You have earned 0 point(s) out of 0 point(s) thus far.

Photochemical degradation of Iso-α-acids

The well-known light catalysed degradation of iso-α-acids results in skunky or lightstruck off-flavours in beer.

The vitamin riboflavin (vitamin B2) is excited by visible light and will extract an electron from the side-chain of the iso-α-acids, leading to a series of reactions that cleave off the side-chain and form the 2-methyl-2-butene radical.

After the reaction with a sulphur-containing thiol, 3-methyl-2-butene-1-thiol (MBT) is formed. This molecule is extremely flavour-active, producing the lightstruck flavour at concentrations of 7 ng/L. This reaction is very rapid in sunlight but can also happen over time in areas illuminated by artificial lights.

Brewers protect the beer in the bottle by using amber glass, which serves to block much of the problematic shorter wavelength visible light. Green glass is less protective and clear (flint) glass will give lightstruck aroma if unmodified hops are used.

Figure: Formation of MBT by photo-oxidation of iso--acids

Figure: Formation of MBT by photochemical degradation of iso-α-acids

You have completed 0% of the lesson
0%