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Lec 9 BioC
Lec 9 BioC
Lec 9 BioC
Several compounds that are derived from monosaccharides are of importance in plant metabolism.
They are also referred to as modified monosaccharides.
The important functional groups present in monosaccharides are hydroxyl and carbonyl groups.
The hydroxyl group forms esters, usually with phosphoric acid or is replaced by a hydrogen or amino group.
1. Sugar esters:
As carbohydrates have hydroxyl groups, they are able to participate in reactions with carboxylic
acids and carboxylic acid derivatives to form esters. (O-acyl derivatives)
An important type of carbohydrate ester in plant metabolism is the phosphate ester that are
formed with biological phosphorylating agents such as ATP catalyzed by appropriate enzymes.
Glucose -6-phosphate
α -D-Fructose-1,6-bisphosphoric acid
Draw the structure of α -D-Fructose-1,6-bisphosphoric acid.
How are such phosphate esters formed in plants? Give one example along with the specific
enzyme that catalyses this reaction.
2. Deoxysugars:
In sugars, the hydroxyl group is replaced by hydrogen to produce deoxy sugars (devoid of oxygen).
β –D-2-Deoxyribofuranose
L-fucose
L- rhamnose.
o Draw the ring structures of β –D-ribofuranose and β –D-2-Deoxyribofuranose.
o L-fucose and L-rhamnose are deoxy sugars of ________ and___________ respectively derived
due to replacement of OH at __________ carbon.
o Where are the above three deoxysugars present in plants?
3. Amino sugars:
The hydroxyl group, usually at C-2, is replaced by an amino group to produce aminosugars such as
glucosamine, galactosamine and mannosamine.
The amino group may be condensed with acetic acid to produce N-acetyl aminosugars, for example, N-
acetyl glucosamine.
o Give two examples where N-acetyl glucosamine in present in plant cells.
The carbonyl group undergoes reduction or oxidation to produce number of derived monosaccharides.
4. Reduction Products:
Polyols (alditols) :Sugar alcohols
Both aldoses and ketoses are reduced to polyhydric alcohols (polyols) when treated with enzymes, sodium
amalgam, and hydrogen under high pressure with catalyst or sodium borohydride (NaBH).
Write the respective alcohols for the following sugars:
o Glucose ____________
o Fructose ____________
o Mannose ____________
o Glyceraldehyde ____________
o Erythrose ____________
What any two functions of polyols in plants and two uses in food industry ?
Find out what is inositol and its phosphorylated form and its role in plants (any one role)?