Biomolecules 2
Biomolecules 2
Biomolecules 2
In the intricate tapestry of life, biomolecules serve as the threads that weave
together the fabric of existence. From the majestic sequoias towering over
forests to the microscopic bacteria thriving in diverse ecosystems, all forms of
life rely on these molecular entities for their structure, function, and regulation.
My project embarks on a captivating exploration of biomolecules, delving into
their remarkable diversity, intricate structures, and indispensable roles in
biological systems. Through this journey, we aim to unravel the mysteries of
these fundamental building blocks of life, shedding light on their significance
in understanding the complexities of living organisms.
Biomolecules encompass an array of chemical compounds, including
carbohydrates, lipids, proteins, and nucleic acids, each contributing uniquely
to the vitality of living systems. Their interactions orchestrate the myriad
processes essential for life, from energy production and storage to cellular
communication and genetic inheritance.
As we venture deeper into the realm of biomolecules, we will unravel their
structural intricacies, elucidate their dynamic functions, and explore the
cutting-edge research driving our understanding of these molecular marvels.
By illuminating the molecular underpinnings of life, we strive to inspire
curiosity, foster appreciation, and ignite a passion for the fascinating world of
biomolecules.
Biomolecules, ranging from the humble glucose molecule to the majestic DNA
double helix, embody the essence of life, serving as the building blocks,
messengers, and architects of biological complexity. Their intricate interplay
governs essential processes such as metabolism, growth, and reproduction
while also offering tantalizing insight into the evolution of life on Earth.
Types of Carbohydrates:
• Monosachharide
• Oligosaccharides
• Polysacchasrides
Monosaccharide
Monosaccharides, also called simple sugars, are the simplest forms of sugar
and the most basic units (monomers) from which all carbohydrates are built.
Simply, this is the structural unit of carbohydrates. They are usually colorless,
water-soluble, and crystalline organic solids. Contrary to their name (sugars),
only some monosaccharides have a sweet taste. Most monosaccharides have
the formula (CH2O)x (though not all molecules with this formula are
monosaccharides ) . Examples of monosaccharides include glucose
(dextrose), fructose (levulose), and galactose. Monosaccharides are the
building blocks of disaccharides (such as sucrose, lactose and maltose) and
polysaccharides (such as cellulose and starch). The table sugar used in
everyday vernacular is itself a disaccharide sucrose comprising one molecule
of each of the two monosaccharides d-glucose and dfructose. Each carbon
atom that supports a hydroxyl group is chiral, except those at the end of the
chain. This gives rise to a number of isomeric forms, all with the same
chemical formula. For instance, galactose and glucose are both aldohexoses,
but have different physical structures and chemical properties. The
monosaccharide glucose plays a pivotal role in metabolism, where the
chemical energy is extracted through glycolysis and the citric acid cycle to
provide energy to living organisms. Maltose is the dehydration condensate of
two glucose molecules.
Carbohydrate
A carbohydrate is a biomolecule consisting of carbon (C), hydrogen (H) and
oxygen (O) atoms, usually with a hydrogen–oxygen atom ratio of 2:1 (as in
water) and thus with the empirical formula Cm(H2O)n (where m may or may
not be different from n), which does not mean the H has covalent bonds with
O (for example with CH2O, H has a covalent bond with C but not with O).
However, not all carbohydrates conform to this precise stoichiometric
definition (e.g., uronic acids, deoxy-sugars such as fucose), nor are all
chemicals that do conform to this definition automatically classified as
carbohydrates (e.g. formaldehyde and acetic acid).
Carbohydrates perform numerous roles in living organisms. Polysaccharides
serve as an energy store (e.g. starch and glycogen) and as structural
components (e.g. cellulose in plants and chitin in arthropods). The 5-carbon
monosaccharide ribose is an important component of coenzymes (e.g. ATP,
FAD and NAD) and the backbone of the genetic molecule known as RNA.
