BS0011_SEM1/LEC2/01 Flashcards

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1
Q

Describe carbons position in the periodic table and what this means.

A

Group 4
4 outer shell electrons
Shares 4 electrons, so forms 4 covalent bonds

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2
Q

What is the simplest organic molecule?

A

Methane

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3
Q

Which homologous series has the formula CnH2n+2

A

Alkanes

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4
Q

Do Alkanes themselves have much medical use?

A

No
Not themselves of much medical use

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5
Q

Do alkanes occur as part of biomolecules?

A

Yes
Part of biomolecules

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6
Q

Long hydrocarbon chains/ aliphatic groups (like alkanes) occur as part of biomolecules. Give an example of a biomolecule.

A

Lipids

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7
Q

What are the characteristics of alkanes?

A

Unreactive= single bonds between adjacent carbons in hydrocarbon chain
Hydrophobic= non polar so insoluble in water

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8
Q

Give examples of alkanes?

A

Methane, ethane, propane, butane, pentane, hexane

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9
Q

State properties of alkanes.

A

Not themselves of much medical use
Occur as part of biomolecules
Characteristically unreactive and hydrophobic

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10
Q

Which homologous series has the formula CnH2n+1OH

A

Alcohols

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11
Q

Give examples of alcohols.

A

Methanol, ethanol, propan-1-ol, propan-2-ol

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12
Q

What is an isomer?

A

2 molecules with same chemical/ molecular formula but different arrangement of molecular groups/ atoms.

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13
Q

Which type of isomer is propan-1-ol and propan-2-ol?

A

Structural isomer: same molecular but different structural formula
Positional isomer: same carbon skeleton, same atoms and groups of atoms attached but attached to a different carbon atom

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14
Q

State names of different isomerisms.

A

Structural
Geometric (cis/ trans)
Optical (D/ L)

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15
Q

What are 2 types of bonds that influence carbon compound structure.

A

Single and double

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16
Q

What are the effects of single bonds on carbon compound structure?

A

Carbon atoms in single bond can rotate freely.

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17
Q

What are the effects of double bonds on carbon compound structure?

A

Rigid
Sharing so many electrons, so only so many ways they can move around

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18
Q

Describe 4 properties of double bonds that influence carbon compound structure.

A
  1. Rigid- sharing so many electrons, so only so many ways they can move around; do not allow free rotation, so double bond molecules can either be in the cis or trans form
  2. Under strain- so more reactive than single bonds
  3. Reactions tend to be additions, so cause a change in 3D shape, as double bond broken
  4. Are geometric isomers
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19
Q

What do cis and trans mean?

A

Cis means functional groups are on the same side of the carbon chain and trans means that the functional groups are on opposing sides of the carbon chain.

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20
Q

Which functional group is -OH?

A

Hydroxyl

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21
Q

Where are hydroxyl groups found in? (3)

A

Alcohols
Sugars
Some amino acids (serine, threonine, tyrosine)

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22
Q

Give 3 properties of hydroxyl groups.

A
  1. Form hydrogen bonds but are not ionised at physiological pH
  2. Makes molecule polar, so favour interaction with water = hydrophilic
  3. Can be modified, e.g phosphorylated- an important process in cell signalling
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23
Q

Name a process where phosphorylation takes place.

A

Important process in cell signalling

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24
Q

What are the affects of phosphorylation?

A

Something phosphorylated can start a reaction or be a part of a chain of reactions.

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25
Q

Explain the involvement of hydroxyl groups in the first step of glycolysis.

A

During glycolysis, hydroxyl groups on glucose allow for phosphorylation
Activating the hydroxyl group on carbon 6
Catalysed by enzyme hexokinase, which uses ATP to convert glucose into Glucose-6-phosphate- a process known as glucose phosphorylation.

Products= G6P and ADP

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26
Q

Describe the importance of the first step of glycolysis.

A

Glycolysis is process of breaking down glucose to produce energy
Keeps glucose concentrations low in the cell, allowing glucose to continue to diffuse in

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27
Q

Which functional group is C=O?

