different types of amino acids, each
having different interactive
Principles Distribution-Coefficient Hydrophobic-Hydrophilic
Author: RPW Scott
Book:Principles and Practice of Chromatography
Section:Principles Distribution-Coefficient Hydrophobic-Hydrophilic
, and n-heptane
has a small but finite solubility in water. Although water-water
interactions and hydrocarbon-hydrocarbon interactions are much stronger
than water-hydrocarbon interactions, the latter does exist and is
sufficiently strong to allow mutual solubility.
The term
"hydrophilic force", literally meaning "love of water"
force, appears to merely be the complement to "hydrophobic". It is
equivalent to the term polar, and polar solvents are hydrophilic solvents
because they interact strongly with water or other polar solvents
Principles Distribution-Coefficient Hydrophobic-Hydrophilic
Author: RPW Scott
Book:The Mechanism of Chromatographic Retention
Section:Retention Chromatographic-Interactions Ionic
The origin of
the terms lyophobic (meaning fear of lye) and lyophilic (meaning love of lye)
to describe interactive forces is very obscure and, in fact, is a product of
the distant past. Essentially, these terms are alternatives for terms
hydrophobic and hydrophilic, and, as such, might be considered somewhat
irrelevant. These terms stemmed from the early days of the soap industry when
soap was prepared by boiling a vegetable oil with an alkaline solution obtained
from leaching wood ash with water. The alkaline product from the wood
ash was a crude solution of sodium and potassium carbonates called lye. The result of boiling vegetable oil with the
lye was the soap (sodium and potassium salts of long-chained fatty acids)
which, due to the
Retention Chromatographic-Interactions Ionic
Author: RPW Scott
Book:The Mechanism of Chromatographic Retention
Section:Retention Chromatographic-Interactions Ionic
of a pair of
hydrocarbon molecules gaining sufficient energyto part is equal to the statistical probability
of a hydrocarbon molecule colliding with a water molecule and interacting. The probability of an interacting
hydrocarbon pair gaining sufficient energy to part is very small, so the
saturated concentration of heptane in water (which determines the probability
of collision) must also be small. Consequently, the mutual solubility of water
and hydrocarbons must be very low. The term hydrophilic, meaning "love of
water", is the complement to hydrophobic and is equivalent to the term
polar, thus, substances that interact strongly with water (i.e., are
relatively soluble) are called hydrophilic substances
Retention Chromatographic-Interactions Ionic
Author: RPW Scott
Book:The Mechanism of Chromatographic Retention
Section:Retention Mixed-Phases
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The arginine
also provides potential ionic interactions with the free amine group. The
overall character of the heptapeptide is, therefor, polar, and thus the peptide
would be described as hydrophilic or lyophilic in nature. As
already stated, hydrophilic and hydrophobic are terms used to describe the overall interactive character of a large
molecule as opposed to the individual group interactions. Nevertheless they are
basically alternative terms that have
been adopted to describe the polar and dispersive interactive character of a
molecule respectively.
Mixed Phases
The
interactive mechanism involved in mixed phases has been the subject of much
controversy and, to some
Retention Mixed-Phases