Which optical isomer of Sulforaphane (SFN) is exclusively produced by natural processes in broccoli sprouts?

Answer

(R)-enantiomer

The sulfur atom present in the side chain of Sulforaphane (SFN) introduces chirality, meaning SFN exists as two non-superimposable mirror images, known as optical isomers: R-SFN and S-SFN. Biological systems, particularly those found in young broccoli sprouts, exhibit stereoselectivity in their synthesis pathways, producing only the (R)-enantiomer. Research emphasizes the functional importance of this stereochemistry, indicating that the naturally occurring (R)-SFN is significantly more biologically active than its (S) counterpart, especially concerning its efficacy in upregulating phase II detoxification enzymes. Therefore, achieving superior health benefits often necessitates utilizing R-SFN, whether sourced naturally or synthesized precisely.

Which optical isomer of Sulforaphane (SFN) is exclusively produced by natural processes in broccoli sprouts?

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