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Nucleic Acids - RNA and DNA Structure - Biochemistry | The Organic Chemistry Tutor | YouTubeToText
YouTube Transcript: Nucleic Acids - RNA and DNA Structure - Biochemistry
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This content provides a foundational overview of nucleic acids, specifically DNA and RNA, detailing their structural differences, components, and the nomenclature of their building blocks (nucleotides and nucleosides).
one of the topics that are commonly
taught in a biochemistry course
are nucleic acids
now you might be wondering what exactly
are nucleic acids
and there are two
forms of nucleic acids i'm sure you
heard of them dna and rna
dna stands for
deoxyribonucleic acid
rna is simply
ribonucleic acid but both of these are
different types of nucleic acids
as you can see dna is
a double-stranded nucleic acid it forms
an alpha helix
whereas rna is
a single stranded
nucleic acid so that's one difference
between the two there are other differences
differences
now dna
is mostly located in the nucleus
particularly in eukaryotes
whereas rna you could find it outside of
the nucleus
and dna basically its function is to
store the genetic information
it serves as the library of the cell
whereas rna it can be used to transfer
genetic information
from one part of the cell to another and
it can also be used to synthesize protein
protein
there's different types of rna you have
ribosomal rna
transfer rna and messenger rna
so if you see
trna that's
transfer rna if you see mrna that's
messenger rna and then rrna is ribosomal rna
rna
dna and rna are both polymers
now you might be wondering what exactly
is a polymer
a polymer is basically a long molecule
made up of tiny units called monomers
and the monomers that make up dna
and rna
are known as nucleotides
now there's different types of nucleotides
nucleotides
but they all have
three basic parts to it
so each nucleotide has a pentose sugar
and
a phosphate group
so p stands for phosphate s is for sugar
b is for base
now in dna the type of sugar that we have
have
is a five carbon sugar known as deoxyribose
now i'm going to compare it to rna so
you can see the difference
rna has a ribose sugar instead of a
deoxyribose sugar it still has a
nitrogenous base and
and
it has a phosphate group
but the difference
is an extra hydroxyl group now let's go
ahead and number the carbons on the
ribose sugar
this is carbon 1 that's where the
nitrogenous base is attached to
carbon 2 3
3 4
4
and carbon 5 is outside
of the pentose ring
and that's where the phosphate group is
attached to
so in dna
notice that we don't have
a hydroxyl group on carbon 2
and so that is why it's called deoxyribose
deoxyribose
it's a deoxyribose sugar because
it's lacking in oxygen
whereas in rna
you have a ribose sugar that's why rnase
is called ribonucleic acid but dna is called
called
deoxyribonucleic acid
but besides that
they both have a phosphate group
now let's focus on the nitrogenous bases
found in dna and in rna
so dna contains the bases adenine guanine
guanine cytosine
cytosine
and thymine
in rna
the bases are adenine guanine
guanine
cytosine but instead of thymine it's
uracil and so that's another difference
between rna and dna it's a typical test
question so make sure you're aware of
that difference
so uracil is found in rna
now the nitrogenous bases that we've
been talking about can be divided
into these two categories purines
purines
and pyrimidines
now the purines
contain two rings
one of the ring is basically a six
membered ring and the other one is
is
a five-membered ring
pyrimidines on the other hand contain
only one ring and it's a six membered ring
now the purines they need to be aware of
are adenine
and guanine
the pyrimidines include cytosine
thymine and uracil
now let's talk about drawing these
structures and also how to number them
for some of you you may need to
be able to draw these structures on your
tests and for those of you who don't
need to memorize it
you can fast forward this section
or you can
sit back relax grab a bag of popcorn and
so let's start with
on the left side i'm going to draw adenine
adenine
and on the right side
i'm going to draw guanine
now in the first ring
they both contain
two nitrogen atoms
in the second ring
they also contain two
two
so both adenine and guanine has that uh
that same structure
so if you start with the base structure
it can help you to remember
now both adenine and guanine they have a
double bond in the middle
and they have another double bond in
this position
