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9/13/2016
2
Structures of PACs
Flavan-3-ols
Mixtures of oligomers and polymers composed of flavan-3-ols
3’
OH
Oligomeric and polymeric PACs
(+)-Catechin
1
2
3
4 5
6
8
1’
2’
A
B
C
O OH
OH
OH
OH
OH
O OH
OH
OH
OH
OH
n-2
Extension units
3
(-)-Epicatechin
O OH
OH
OH
OH
Terminal unit
DP: degree of polymerization
Oligomers: DP 2‐10
Polymers: DP
>
10
Epicatechin is the primary constituent monomer in cranberry PACs
Cranberry PACs are unique
B-type procyanidins in other
A-type procyanidins in
Cranberries
fruits
95% of cranberry PAC oligomers contain 1 or more A-type bonds.
26% of cranberry PAC oligomers contain 2 or more A-type bonds.