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The Chemistry of AN ONION
AMINO ACID SULFOXIDES
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1-PROPENESULFENIC ACID
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S
O N I O N O D O U R & T H I O S U L F I N AT E S
SYN-PROPANETHIAL-S-OXIDE
As onions are sliced, they release a class of
enzymes, allinases, which break down amino
acid sulfoxides. A specific compound produced
during this process is 1-propenesulfenic acid,
which is rearranged by another enzyme, called
lachrymatory factor synthase, to produce synpropanethial-S-oxide. Production of this gas
peaks 30 seconds after mechanical damage to
the onion, and it stimulates sensory neurons in
the eye causing a stinging sensation; the eye
therefore produces tears to flush it out.
2014 COMPOUND INTEREST - WWW.COMPOUNDCHEM.COM
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Thiosulfinates are the primary
in an onion. These compounds
formed via enzymatic reaction
these compounds, which in turn
containing compounds.
ALLICIN
S
S
flavour and odour producing molecules
are not present in intact bulbs, but are
from sulfur amino acids. Allicin is one of
quickly breaks down to form other sulfur-