now let's talk about
where they're different
by the way there's a hydrogen here
so that's an h
if you don't see a hydrogen that means that
that
now adenine
has an nh2 group on this position right
here so that's where it's different
guanine has an nh2 group
and at the same time it has a carbonyl
so if you remember that it can help you
to draw these two structures so that's
the difference between adenine and guanine
guanine
now let's talk about numbering the rings
so this nitrogen represents
represents
number one
and then you need to
count it in a counterclockwise direction
so this is two three four
four
five six
then you move on to
the five member ring
this is seven
and we're going to count it in a
clockwise direction
so this is eight and this is nine
now what you need to know
with purines
is that when you attach them to a ribose
they will be connected let me draw a
i'm just going to draw a box to
represent the ribose just to keep it
simple but what i want you to take from this
this
the ribose ring
is attached to the nitrogenous base
at position 9 when dealing with purines
the permanent is different
but for purines
the ribose
is attached to the n9 position
so it's the ninth position
on a nitrogen atom on a purine ring
so you may need to know that for a test
maybe not it depends on if the teacher
is going to quiz you on that fact
i don't know
now let's move on to
the pyrimidines
so there's three structures that we need
so once again
we're gonna have a six membered ring
with two nitrogen atoms
and four carbon atoms
just like we had in the case of the purines
purines
we only have a six membered ring here
but we're not going to have the
five-member ring for the pyrimidines
but the structure of the membered ring
is very similar
so on the left i'm going to draw
let's start with thymine
and then in the middle i'm going to draw uracil
so all three of these nitrogenous bases
they have the same
general structure
the six-membered ring as you can see
now let's talk about the way we're going
to count it
so this is going to be number one
and we're going to count it in
a clockwise direction
so this is two three
three four
four
five and six
now the ribose will be attached
to the nitrogenous base
at the n1 position
so make sure you uh
keep that in mind
you can add it in your notes
so this is going to be a hydrogen in the
case of thymine
and we're going to have a double bond between
between
positions five and six
and the same is true for
now for thymine we have a carbonyl group
at position four
and another carbonyl group at carbon two
and here we have a hydrogen so that's
thymine now uracil
looks very similar to thymine
thymine has a methyl group but your cell
does not
and so that's the difference between
thymine and uracil
your cell has
a hydrogen if you don't see it it's an
now in the case of cytosine
we have a carbonyl group on carbon 2
just like thymine and uracil
so they're similar in that respect however
however
we do have something different in cytosine
cytosine
and that is we have an nh2 group on
on
carbon four
and so that's how cytosine differs from
thymine and uracil
it has
this nh2 group
in this position
in addition to that it also has a double bond
bond
between positions
three and four
so those are the three pyrimidines that
you may need to know
and just remember uracil is found only
in rna
thymine is found only in dna
and cytosine is found
now here's a question for you
what is the difference between
between
a nucleotide and
and
a nucleoside
what would you say perhaps you heard of
the word nucleoside
what really
is a nucleoside well let's go back to nucleotides
nucleotides
we know that a nucleotide has three parts
parts
as mentioned before it has a ribose or a
deoxyribose sugar
it has
a nitrogenous base
which could be
a pyrimidine with one ring or a purine
with two rings
now in the case of
a nucleoside it doesn't have three parts
a nucleoside has two parts
it has
the five carbon sugar
and it has
the nitrogenous base
it does not have the phosphate group
so this
is a nucleoside
it's the sugar and the nitrogenous base
but once you add the phosphate group to
a nucleoside then it becomes a
nucleotide so make sure you understand
the difference
and also the name in so let's say
this is cytosine which is one of the
three pyrimidines we talked about
now by itself cytosine
cytosine
now let's focus on the nomenclature
when you add
the ribose sugar to it
it becomes the nucleoside
and it's called citidene
citidene
in the case of rna but
but
and it really depends on the presence of
the oh group on carbon 2.