The related deoxyribose is a component of DNA. Saccharides and their
derivatives include many other important biomolecules that play key roles in
the immune system, fertilization, preventing pathogenesis, blood clotting, and
development
Carbohydrates are central to nutrition and are found in a wide variety of
natural and processed foods. Starch is a polysaccharide and is abundant in
cereals (wheat, maize, rice), potatoes, and processed food based on cereal
flour, such as bread, pizza or pasta. Sugars appear in human diet mainly as
table sugar (sucrose, extracted from sugarcane or sugar beets), lactose
(abundant in milk), glucose and fructose, both of which occur naturally in
honey, many fruits, and some vegetables. Table sugar, milk, or honey are
often added to drinks and many prepared foods such as jam, biscuits and
cakes.
Structure and nomenclature
With few exceptions (e.g., deoxyribose), monosaccharides have this
chemical formula: (CH2O)x , where conventionally x ≥ 3. Monosaccharides
can be classified by the number x of carbon atoms they contain: triose (3),
tetrose (4), pentose (5), hexose (6), heptose (7), and so on.
Glucose, used as an energy source and for the synthesis of starch,
glycogen and cellulose, is a hexose. Ribose and deoxyribose (in RNA and
DNA, respectively) are pentose sugars. Examples of heptoses include the
ketoses, mannoheptulose and sedoheptulose. Monosaccharides with eight
or more carbons are rarely observed as they are quite unstable. In
aqueous solutions monosaccharides exist as rings if they have more than
four carbons.
Linear-chain monosaccharides
Simple monosaccharides have a linear and unbranched carbon skeleton
with one carbonyl (C=O) functional group, and one hydroxyl (OH) group on
each of the remaining carbon atoms. Therefore, the molecular structure of
a simple monosaccharide can be written as H(CHOH)n (C=O)(CHOH)mH,
where n + 1 + m = x; so that its elemental formula is CxH2xOx.
By convention, the carbon atoms are numbered from 1 to x along the
backbone, starting from the end that is closest to the C=O group.
Monosaccharides are the simplest units of carbohydrates and the simplest
form of sugar.
If the carbonyl is at position 1 (that is, n or m is zero), the molecule begins
with a formyl group H(C=O)− and is technically an aldehyde. In that case,
the compound is termed an aldose. Otherwise, the molecule has a ketone
group, a carbonyl −(C=O)− between two carbons; then it is formally a
ketone, and is termed a ketose. Ketoses of biological interest usually have
the carbonyl at position 2.
A more general nomenclature for open-chain monosaccharides combines
a Greek prefix to indicate the number of carbons (tri-, tetr-, pent-, hex-,
etc.) with the suffixes "-ose" for aldoses and "-ulose" for ketoses. [1] In the
latter case, if the carbonyl is not at position 2, its position is then indicated
by a numeric infix. So, for example, H(C=O)(CHOH)4H is pentose,
H(CHOH)(C=O)(CHOH)3H is pentulose, and H(CHOH)2 (C=O)(CHOH)2H is
pent-3-ulose.
Open-chain stereoisomers
Two monosaccharides with equivalent molecular graphs (same chain
length and same carbonyl position) may still be distinct stereoisomers,
whose molecules differ in spatial orientation. This happens only if the
molecule contains a stereogenic center, specifically a carbon atom that is
chiral (connected to four distinct molecular sub-structures). Those four
bonds can have any of two configurations in space distinguished by their
handedness. In a simple open-chain monosaccharide, every carbon is
chiral except the first and the last atoms of the chain, and (in ketoses) the
carbon with the keto group.
For example, the triketose H(CHOH)(C=O)(CHOH)H (glycerone,
dihydroxyacetone) has no stereogenic center, and therefore exists as a
single stereoisomer. The other triose, the aldose H(C=O)(CHOH)2H
(glyceraldehyde), has one chiral carbon—the central one, number 2—
which is bonded to groups −H, −OH, −C(OH)H2 , and −(C=O)H. Therefore,
it exists as two stereoisomers whose molecules are mirror images of each
other (like a left and a right glove). Monosaccharides with four or more
carbons may contain multiple chiral carbons, so they typically have more
than two stereoisomers. The number of distinct stereoisomers with the
same diagram is bounded by 2c , where c is the total number of chiral
carbons.
Configuration of monosaccharides
Like many chiral molecules, the two stereoisomers of glyceraldehyde will
gradually rotate the polarization direction of linearly polarized light as it
passes through it, even in solution. The two stereoisomers are identified
with the prefixes d- and l-, according to the sense of rotation: d-
glyceraldehyde is dextrorotatory (rotates the polarization axis clockwise),
while l-glyceraldehyde is levorotatory (rotates it counterclockwise).
