Hydroxynitrile lyase from Hevea

Zuegg, J., Gruber, K., Gugganig, M. et al. (1999) Three-dimensional structures of enzyme-substrate complexes of the hydroxynitrile lyase from Hevea brasiliensis. Protein Science A Publication of the Protein Society, 8, 1990-2000. 

Wagner, U.G., Hasslacher, M., Griengl, H. et al. (1996) Mechanism of cyanogenesis the crystal structure of hydroxynitrile lyase from Hevea brasiliensis. Structure (London, England 1993), 4, 811-822. 

Bauer, M., Griengl, H. and Steiner, W. (1999) Kinetic studies on the enzyme (S)-hydroxynitrile lyase from Hevea hyusilh iisis using initial rale methods and progress curve analysis. Biotechnology and Bioengineering, 62,20-29. 

Veum, L., Hanefeld, U. and Pierre, A. (2004) The first encapsulation of hydroxynitrile lyase from Hevea brasiliensis in a sol-gel matrix. Tetrahedron, 60, 10419-10425. 

Purkarthofer, T., Gruber, K., Gruber-Khadjawi, M,et al. (2006) A biocatalytic Henry reaction - the hydroxynitrile lyase from Hevea brasiliensis also catalyzes nitroaldol reactions. Angewandte Chemie (International Edition in English), 45, 3454-3456. 

Johnson, D.V. and Griengl, H. (1997) The chemoenzymatic synthesis of (5)-13-hydroxyoctadeca-(9Z,ll )-dienoic acid using the hydroxynitrile lyase from Hevea brasiliensis. Tetrahedron, S3, 617-624. 

Rhodococcus erythropolis NCIMB 11540 has been employed as biocatalyst for the conversion of (R)- or (.S )-cyanohydrins to the corresponding (R)- or (S)-a-hydroxycarboxylic acids with an optical purity of up to >99% enatiomeric excess (ee) [27-29] the chiral cyanohydrins can separately be produced using hydroxynitrile lyase from Hevea braziliensis or from Prunus anygdalis [30]. Using the combined NHase-amidase enzyme system of the Rhodococcus erythropolis NCIMB 11 540, the chiral cyanohydrins were first hydrolyzed to the... 

M. Hasslacher, M. Schall, M. Hayn, H. Griengl, S. D. Kohlwein, H. Schwab, Molecular cloning of the full-length cDNA of (S)-hydroxynitrile lyase from Hevea hrasiliensis. Functional expression in Escherichia coli and Saccharomyces cerevisiae and identification of an active site residue. J. Biol. Chem. 1996, 271, 5884-5891. 

Johnson, D.V., and H. Griengl, The Chemoenzymatic S5mthesis of (5)-13-Hydroxyoctadeca-(9Z, 1 l )-dienoic Acid Using the Hydroxynitrile Lyase from Hevea brasiliensis, Tetrahedron 53 617-624 (1997). 

The (5)-hydroxynitrile lyase from Hevea brasiliensis has been made available in sufficient quantities by cloning and overexpressirai to allow industrial-scale applications [1563]. It should be noted that also a,p-unsaturated aliphatic aldehydes were transformed into the corresponding cyanohydrins in a clean reaction. No formation of saturated p-cyano aldehydes through Michael-type addition of hydrogen cyanide across the C=C double bond occurred. The latter is a common side reaction using traditional methodology. 

M. Schmidt, S. Herve, N. Wempier, H. Griengl, Preparation of optically active cyanohydrins using the (S)-hydroxynitrile lyase from Hevea brasiliemis, Tetrahedron 52 (1996) 7833-7840. 

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