Release of HCN from cyanogenic glycosides is due to the cleavage of th
e carbohydrate moiety by beta-glucosidases to yield the corresponding
alpha-hydroxynitrile, which dissociates spontaneously into HCN and a c
arbonyl compound, or by action of an alpha-hydroxynitrile lyase (HNL).
A short review of the regulation of the catabolism of cyanogenic glyc
osides during cyanogenesis and germination of cyanogenic plants is giv
en. The major biochemical properties of HNLs purified from various spe
cies of higher plants are summarized. Thereafter the phylogenetic rela
tionship, molecular structure and catalytic mechanism of these enzymes
are discussed. Finally we give an overview of recent progress in the
use of HNLs as biocatalysts for the synthesis of optically active alph
a-hydroxynitriles which are important building blocks in the fine chem
ical and pharmaceutical industries.