The d- and l- prefixes are also used with other monosaccharides, to
distinguish two particular stereoisomers that are mirror-images of each
other. For this purpose, one considers the chiral carbon that is furthest
removed from the C=O group. Its four bonds must connect to −H, −OH,
−C(OH)H, and the rest of the molecule. If the molecule can be rotated in
space so that the directions of those four groups match those of the analog
groups in D-glyceraldehyde's C2, then the isomer receives the d- prefix.
Otherwise, it receives the L- prefix
Cyclisation of monosaccharides
A monosaccharide often switches from the acyclic (open-chain) form to a
cyclic form, through a nucleophilic addition reaction between the carbonyl
group and one of the hydroxyl groups of the same molecule. The resulting
molecule has a hemiacetal or hemiketal group, depending on whether the
linear form was an aldose or a ketose. The reaction is easily reversed,
yielding the original open-chain form.
Cyclization creates a new stereogenic center at the carbonyl-bearing
carbon. The −OH group that replaces the carbonyl's oxygen may end up in
two distinct positions relative to the ring's midplane. The molecule can
change between these two forms by a process called mutarotation, that
consists in a reversal of the ringforming reaction followed by another ring
formation.
Structure
Formerly the name "carbohydrate" was used in chemistry for any
compound with the formula Cm (H2O)n . Following this definition, some
chemists considered formaldehyde (CH2O) to be the simplest
carbohydrate, while others claimed that title for glycolaldehyde .
Today, the term is generally understood in the biochemistry sense, which
excludes compounds with only one or two carbons and includes many
biological carbohydrates which deviate from this formula. For example,
while the above representative formulas would seem to capture the
commonly known carbohydrates, ubiquitous and abundant carbohydrates
often deviate from this. For example, carbohydrates often display chemical
groups such as: N-acetyl (e.g. chitin), sulfate (e.g. glycosaminoglycans),
carboxylic acid and deoxy modifications (e.g. fucose and sialic acid).
Natural saccharides are generally built of simple carbohydrates called
monosaccharides with general formula (CH2O)n where n is three or more.
A typical monosaccharide has the structure H– (CHOH)x (C=O)–(CHOH)y–
H, that is, an aldehyde or ketone with many hydroxyl groups added,
usually one on each carbon atom that is not part of the aldehyde or ketone
functional group.
Examples of Terminology History Structure monosaccharides are glucose,
fructose, and glyceraldehydes. do not conform to this formula (e.g. uronic
acids and deoxy-sugars such as fucose) and there are many chemicals
that do conform to this formula but are not considered to be
monosaccharides (e.g. formaldehyde CH2O and inositol (CH2O)6 ).
The open-chain form of a monosaccharide often coexists with a closed ring
form where the aldehyde/ketone carbonyl group carbon (C=O) and
hydroxyl group (–OH) react forming a hemiacetal with a new C–O–C
bridge.
Disaccharides
A disaccharide (also called a double sugar or biose) is the sugar formed
when two monosaccharides are joined by glycosidic linkage. Like
monosaccharides, disaccharides are simple sugars soluble in water. Three
common examples are sucrose, lactose, and maltose.
Disaccharides are one of the four chemical groupings of carbohydrates
(monosaccharides, disaccharides, oligosaccharides, and polysaccharides).
The most common types of disaccharides—sucrose, lactose, and maltose
—have 12 carbon atoms, with the general formula C12H22O11 . The
differences in these disaccharides are due to atomic arrangements within
the molecule.
The joining of monosaccharides into a double sugar happens by a
condensation reaction, which involves the elimination of a water molecule
from the functional groups only. Breaking apart a double sugar into its two
monosaccharides is accomplished by hydrolysis with the help of a type of
enzyme called a disaccharidase. As building the larger sugar ejects a
water molecule, breaking it down consumes a water molecule. These
reactions are vital in metabolism. Each disaccharide is broken down with
the help of a corresponding disaccharidase (sucrase, lactase, and
maltase).