A

Carbonyl

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28
Q

What types of compounds are carbonyls in?

A

aldehydes (end) and ketones (internal)

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29
Q

Where are carbonyls found?

A

Sugars
Pyruvate
Glyceraldehyde
Bases of DNA and RNA (except Adenine)

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30
Q

What is meant by ‘not ionised at physiological pH’?

A

Doesn’t split up in solution

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31
Q

State properties of carbonyl groups.

A

Has a dipole= uneven distribution or sharing of electrons in the double bond, so different ends of the molecule have partial charge- molecule is slightly charged

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32
Q

What are the purposes of the carbonyl properties?

A

Can be a recipient in hydrogen bonds
Can react to form -OH group

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33
Q

Describe an example of a carbonyl reacting to form an -OH group.

A

Pyruvate (ketone) can be reduced using hydrogen from a reducing agent
Catalysed by lactate dehydrogenase
To form a secondary alcohol- lactate

Reaction can be reversed to form pyruvate

34
Q

Which functional group is -COOH?

A

Carboxyl

35
Q

Where are carboxyl groups found?

A

Amino acids, including in side chains of Glutamate and Aspartate
Intermediates of TCA (citric acid) cycle
pyruvate and lactate
Creatine

36
Q

Describe properties of the carboxyl group.

A

Can be ionised at physiological pH, so carries a negative charge
Tends to make molecules hydrophilic, due to charge and strong capacity to form hydrogen bonds

37
Q

Which functional group can be drawn as a hexagon with a circle in?

A

Phenyl

38
Q

State other names for phenyl.

A

Benzene, Aromatic and Aryl ring

39
Q

Where are phenyl groups found?

A

In side groups of amino acids: phenylalanine and tyrosine
Thyroxine hormone
Oestrogen

40
Q

State the properties of phenyl groups.

A

Very stable= delocalisation of electrons
Hydrophobic
Physically bulky flat ring

41
Q

State the properties of phenyl groups.

A

Very stable= delocalisation of electrons
Hydrophobic
Physically bulky flat ring

42
Q

Which functional group is -NH2

A

Amino

43
Q

Where are amino groups found?

A

All amino acids, but also in side chains of Lysine and Arginine
Bases of DNA and RNA
Many other places

44
Q

State 2 properties of the amino group.

A

Can be ionised at physiological pH by gaining a hydrogen atom to form the NH3+ group
Group is highly hydrophilic= charge and hydrogen bonding potential

45
Q

Which functional group is PO3H2?

A

Phosphate

46
Q

Where is the phosphate group found?

A

Glucose-6-phosphate
Phosphoserine- metabolite that is an ester of phosphoric acid and the amino acid serine or phosphorylated form of amino acid serine
ATP, ADP and AMP
Backbone of DNA

47
Q

Describe 3 importances of phosphate groups.

A

Ionise at physiological pH, so are strongly negatively charged
Charge affects solubility, ability to cross membranes and interactions with other molecules
Phosphorylation activates molecules

48
Q

Which functional group is S-H

A

sulfhydryl

49
Q

Where are sulfhydryl groups found?

A

Side group of amino acid cysteine

50
Q

Describe 2 importances of sulfhydryl groups.

A

A disulfide bridge can be formed between 2 cysteines
R^1—S—S—R^2
Important in maintaining the shape of some proteins e.g insulin

51
Q

How is Cystine produced from 2 Cysteines?

A

2 Cysteines react and are oxidised to Cystine
Forming a bond between sulfur atoms in each Cysteine
Products: 2H+, Cystine and 2e^-

52
Q

Give 2 examples of compounds with multiple functional groups.

A

Adrenaline (epinephrine)- methyl, s-amino, 3 hydroxyl’s and phenyl groups
Acetyl coenzyme A- thioester, amide, 2 amido’s, hydroxyl, 2 methyl’s, phosphoanhydride, phosphoryl, imidazole and amino groups

53
Q

What are the ‘building blocks’ of proteins?

