mandelonitrile
acetonitrile, hydroxyphenyl-
Identification
| Name | mandelonitrile |
| CAS Number | 532-28-5 |
| EINECS | 208-532-7 |
| FDA UNII | 584322E08A |
| Molecular Formula | C8 H7 N O |
| Molecular Weight | 133.14999000 |
| MDL Number | MFCD00004487 |
| Nikkaji Number | J6.985J |
| Beilstein | 2207122 |
| XlogP3 | 1.00 (est) |
Regulatory
Physical Properties
| Appearance | reddish-brown to dark red-brown liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.11500 to 1.12600 @ 20.00 °C. |
| Pounds per Gallon - (est). | 9.289 to 9.380 |
| Refractive Index | 1.53000 to 1.53700 @ 20.00 °C. |
| Boiling Point | 282.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 207.00 °F. TCC ( 97.22 °C. ) |
| logP (o/w) | 0.830 (est) |
| Soluble in | water, 4.629e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intravenous-mouse LD50 5600 ug/kg |
| Dermal Toxicity | subcutaneous-frog LDLo 600 ug/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07767', 'PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE\nLUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION', 'LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION\nPERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for mandelonitrile usage levels up to | not for fragrance use. |
| Recommendation for mandelonitrile flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
acetonitrile, hydroxyphenyl-
amygdalonitrile
benzaldehyde cyanohydrin
benzaldehydkyanhydrin
benzeneacetonitrile, alpha-hydroxy-
glycolonitrile, phenyl-
2-
hydroxy-2-phenylacetonitrile
(+-)-alpha-
hydroxybenzeneacetonitrile
alpha-
hydroxybenzeneacetonitrile
mandelic acid nitrile
mandelonitrile, (+-)-
phenylglycolonitrile
PubMed:
Characterization of amygdalin-degrading Lactobacillus species.
PubMed:
Uncovering divergent evolution of α/β-hydrolases: a surprising residue substitution needed to convert Hevea brasiliensis hydroxynitrile lyase into an esterase.
PubMed:
Improvement of the amides forming capacity of the arylacetonitrilase from Pseudomonas fluorescens EBC191 by site-directed mutagenesis.
PubMed:
Metabolomic insights into the bioconversion of isonitrosoacetophenone in Arabidopsis thaliana and its effects on defense-related pathways.
PubMed:
Structural and functional analysis of hydroxynitrile lyase from Baliospermum montanum with crystal structure, molecular dynamics and enzyme kinetics.
PubMed:
Chemical Composition and Antimicrobial Activity of the Essential Oil of Apricot Seed.
PubMed:
Discovery of a novel (R)-selective bacterial hydroxynitrile lyase from Acidobacterium capsulatum.
PubMed:
Chemical composition of essential oils and hydrosols from fresh flowers of Cerasus subhirtella and Cerasus serrulata from East China.
PubMed:
Increasing the reaction rate of hydroxynitrile lyase from Hevea brasiliensis toward mandelonitrile by copying active site residues from an esterase that accepts aromatic esters.
PubMed:
Identification and characterization of CYP79D16 and CYP71AN24 catalyzing the first and second steps in L-phenylalanine-derived cyanogenic glycoside biosynthesis in the Japanese apricot, Prunus mume Sieb. et Zucc.
PubMed:
Crosslinked enzyme aggregates of hydroxynitrile lyase partially purified from Prunus dulcis seeds and its application for the synthesis of enantiopure cyanohydrins.
PubMed:
Improvement of Alcaligenes faecalis nitrilase by gene site saturation mutagenesis and its application in stereospecific biosynthesis of (R)-(-)-mandelic acid.
PubMed:
Purification and characterization of arylacetonitrile-specific nitrilase of Alcaligenes sp. MTCC 10675.
PubMed:
Biosynthesis of benzoylformic acid from benzoyl cyanide with a new bacterial isolate of Brevibacterium sp. CCZU12-1.
PubMed:
Efficient production of (R)-(-)-mandelic acid using glutaraldehyde cross-linked Escherichia coli cells expressing Alcaligenes sp. nitrilase.
PubMed:
Mini-review: recent developments in hydroxynitrile lyases for industrial biotechnology.
PubMed:
Optimization of arylacetonitrilase production from Alcaligenes sp. MTCC 10675 and its application in mandelic acid synthesis.