Structure
The formation of a disaccharide molecule from two monosaccharide
molecules proceeds by displacing a hydroxy group from one molecule and
a hydrogen nucleus (a proton) from the other, so that the new vacant
bonds on the monosaccharides join the two monomers together. Because
of the removal of the water Classification Formation molecule from the
product, the term of convenience for such a process is "dehydration
reaction" (also "condensation reaction" or "dehydration synthesis"). For
example, milk sugar (lactose) is a disaccharide made by condensation of
one molecule of each of the monosaccharides glucose and galactose,
whereas the disaccharide sucrose in sugar cane and sugar beet, is a
condensation product of glucose and fructose. Maltose, another common
disaccharide, is condensed from two glucose molecules.
Examples of Disaccharides:
• Maltose
• Lactose
Maltose
Properties of Maltose
Disaccharide such as sucrose is very sweet and is used as a sweetener in
food products, but maltose lacks sweetness and is not used as a
sweetener. Instead, it is used in the malting of barley for the manufacturing
of beer.
It is used extensively in alcohol production.
Free maltose, as well as maltose formed by the digestion of starch in the
mouth, can cause dental caries.
Enzyme maltase and isomaltase present in the small intestine break down
maltose into two glucose units which are then absorbed. Our body has the
capacity to absorb maltose directly, which later on can be broken down
into glucose units for producing energy.
Due to a high glycemic index, maltose increases blood sugar levels.
Maltose in aqueous solution exhibits mutarotation, because the α and β
isomers that are formed by the different conformations of the anomeric
carbon have different specific rotations, and in aqueous solutions, these
two forms are in equilibrium. Maltose can easily be detected by the Woehlk
test or Fearon's test on methylamine.
Lactose
Lactose, or milk sugar, is a disaccharide sugar composed of galactose and
glucose subunits and has the molecular formula C12H22O11 . Lactose makes
up around 2–8% of milk (by mass). The name comes from lact (gen.
lactis), the Latin word for milk, plus the suffix -ose used to name sugars.
The compound is a white, water-soluble, non-hygroscopic solid with a
mildly sweet taste. It is used in the food industry.
Applications
Its mild flavor and easy handling properties have led to its use as a carrier
and stabiliser of aromas and pharmaceutical products. Lactose is not
added directly to many foods, because its solubility is less than that of
other sugars commonly used in food. Infant formula is a notable exception,
where the addition of lactose is necessary to match the composition of
human milk.
Lactose is not fermented by most yeast during brewing, which may be
used to advantage. For example, lactose may be used to sweeten stout
beer; the resulting beer is usually called a milk stout or a cream stout.
Another significant lactose use is in the pharmaceutical industry. Lactose is
added to tablet and capsule drug products as an ingredient because of its
physical and functional properties. For similar reasons, it can be used to
dilute illicit drugs such as cocaine or heroin.
Functions Of Polysaccharides
The polysaccharides serve as a structural organization in animals and
plants. Other functions of polysaccharides include:They store energy in
organisms.
Due to the presence of multiple hydrogen bonds, the water cannot
invade the molecules making them hydrophobic.
They allow for changes in the concentration gradient which influences the
uptake of nutrients and water by the cells.
Many polysaccharides become covalently bonded with lipids and proteins
to form glycolipids and glycoproteins. These glycolipids and glycoproteins
are used to send messages or signals between and within the cells.
They provide support to the cells. The cell wall of plants is made up of
polysaccharide cellulose, which provides support to the cell wall of the
plant. In insects and fungi, chitin plays an important role in providing
support to the extracellular matrix around the cells.
Insulin
Inulin is a naturally occurring polysaccharide complex carbohydrate
composed of fructose, a plant-derived food that human digestive enzymes
cannot completely break down. Inulin is used by some plants as a means
of storing energy and is typically found in roots or rhizomes. Most plants
that synthesize and store inulin do not store other forms of carbohydrates
such as starch. In the United States in 2018, the Food and Drug
Administration approved inulin as a dietary fiber ingredient used to improve
the nutritional value of manufactured food products.
Cellulose
The structural components of plants are formed primarily from cellulose.