A

Amino acids

54
Q

What are the monomers of proteins?

A

Amino acids

55
Q

What are amino acids?

A

Monomers of proteins

56
Q

Describe the structure of amino acids.

A

Each a-carbon (alpha carbon) has an amino group, carboxylic acid group, R group/side chain and a hydrogen atom.
Each amino acid has a different R group/side chain

57
Q

State chemical properties of amino acids.

A
  1. Not immutable, since amino acids can be modified after being synthesised- which means proteins can be changed after synthesis
  2. Are chiral molecules, except glycine
58
Q

What does it mean for an amino acid to not be immutable?

A

Is not unchanging or fixed

59
Q

State an example where an amino acid is modified after synthesis.

A

Serine can be converted to phosphoserine using kinase.
Phosphoserine can be converted back to Serine using phosphatase.

60
Q

What is a chiral molecule?

A

Rotated molecule that cannot be superimposed on its mirror image.

61
Q

Are amino acids chiral?

A

Amino acids are chiral molecules, so can exist as isomers

62
Q

What is an amino acid L-isomer and D-isomer an example of?

A

Optical isomers/ stereoisomers

63
Q

Are all amino acids chiral molecules?

A

All are, except glycine as it has a Hydrogen for its R-group

64
Q

Why is glycine not a chiral molecule?

A

Has H for its R-group, so can be superimposed

65
Q

Which diagram is best shows a molecules 3D structure?

A

Space-filling

66
Q

Describe 2 characteristics of lipids.

A

Can be saturated, (polyunsaturated) or saturated
Are hydrophobic, but often bonded to other hydrophilic molecules- resulting in phospholipids that are amphipathic

67
Q

What does polyunsaturated mean?

A

Several double bonds

68
Q

What makes lipids (fats) saturated or unsaturated?

A

Saturated- single bonds between adjacent carbons in hydrocarbon chain
Unsaturated- double bonds between adjacent carbons in hydrocarbon chain

69
Q

What is a phospholipid?

A

2 fatty acids, glycerol and a phosphate group

70
Q

Why are phospholipids amphipathic?

A

One part of molecule is hydrophobic and other is hydrophilic

71
Q

Give examples of phospholipids.

A

Phosphatidyl inositol
Phosphatidyl serine
Phosphatidyl choline
Phosphatidyl ethanolamine
Dihosphatidyl glycerol (cardiolipin)

72
Q

Describe the structure of a phospholipid.

A

Hydrophilic headgroup
Hydrophobic tail

73
Q

How do phospholipids react to the 70% water environment in cells?

A

Form a lipid bilayer

74
Q

Describe a lipid bilayer.

A

2 opposing layers of phospholipids parallel to each other
Hydrophilic phosphate heads facing outwards and hydrophobic tails inwards

75
Q

Why are lipid bilayers useful?

A

Can form membranes that control movement in and out

76
Q

What functional group can sugars have?

A

Carbonyl C=O

77
Q

What are the characteristics of sugars?

A

Can have carbonyl functional groups C=O
Can be chiral
Their sugar rings are not phenyl rings
Can undergo condensation and hydrolysis reactions

78
Q

Are sugar rings phenyl rings?

A

No, sugar rings are not phenyl rings

79
Q

Describe the condensation and hydrolysis of sugars.

A

Condensation- Glycosidic bond forms between 2 sugar molecules by the removal of a water molecule.
Hydrolysis- Addition of a water molecule splits the molecule into 2 sugar molecules.

80
Q

Carbon’s ability to form _________ ____________ __________ is key to its _____________.
___________ and _____________ bonds differently ______________ the structure of organic compounds.
Organic compounds can show _______________.
Organic functional groups have ______________ and _____________ properties.
Complex organic molecules carry ______________ ___________________ ___________, defining their ______________.
The properties of amino acids, lipids and sugars are dependant upon ____________ _________________.

A

Multiple covalent bonds… chemistry
Single… double…constrain
Isomerism
Distinct… diverse
Multiple functional groups… chemistry
Carbon chemistry