As I
mentioned here on the blog, in an earlier post
(this post),
the standard amino acids differ in the chemical composition of their side
chains. The
20 standard amino acids can be divided in 5 groups, according to the
physico-chemical properties of the side chain, in particular, according to
their polarity. Before
starting to talk about this division, I want to mention that it is a division
that involves some ambiguities, which I will highlight as they appear in the
posts that I will devote to this matter.
I'll start by talking about the amino acids with nonpolar aliphatic side chain. First of all, it should be explained what does it means nonpolar and aliphatic. Nonpolar means that there are no significant asymmetries in the distribution of electrons on atoms. Stated more simply, if a molecule (or a side chain) it is non-polar, it contains atoms with similar electronegativities. As mentioned in a previous post (this post), if a molecule is composed only of carbon and hydrogen, it is considered non-polar. Similarly, if a side chain of an amino acid is composed only of carbon and hydrogen atoms, it is considered to be nonpolar. Regarding the term "aliphatic", this relates to the absence of aromatic rings, which are benzene ring derivatives; therefore they are cyclic structures with six vertices, all of them corresponding to carbon atoms and 3 double bonds therein (in fact they are not three double bonds, instead they are six bonds with the connection order of 1.5, but this would complicate things and may be considered three double bonds). Therefore, all amino acids having in its side chain only carbon and hydrogen atoms and that show no aromatic rings, belong to the class of amino acids with nonpolar aliphatic side chains.
I'll start by talking about the amino acids with nonpolar aliphatic side chain. First of all, it should be explained what does it means nonpolar and aliphatic. Nonpolar means that there are no significant asymmetries in the distribution of electrons on atoms. Stated more simply, if a molecule (or a side chain) it is non-polar, it contains atoms with similar electronegativities. As mentioned in a previous post (this post), if a molecule is composed only of carbon and hydrogen, it is considered non-polar. Similarly, if a side chain of an amino acid is composed only of carbon and hydrogen atoms, it is considered to be nonpolar. Regarding the term "aliphatic", this relates to the absence of aromatic rings, which are benzene ring derivatives; therefore they are cyclic structures with six vertices, all of them corresponding to carbon atoms and 3 double bonds therein (in fact they are not three double bonds, instead they are six bonds with the connection order of 1.5, but this would complicate things and may be considered three double bonds). Therefore, all amino acids having in its side chain only carbon and hydrogen atoms and that show no aromatic rings, belong to the class of amino acids with nonpolar aliphatic side chains.
They
are:
Glycine – it is the simplest amino acid with a side chain consisting only of
hydrogen. As
the hydrogen is too small to have a major role in the interaction with other
amino acid side chains, and do not have by itself a polar (or nonpolar)
significant behavior, this amino acid appears in this category by deleting
parts, namely because in
the other categories did not make sense to include it. Glycine
has the distinction of being the only standard amino acid that does not have
stereoisomers because its a carbon is not chiral because it is not
connected to four different substituents.
Valine, leucine and isoleucine - their side chains are more complex than that
of alanine, but they are composed exclusively of carbon and hydrogen atoms.
Methionine – another amino acid that appears in this group somewhat by a
process of elimination. The
sulfur atom is an inner position of the chain (is a thioether group), and does
not significantly affect the polarity thereof.
All
amino acids in this group will tend to establish London dispersion forces
(so-called "hydrophobic interactions") with neighboring amino acids
and, therefore, in a 3D structure of a protein, they tend to appear in
proximity to each other.
I just wanted to finish with an idea that
is often said in the wrong way.
The amino acids shown in this post are not nonpolar
amino acids, they are amino acids with
nonpolar side chains. No amino acid is nonpolar
because they have two very polar groups (amino and
carboxylic) connected to a carbon.
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