Wood is largely cellulose and lignin, while paper and cotton are nearly pure
cellulose. Cellulose is a polymer made with repeated glucose units bonded
together by beta-linkages. so they do not digest cellulose. Certain animals,
such as termites can digest cellulose, because bacteria possessing the
enzyme are present in their gut. Cellulose is insoluble in water. It does not
change color when mixed with iodine. On hydrolysis, it yields glucose.
Arabinoxylans
Arabinoxylans are found in both the primary and secondary cell walls of
plants and are the copolymers of two sugars: arabinose and xylose. They
may also have beneficial effects on human health.
Amino acids
Amino acids are organic compounds that contain both amino and
carboxylic acid functional groups. Although over 500 amino acids exist in
nature, by far the most important are the 22 α-amino acids incorporated
into proteins. Only these 22 appear in the genetic code of life.
Amino acids can be classified according to the locations of the core
structural functional groups (alpha- (α-), beta- (β-), gamma- (γ-) amino
acids, etc.), other categories relate to polarity, ionization, and side chain
group type (aliphatic, acyclic, aromatic, polar, etc.). In the form of proteins,
amino acid residues form the second-largest component (water being the
largest) of human muscles and other tissues. Beyond their role as residues
in proteins, amino acids participate in a number of processes such as
neurotransmitter transport and biosynthesis. It is thought that they played a
key role in enabling life on Earth and its emergence.
Amino acids are formally named by the IUPAC-IUBMB Joint Commission
on Biochemical Nomenclature in terms of the fictitious "neutral" structure
shown in the illustration. For example, the systematic name of alanine is 2-
aminopropanoic acid, based on the formula CH3−CH(NH2 )−COOH. The
Commission justified this approach as follows:
The systematic names and formulas given refer to hypothetical forms in
which amino groups are unprotonated and carboxyl groups are
undissociated. This convention is useful to avoid various nomenclatural
problems but should not be taken to imply that these structures represent
an appreciable fraction of the amino-acid molecules.
History
The first few amino acids were discovered in the early 1800s In 1806,
French chemists Louis-Nicolas Vauquelin and Pierre Jean Robiquet
isolated a compound from asparagus that was subsequently named
asparagine, the first amino acid to be discovered. Cystine was discovered
in 1810, although its monomer, cysteine, remained undiscovered until
1884. Glycine and leucine were discovered in 1820. The last of the 20
common amino acids to be discovered was threonine in 1935 by William
Cumming Rose, who also determined the essential amino acids and
established the minimum daily requirements of all amino acids for optimal
growth.
The unity of the chemical category was recognized by Wurtz in 1865, but
he gave no particular name to it. The first use of the term "amino acid" in
the English language dates from 1898, while the German term,
Aminosäure, was used earlier.Proteins were found to yield amino acids
after enzymatic digestion or acid hydrolysis. In 1902, Emil Fischer and
Franz Hofmeister independently proposed that proteins are formed from
many amino acids, whereby bonds are formed between the amino group of
one amino acid with the carboxyl group of another, resulting in a linear
structure that Fischer termed "peptide".
General structure
2-, alpha-, or α-amino acids have the generic formula H2NCHRCOOH in
most cases, where R is an organic substituent known as a "side chain".
Of the many hundreds of described amino acids, 22 are proteinogenic
("protein-building"). It is these 22 compounds that combine to give a vast
array of peptides and proteins assembled by ribosomes. Non-
proteinogenic or modified amino acids may arise from posttranslational
modification or during nonribosomal peptide synthesis.
Sidechains
i)Polar Charged Side Chains:- Five amino acids possess a
charge at neutral pH. Often these side chains appear at the surfaces on
proteins to enable their solubility in water, and side chains with opposite
charges form important electrostatic contacts called salt bridges that
maintain structures within a single protein or between interfacing proteins.
Many proteins bind metal into their structures specifically, and these
interactions are commonly mediated by charged side chains such as
aspartate, glutamate and histidine. Under certain conditions, each ion-
forming group can be charged, forming double salts.
The two negatively charged amino acids at neutral pH are aspartate (Asp,
D) and glutamate (Glu, E). The anionic carboxylate groups behave as
Brønsted bases in most circumstances.Enzymes in very low pH
environments, like the aspartic protease pepsin in mammalian stomachs,
may have catalytic aspartate or glutamate residues that act as Brønsted
acids.
structure