PubMed:
HCN production and hydroxynitrile lyase: a natural activity in plants and a renewed biotechnological interest.
PubMed:
Biochemical and structural characterization of a novel bacterial manganese-dependent hydroxynitrile lyase.
PubMed:
Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae).
PubMed:
Efficient production of (R)-(-)-mandelic acid in biphasic system by immobilized recombinant E. coli.
PubMed:
Fusion of a flavin-based fluorescent protein to hydroxynitrile lyase from Arabidopsis thaliana improves enzyme stability.
PubMed:
Random mutagenesis of the arylacetonitrilase from Pseudomonas fluorescens EBC191 and identification of variants, which form increased amounts of mandeloamide from mandelonitrile.
PubMed:
Reports on the distribution of aromatic cyanogenic glycosides in Australian tropical rainforest tree species of the Lauraceae and Sapindaceae.
PubMed:
A comparative study of nitrilases identified by genome mining.
PubMed:
Discovery and characterization of a highly efficient enantioselective mandelonitrile hydrolase from Burkholderia cenocepacia J2315 by phylogeny-based enzymatic substrate specificity prediction.
PubMed:
Immobilisation of hydroxynitrile lyases.
PubMed:
Structural characterization and identification of major constituents in Jitai tablets by high-performance liquid chromatography/diode-array detection coupled with electrospray ionization tandem mass spectrometry.
PubMed:
Hydroxynitrile lyases with α/β-hydrolase fold: two enzymes with almost identical 3D structures but opposite enantioselectivities and different reaction mechanisms.
PubMed:
Synthesis of chiral cyanohydrins by recombinant Escherichia coli cells in a micro-aqueous reaction system.
PubMed:
The cyanogenic syndrome in rubber tree Hevea brasiliensis: tissue-damage-dependent activation of linamarase and hydroxynitrile lyase accelerates hydrogen cyanide release.
PubMed:
Characterization of two bacterial hydroxynitrile lyases with high similarity to cupin superfamily proteins.
PubMed:
Conversion of sterically demanding α,α-disubstituted phenylacetonitriles by the arylacetonitrilase from Pseudomonas fluorescens EBC191.
PubMed:
Cloning and expression of hydroxynitrile lyase gene from Eriobotrya japonica in Pichia pastoris.
PubMed:
Gene cloning, expression, and characterization of a nitrilase from Alcaligenes faecalis ZJUTB10.
PubMed:
Isolation, identification and quantitation of hydroxycinnamic acid conjugates, potential platform chemicals, in the leaves and stems of Miscanthus à giganteus using LC-ESI-MSn.
PubMed:
Purification and characterization of heterologously expressed nitrilases from filamentous fungi.
PubMed:
Functional expression of a plant hydroxynitrile lyase in Escherichia coli by directed evolution: creation and characterization of highly in vivo soluble mutants.
PubMed:
A simple analytical method for dhurrin content evaluation in cyanogenic plants for their utilization in fodder and biofumigation.
PubMed:
Release of hydrogen cyanide via a post-secretion Schotten-Baumann reaction in defensive fluids of polydesmoid millipedes.
PubMed:
Significant enhancement of (R)-mandelic acid production by relieving substrate inhibition of recombinant nitrilase in toluene-water biphasic system.
PubMed:
Cloning and biochemical properties of a highly thermostable and enantioselective nitrilase from Alcaligenes sp. ECU0401 and its potential for (R)-(-)-mandelic acid production.
PubMed:
Defensive secretions in three species of polydesmids (Diplopoda, Polydesmida, Polydesmidae).
PubMed:
Switching from an esterase to a hydroxynitrile lyase mechanism requires only two amino acid substitutions.
PubMed:
Chiral solvating agents for cyanohydrins and carboxylic acids.
PubMed:
Enantioselective biocatalytic hydrolysis of (R,S)-mandelonitrile for production of (R)-(-)-mandelic acid by a newly isolated mutant strain.
PubMed:
Catalytic mechanism of hydroxynitrile lyase from Hevea brasiliensis: a theoretical investigation.
PubMed:
Metabolites of amygdalin under simulated human digestive fluids.
PubMed:
Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by cetyltrimethylammonium bromide-permeabilized cells of Alcaligenes faecalis ECU0401.
PubMed:
Construction and application of variants of the Pseudomonas fluorescens EBC191 arylacetonitrilase for increased production of acids or amides.