so this is one two
three four five
there's always going to be an o h group
on carbon three but
but
if we don't have an o h group on carbon
two it's called deoxycitadine
if we do have it
now let's think about this
if the nitrogenous base is called cytosine
cytosine
and if the nucleoside is called citadine
what is the name of the nucleotide that
contains the cytosine nitrogenous base
so it's going to sound weird but it's called
called citadelate
citadelate
chances are you probably don't need to
know that for your tests but for those
of you who may need to know it that's
what the nucleotide is called
so when you hear the word cytosine
it's not referring to this entire
nucleotide but rather just the base
that's in the nucleotide
but if you hear acetylate that's the
entire nucleotide
so here is a summary that can help you
with the nomenclature of nucleosides and nucleotides
nucleotides
on the left we have the nitrogenous base adenine
adenine
once we add a ribose sugar to it
it becomes adenosine
and then if we add the phosphate group
it becomes added excuse me wow i said
that wrong adenylate
adenylate
looking at guanine the situation is similar
similar
as a nucleoside it's guanosine and as a
nucleotide with the phosphate group guanolate
now the nitrogenous base thymine once we
add a ribose sugar to it it becomes thymidine
thymidine
or thymidine if that's how you say it but
but
since thymine is found in dna chances
are it's going to be added to a
deoxyribose sugar
and instead of
thymodylate it becomes deoxy feminically
feminically
in dna
my pronunciation of these names may not
be the best so
don't quote me on that you can look it
up yourself but
these are the names that corresponds to
the nitrogenous base the nucleus sides
and the nucleotides
now let's talk about namin nucleosides
how would you name this particular nucleoside
so the first thing we need to do is identify
identify
the type of nitrogenous base that we
have now based on the structures that we
drew earlier what kind of base do we have
have
well first is it a
a purine
purine
or is it
a pyrimidine
now if you recall pyrimidines are
nitrogenous bases that have only one
ring so because this is a two ring
nitrogenous base
we have a purine
now there's two parents you need to be
familiar with
and that's adenine and guanine so which
one is this is this adenine or guanine
so this particular nitrogenous base
is called guanine
guanine
now what does it become once we add a
guanine plus the ribose sugar
becomes the nucleoside guanosine
guanosine
and so that's what we have here
this is position one two three four
five six seven
seven
eight nine
so as we can see
the purine is attached to the ribose
at the knife position on the nitrogen atom
atom
now what happens to the name
if we put
let's say a methyl group on carbon 8
how do we name this particular nucleoside
well this becomes eight
eight methyl
now what if we remove
a hydroxyl group let's say if we
as in the case of dna
what does it become now
so now we have a deoxyribose
and so this is going to become deoxyguanosine
deoxyguanosine
this is carbon 1 on the ribose sugar
this is 2 3
4 and this is carbon 5.
so now the way we're going to name it
i'm running out of space here so let's
see if i can fit in
it's going to be 8-methyl dash
dash 2-deoxy
guanosine because
because
we don't have the oxygen or the hydroxyl
group rather
on carbon 2 of the rival sugar so now
it's deoxy guanosine
and so that's a simple example of how
you can name a nucleoside with a purine ring
ring
let's try another example
so how can we name this particular nucleoside
so first let's start with the
now we have a one ring nitrogenous base
so that means it's a pyrimidine and we
have three options it's either cytosine
now looking at the nh2 at the top
only one of those three
pyrimidines have the nh2 on the top and
if you remember
this is the nitrogenous base cytosine
cytosine
now combined with the ribose sugar
it becomes the nucleoside called
called citadine
citadine
and so that's the name of this
particular nucleoside
now how will the name change
if we add a methyl group to
to
so we need to number it this is one two three
three four
four five
five six
six
citadine
and so that's how we can name it
and also remember that
the ribose is attached to the pyrimidine
ring at the n1 position
for the purine it was the n9 position
so just keep that in mind
now let's shift our focus to
name in nucleotides
so we're going to have our
our
our nitrogenous base and
and
a phosphate group
so how can we name this particular nucleotide
so the nitrogen is base that we have
this is g
and so that's guanine
when we combine it with the sugar it
becomes a nucleoside called
called guanosine
guanosine
but now how do we name it once we have
so it becomes
guanolate when the phosphate group
another way in which we can name this
particular nucleotide is we can start
with the name of the nucleoside guanosine
guanosine
and then specify the location of the phosphate
phosphate
so we could say guanosine
dash five
dash monophosphate
because we have one phosphate attached
to the ribose sugar
and so that's how we can name this particular
particular nucleotide
so this time
the nitrogenous base that we're going to use
use is
is adenine
and the phosphate group is going to be
placed in a different position
so you can also see phosphate
represented this way
so how can we name this particular nucleotide
so given the base adenine
once we combine it with the sugar it
becomes the nucleoside adenosine
now the phosphate group
is located
on carbon 3 of the ribose ring
so to put it together we're going to
start with the name of the nucleoside adenosine
adenosine
and then specify the location of the
phosphate group so adenosine
dastery dash mono
mono phosphate
phosphate
and so that's how we can name that
so we're going to use the same
but this time
we're going to have
so let's say if we have three of them
so we're going to start by naming the nucleoside
nucleoside
so if we combine
the ribose sugar
and the nitrogenous base
now we have three phosphate groups
and so it's going to be called
triphosphate trifi3 and it's located on
on
carbon 5.
