Lecture 2: Biochemistry and Saccharides Flashcards

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1
Q

Why must all biochemical molecules be considered in aqueous solution?

A

Because water is hugely important factor in many molecules, being integrated into things such as proteins and allowing them to function. And frequently used during enzyme catalytic mechanisms.

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2
Q

What structures do each of these basic molecules make?

  • Sugars
  • Fatty Acids
  • Amino Acids
  • Nucleotides
A

Sugars - Polysaccharides
Fatty Acids - Fats, Lipids, Membranes
Amino Acids - Proteins
Nucleotides - Nucleic Acids

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3
Q

Why is carbon such an important molecule?

A

Because C-C covalent bonds are very stable, so compounds made up of it are harder to destroy. They can form chains so can produce large stable structures. Can form alternating double bonds which also contribute to stability. The ability to form 4 bonds for each C atom allows more variation in compounds.

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4
Q

What functional group will readily protonate in water?

A

Amines, -NH2 -> -NH3+

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5
Q

What group can oxidize to form cross-bridges? Known as a thiol group?

A

Sulfhydryl group, -SH

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6
Q

What is an inorganic phosphate?

A

Inorganic phosphates are salts of phosphate molecules. The phosphate anions and metal cations form ionic bonds.

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7
Q

What are organophosphates?

A

Organophosphates are molecules that are formed by the esterification of alcohol and phosphoric acid, (H3PO4 + -OH). They are present in many molecules such as DNA, RNA and ATP. Also used in nerve agents and pesticides. Organophosphates can have one to three R groups, non-R groups have a H attached.

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8
Q

How are amides formed?

A

Combining a carboxylic acid with a molecule containing an amine group.

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9
Q

What are the constituents that can form to make a phosphate ester?

A

An organophosphate and a free hydroxyl group

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10
Q

What is phosphorylation and why is it important?

A

Phosphorylation is a process of adding a phosphoryl group. Phosphorylation of proteins allow them to function, not all proteins require it although most use it. Phosphorylation of serine, threonine or tyrosine side chains can alter activity or function of modified protein.

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11
Q

Give the characteristics of carbohydrates.

A

Carbohydrates are carbon based organic molecules, they are made up of simple sugars, monosaccharides, meaning that they are polysaccharides. Are a source of energy for animals. Condensed and then condensed in the form glycogen. Can bind to lipids and proteins to form molecules that can perform structural or regulatory roles.

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12
Q

What is the difference between an aldose and ketose?

A

Aldoses are carbohydrates which have an aldehyde attached to them, whereas a ketose is the same but rather with a ketone group somewhere on them.

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13
Q

What are 3 important classes of sugars that relates to the number of carbon atoms?

A

Trioses, which are 3 carbon chains
Pentoses, which are 5 carbon chains
Hexoses, which are 6 carbon chains

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14
Q

In aqueous solution, what happens to a sugar molecules?

A

The majority of straight chain molecules undergoes cyclization, with the aldehyde or ketone group reacting with a hydroxyl group on the second to last carbon on the opposite end of the chain.

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15
Q

Describe the mechanism of cyclization in an aldohexose sugar.

A

The hydroxyl group on the 2’ carbon will attack the aldehyde group’s 6’ carbon, an electron pair will then be donated to the =O of the aldehyde, making it electronegative with three pairs of electrons, the oxygen from the aldehyde group has 3 spare electrons and a hydrogen, making it electropositive. The spare hydrogen is then transferred to the electronegative oxygen.

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16
Q

What is the difference between the alpha and beta hydroxyl in glucose?
What type of isomerism is this an example of?

A

The hydroxyl is on the same plane as the CH2OH group in B-glucose.
The hydroxyl is on the opposite plane as the CH2OH group in a-glucose.
These are example of cis and trans stereoisomers.

17
Q

What are optical isomers?

A

Enantiomers are mirror images of the same compound, not superimposable.

18
Q

What reaction is used to join two monosaccharides into a disaccharide?

A

Hydrolysis reaction is used to separate disaccharides and condensation reactions are used to form them.

19
Q

What reactions join and separate monomers?

A

Condensation reactions form disaccharides and hydrolysis reactions break the glycosidic bond

20
Q

Why can sugar polymers vary so much?

A

Due to the fact the a glycosidic bond can form between any hydroxyl groups on a sugar or molecule, so the possibilities are endless.

21
Q

What sugar is recognised by a wide array of microbial pathogens and toxins?

A

Sialic acids.

22
Q

What does the degree of polymerisation depend on?

A

The variation in species of monomers determines this as well as the number of molecules present in the chain and the branching of the molecule.

23
Q

What is an oligosaccharide?

A

A carbohydrate consisting of several monosaccharides linked by covalent bonds. Otherwise known as a glycan.

24
Q

What does the term glycosylation refer to?

A

It refers to the linkage of proteins and lipids to oligosaccharides, or glycans.

25
Q

What are the 2 variations of glycans based on how the protein is bonded to the sugar?

A

O-glycans are bonded due to a reactive oxygen on the side chain of amino acids such as Serine (Ser) or Threonine (Thr). And N-glycans are produced by a bond between the OH of a sugar and the amine or amide side chains of amino acids like Asparagine (Asn)

26
Q

Fact about sialic acid in bird flu:

A

Bird flu viruses recognise sialic acid linked to galactose molecules.

a2,3-linked sialic acid is recognised by bird flu haemagglutinin, when looking at the variation that is present in bird populations.

a2,6-linked sialic acid is recognised by bird flu haemagglutinin, when looking at the variation present in human populations.

The significance of this is that a2,3-linked sialic acid is only present on ciliated cells in humans, a relatively small population of cells in humans.

One amino acid change in viral haemagglutinin will allow it to recognise a2,6-linked sialic acid and therefore can attack a large population of cells in humans, making it dangerous.

27
Q

Fact about COVID-19 spike protein makeup

A

The spike proteins of COVID-19 are glycosylated to allow entry into human cells, the glycosylation of these proteins occurs inside host human cells when replicating. This process is performed by the apparatus responsible for glycosylating molecules in normal human cell function.

28
Q

Fact about COVID-19 Binding:

A

The spike proteins used by SARS-CoV-2 have glycans that contain mannose residues, these have a high affinity for glycosaminoglycans and sialic acid-containing oligosaccharides used for attachment factors on cells. In the case of SARS-Cov-2 it allows it to bind to the human angiotensin-converting enzyme 2 (hACE2).

Another use for extensive glycosylation is that it masks the underlying polypeptide epitopes from recognition from antibodies.