Evaluation of guanabana (Annona muricata) seed meal as a source of (S)-oxynitrilase

Solı́s, Aida; Luna, Héctor; Pérez, Herminia I.; Manjarrez, Norberto

doi:10.1016/s0957-4166(03)00500-7

Cited by 20 publications

(9 citation statements)

References 11 publications

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“…Several plants have been reported to show HNL activity without there being any information about the presence of any kind of CG in them. Three such plants from the Annonaceae family are Annona muricata, Annona cherimolia , and Annona squamosa , producing Am HNL, Ac HNL, and As HNL, respectively. Am HNL prefers heteroaromatic, aromatic and α,β‐unsaturated aromatic aldehydes, whereas Ac HNL and As HNL both have a weak preference for aromatic aldehydes as substrates for cyanohydrin synthesis .…”

Section: Different Approaches To Discovering Hnlsmentioning

confidence: 99%

“…Three such plants from the Annonaceae family are Annona muricata, Annona cherimolia , and Annona squamosa , producing Am HNL, Ac HNL, and As HNL, respectively. Am HNL prefers heteroaromatic, aromatic and α,β‐unsaturated aromatic aldehydes, whereas Ac HNL and As HNL both have a weak preference for aromatic aldehydes as substrates for cyanohydrin synthesis . All three were found to have S stereopreference …”

Section: Different Approaches To Discovering Hnlsmentioning

confidence: 99%

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Modern Approaches to Discovering New Hydroxynitrile Lyases for Biocatalysis

Padhi

2016

ChemBioChem

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Hydroxynitrile lyases (HNLs) have grown in importance from laboratory to industry due to their potential to catalyze stereoselective C-C bond-formation reactions in the synthesis of several chiral intermediates, such as enantiopure α-cyanohydrins, β-nitro alcohols, and their derivatives with multiple functional groups. With these wide applications, the demand for finding new HNLs has increased, and this has led to exploration not only of new HNLs but also of new ways to discover them. An exclusive review article on HNLs by Asano et al. in 2011 described the discovery of HNLs along with their applications. Since then many scientific advancements have been seen in this area. This article aims to highlight the modern HNL discovery approaches, based mainly on 1) genome mining, 2) use of INTMSAlign software, 3) rational design (based on a millipede HNL), 4) evolution of catalytic mechanisms, 5) protein engineering guided by catalytic mechanisms, and 6) screening of plants with cyanogen glycoside (CG) content. This description is followed by future prospects. Overall this review represents the present state and the future potential of HNL discovery approaches, and so might be hoped to be instrumental not only in exploration of new HNLs but also in the invention of methods for potential biotechnological applications.

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Section: Different Approaches To Discovering Hnlsmentioning

confidence: 99%

Section: Different Approaches To Discovering Hnlsmentioning

confidence: 99%

Modern Approaches to Discovering New Hydroxynitrile Lyases for Biocatalysis

Padhi

2016

ChemBioChem

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“…Many plants such as daucus carota [8], apium graveolens [9], allium schoenoprasum, coriandrum sativum [10], caragana chamlagu [11], catharanthus roseus, nicotiana tabacum [12], brassica oleracea botrytis, cucurbita maxima [13], marchantia polymorpha, glycine max [14], pouteria sapota, pouteria sapota, prunus persica [15], annona muricata [16], were used in asymmetric reduction of carbonyl groups of some ketones and α-keto esters or β-keto esters. The configuration of product is influenced not only by regioselectivity [17] and stereoselectivity of cells from different plants even different parts of the same plant, but also by steric effect and electronic effect of substitute group of the substrate [18].…”

Section: Introductionmentioning

confidence: 99%

Asymmetric reduction of 3-oxo-3-phenylpropionic acid ethyl ester by undifferentiated cells of white turnip in phosphate buffer/organic solvent

Chen

Yang

et al. 2010

Korean J. Chem. Eng.

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Ethyl (S)-3-hydroxy-3-phenylpropionate was synthesized by asymmetric reduction of 3-oxo-3-phenylpropionic acid ethyl ester with undifferentiated cells of white turnip in phosphate buffer/organic solvent. The conversion increased with the LogP oct of organic solvent increase. The phosphate buffer (0.2 mol/L, pH 7.0)/dodecane was selected as optimum medium for reduction. The optimal content of dodecane in medium is 10% (v). The conversion decreased with initial substrate concentration increase. Addition of more biomass of plant cells and 10% ethanol as co-substrate can improve conversion. The plant cells can be reused well for three times. The enantiomeric excess of ethyl (S)-3-hydroxy-3-phenylpropionate reached 100% with 1% allyl bromide as inhibitor.

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“…Both purified and crude (e.g. defatted almond meal as a crude source of the enzyme) enzyme extracts exhibit similar enantioselectivities towards a range of substrates (De Gonzalo et al 2002;Huang et al 2005;Nanda et al 2005;Purkarthofer et al 2005;Solis et al 2003;2004;Van Langen et al 2005;Zandbergen et al 1991).…”

Section: Introductionmentioning

confidence: 99%

Enzymatic synthesis of (R)-cyanohydrins by a novel (R)-oxynitrilase from Vicia sativa L.

et al. 2006

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The defatted seed meal of common vetch (Vicia sativa L.) served as a source of (R)-oxynitrilase which catalyzed the enantioselective addition of HCN to aromatic, heteroaromatic, fluoro-substituted aromatic aldehydes to produce the corresponding enantiomeric pure cyanohydrins in yields of 52-100% and 88-99% ee at 12 degrees C under micro-aqueous medium (diisopropyl ether) without addition of buffer solution.

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Evaluation of guanabana (Annona muricata) seed meal as a source of (S)-oxynitrilase

Cited by 20 publications

References 11 publications

Modern Approaches to Discovering New Hydroxynitrile Lyases for Biocatalysis

Modern Approaches to Discovering New Hydroxynitrile Lyases for Biocatalysis

Asymmetric reduction of 3-oxo-3-phenylpropionic acid ethyl ester by undifferentiated cells of white turnip in phosphate buffer/organic solvent

Enzymatic synthesis of (R)-cyanohydrins by a novel (R)-oxynitrilase from Vicia sativa L.

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