so it's adenosine dash
dash 5
5
that's triphosphate
now this particular nucleotide has a
common name and so sometimes the 5 is
just ignored because it's a very common molecule
molecule
and so it's simply referred to as
adenosine triphosphate
and perhaps you heard of it as
this molecule atp so that's adenosine triphosphate
now there's some other ones
for instance if you hear the word adp it
stands for adenosine diphosphate
so instead of having
just one phosphate group
or three now you have two phosphate groups
groups
so that's adenosine diphosphate
and if you hear
the abbreviation amp
this is
adenosine monophosphate
so there's just one phosphate group
instead of two or three
so what i'm going to do at this point is
draw a
representation of a dna strand
so here we have our sugar
attached to a phosphate group
and then this is going to be attached to
a nitrogenous base
so let's put cytosine in it and
and
over here it's going to be attached to
another phosphate group
and then that's going to be attached
ribose sugar
actually deoxyribose since we're dealing
with dna
and so this
is going to be
adenine this time
and then we're going to have another
another
and let's put thymine in this box
now at this point go ahead and draw the
complementary strand on the right side
using the left side as a starting point
so first let's draw the nitrogenous bases
bases that
that
and then attached to each
nitrogenous base we have the sugar
but notice the direction of the sugar
how it's like pointed up
for the complementary strand it's going
to be pointed down
and then
we're going to have a phosphate group
attached to
it and here we have another phosphate group
group
we're going to talk about the
connectivity of the phosphate group
shortly i just want to complete this first
so what bases
will go in these boxes
now what you need to know is that c
cytosine will always pair up with g
guanine so we need to put g
inside this box
adenine a will always pair up with
thymine and dna
and t will pair up with a
now the next thing you need to put are
the hydrogen bonds
located between these base pairs and so
it's the hydrogen bonds that keep the
two strands in dna attached to each other
other
so there's three hydrogen bonds
connecting c
and g
now between a and t there are two
hydrogen bonds
now if you recall from chemistry
hydrogen bonds exists
whenever hydrogen
is attached to elements such as oxygen
oxygen
nitrogen or fluorine
and an h bond is basically an
intermolecular force that exists between
separate molecules
now for those of you who may want to
review on that
um if you do a youtube search type in
intermolecular forces organic chemistry tutor
tutor
you should see a video that will give you
you
a review on intermolecular forces and
dipole interactions and things like that
now on the left side and
and
also on the right side
this is known as the sugar phosphate backbone
and it makes sense you have your
phosphate groups on the left attached to
now on the sugar this is carbon one two three
three
four and 5.
so notice that the phosphate group
is attached to carbon 3
and carbon 5 of the sugar units
and so this is called
a 3 five
five phosphodiester
phosphodiester linkage
and it's a covalent linkage
a covalent bond is whenever two atoms
are connected to each other by means of
sharing electrons
so whenever two elements or two atoms
come together by sharing electrons they
form a covalent bond
now the next thing i want to mention
is that these two strands these
complementary strands they are
anti-parallel to each other
so the strand on the left
it runs in
in
the five
now the strand on the right
it goes in the opposite direction so if
we focus on the top sugar unit this is
carbon 1 2
2
3 4
5. so notice that it's going in
in
the five to three direction but any
other way
so thus
these two strands
are anti-parallel they run in opposite directions
directions
and so these are some basic things that
you need to know if you have a test
coming up you never know which one of
these facts you might be tested on so
just make sure you know that stuff
now i have one more question for you
write the sequence
for the complementary strand
feel free to pause the video and try it
complementary to 5 is 3
and you need to know that a
pairs up with t
and c pairs up with g
so here we have a
we're going to pair it up with thymine
and here we have t
and let's pair it up with adenine
adenine
and c we're going to pair it up with guanine
guanine
and a is going to go with t
g we're going to pair it up with c
and so
forth so this
is the complementary strand
that's how you can write the sequence
by knowing this piece of information
well that's basically it for this video
hopefully you found it to be helpful and
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