Capsaicin


 
Trans-8-methyl-N-vanillyl-6-nonenamide






 

                    Capsaicin is the compound responsible for the "heat" of hot peppers.  The compound's molecular weight is very high and the side chain contains a polar amide (-NHCO-) group, making its volatility very low.  It is an odorless compound but its taste is hard to miss.  The intense flavor is caused by the molecule's long hydrocarbon tail.   The chain allows it to bind very strongly with its lipoprotein  receptor. The fatty tail also allows the molecule to slip through lipid-rich cell membranes, making the    burn  more pervasive and persistent.   Capsaicin is also used in medicines.   It is prescribed for the relief of post-herpetic neuralgia following herpes zoster, or shingles - a recurrent infection stemming from prolonged latency of varicella-zoster virus.  Other indications include rheumatoid arthritis, osteoarthritis, and painful diabetic neuropathy.

Page by:  Amy Bloodworth 

References:

http://antoine.fsu.umd.edu/chem/senese/101/features/capsaicin.shtml

http://www.stanford.edu/~jaylee/capsaicin.html

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