S1-L3: Carbohydrates Flashcards
Define and describe “carbohydrates”
- Biological molecules containing C, H and O atoms
- empirical formula generally Cn(H2O)n
- fundamental cellular components vital for cellular function
- also termed “saccharides”
What is a “saccharide”?
-organic compound containing sugar(s)
Outline the function(s) of carbohydrates (refer to figure 1/2/3)
1-provide rapid & readily available energy supply for cellular reactions- E.G: muscle + liver glycogen
2-form part of important molecules in cell
–> such as sugar-phosphate backbone in DNA double helix
3-form markers on cell surface which aids cell recognition
–> like blood group markers
Briefly outline the following classifications of carbohydrates:
1-Monosaccharide
2-Disaccharide
3-Oligosaccharide
4-Polysaccharide
1- General formula (CH2O)n
2- dimer–> 2 monosaccharides
3- polymer of 3-20 monosaccharides
4- polymer of monosaccharide units linked together
Describe monosaccharides
- C atoms range 3-10
- simplest carbohydrate ends in “-ose”
- single sugar molecules providing instant energy
- contain aldehyde/ ketone F. Group AND hydroxyl groups
What are the names for the first 3-10 monosaccharides?
-3 c’s- triose/ 4 c’s- tetrose/ 5 c’s- pentose/ 6 c’s- hexose/ 7 c’s- heptose/ 8 c’s- octose/ 9 c’s- nonose/ 10 c’s- decose
What is the structure of aldehydes/ ketones and hydroxyl groups?
- Aldehyde: R(C=O)H
- ketone: R(C=O)R
- hydroxyl group: ROH
Describe the nomenclature of “Fischer projections”
-Count C atoms from top- top from aldehyde/ ketone group
Refer to the diagrams of Glucose and Fructose- Figure 5/6
- 6C sugar- aldohexose has aldehyde group
- 6C sugar- ketohexose has ketone group
Outline how the molecules in figure 7 differ and chemical formula for them
- Hydroxyl group position differs between different sugars
- distinct aldohexose sugars with same chemical formula
- -> C6H12O6
What are N-deoxymonosaccharides (refer to figure 8)?
- Can exists as “deoxy” forms
- -> hydroxyl (OH) replaced with H
Define and describe “stereoisomerism”
- Have same chemical formula/ orders AND bond types
- ->are non-overlapping mirror images of each other
- ->so have different spatial arrangements AND different biological functions
In what two forms can you find stereoisomers?
-D or L isomers
How are stereoisomers formed?
- require chiral C centre
- -> C chiral if has 4 different groups attached to it
- -> at least one chiral C needed for stereoisomerism
Outline how sugars are assigned as L or D isomers
- Use Fischer projections with most oxidised C at top
- If OH on bottom chiral centre points to right–> D
- If OH on bottom chiral centre points to left–> L
Which of the two isomers, L or D glucose, are more common and why?
- D as predominant energy source in cellular respiration
- L not as common as biologically inert in bodies
- -> can’t provide us with energy even though structure same as D-glucose
How may monosaccharides exist as cyclic structures and how do they form? (refer to figure 9)
- monosaccharides exist as open-chain OR ring (cyclic) structure joined by covalent bond
- process: OH group on second to last C atom reacts with carbonyl group
- monosaccharides cyclize under normal conditions
- ->only small amount of straight chain present
What would the cyclized product for Aldose and Ketose be?
- Aldose; Hemiacetal
- Ketose: Hemiketal
Describe the cyclization of D-glucose (refer to figure 10)
- OH group able to attack C=O group either side- so 2 possible hemiacetal products
- -> a and b anomers of D-glucosepyranose
- cyclic form of D-glucose is D-glucosepyranose
Outline glucose and its function(s) (figure 11)
- primary energy source of life
- 7 energy-rich C-H bonds
- bonds broken down during cellular respiration
- released energy stored as ATP for cell use
Describe the structure and function of fructose (figure 12)
- 7 rich C-H bonds
- forms furan-based ring structure despite being hexose (6C)
- furanose–> 5 membered cyclization product
- important energy source alongside glucose AND galactose
- found in fruits/honey/berries and lemon