PubMed:
Discovery and utilization of biocatalysts for chiral synthesis: an overview of Chinese scientists' research and development.
PubMed:
Identification of amino acid residues responsible for the enantioselectivity and amide formation capacity of the Arylacetonitrilase from Pseudomonas fluorescens EBC191.
PubMed:
Investigative mining of sequence data for novel enzymes: a case study with nitrilases.
PubMed:
Uneven twins: comparison of two enantiocomplementary hydroxynitrile lyases with alpha/beta-hydrolase fold.
PubMed:
Bioproduction of glycolic acid from glycolonitrile with a new bacterial isolate of Alcaligenes sp. ECU0401.
PubMed:
Substrate binding in the FAD-dependent hydroxynitrile lyase from almond provides insight into the mechanism of cyanohydrin formation and explains the absence of dehydrogenation activity.
PubMed:
Evaluation of the hydroxynitrile lyase activity in cell cultures of capulin (Prunus serotina).
PubMed:
Utilization of arylaliphatic nitriles by haloalkaliphilic Halomonas nitrilicus sp. nov. isolated from soda soils.
PubMed:
Enantioselective nitrilase from Pseudomonas putida: cloning, heterologous expression, and bioreactor studies.
PubMed:
Expression of hydroxynitrile lyase from Manihot esculenta in yeast and its application in (S)-mandelonitrile production using an immobilized enzyme reactor.
PubMed:
Purification and characterization of a novel (R)-hydroxynitrile lyase from Eriobotrya japonica (Loquat).
PubMed:
Simultaneous expression of an arylacetonitrilase from Pseudomonas fluorescens and a (S)-oxynitrilase from Manihot esculenta in Pichia pastoris for the synthesis of (S)-mandelic acid.
PubMed:
Laboratory evolved biocatalysts for stereoselective syntheses of substituted benzaldehyde cyanohydrins.
PubMed:
Influence of different carboxy-terminal mutations on the substrate-, reaction- and enantiospecificity of the arylacetonitrilase from Pseudomonas fluorescens EBC191.
PubMed:
Vicianin hydrolase is a novel cyanogenic beta-glycosidase specific to beta-vicianoside (6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside) in seeds of Vicia angustifolia.
PubMed:
Amygdalin suppresses lipopolysaccharide-induced expressions of cyclooxygenase-2 and inducible nitric oxide synthase in mouse BV2 microglial cells.
PubMed:
Discovery of a mandelonitrile hydrolase from Bradyrhizobium japonicum USDA110 by rational genome mining.
PubMed:
Structural determinants of the enantioselectivity of the hydroxynitrile lyase from Hevea brasiliensis.
PubMed:
Stereoselective biocatalytic synthesis of (S)-2-hydroxy-2-methylbutyric acid via substrate engineering by using "thio-disguised" precursors and oxynitrilase catalysis.
PubMed:
Serine scanning: a tool to prove the consequences of N-glycosylation of proteins.
PubMed:
Quantitative evaluation of the mechanism of electroreduction of benzoyl cyanides.
PubMed:
The apoplastic antioxidant system in Prunus: response to long-term plum pox virus infection.
PubMed:
Enzymatic synthesis of (R)-cyanohydrins by a novel (R)-oxynitrilase from Vicia sativa L.
PubMed:
Unexpected stereorecognition in nitrilase-catalyzed hydrolysis of beta-hydroxy nitriles.
PubMed:
Amygdalin induces apoptosis through regulation of Bax and Bcl-2 expressions in human DU145 and LNCaP prostate cancer cells.
PubMed:
Synthesis and configurational assignment of the amino alcohol in the eastern fragment of the GE2270 antibiotics by regio- and stereoselective addition of 2-metalated 4-bromothiazoles to alpha-chiral electrophiles.
PubMed:
A biocatalytic Henry reaction--the hydroxynitrile lyase from Hevea brasiliensis also catalyzes nitroaldol reactions.
PubMed:
Male-fertility genes expressed in male flower buds of Silene latifolia include homologs of anther-specific genes.
PubMed:
Absorption of toxic beta-glucosides produced by plants and their effect on tissue trehalases from insects.
PubMed:
Enhancing the catalytic potential of nitrilase from Pseudomonas putida for stereoselective nitrile hydrolysis.
PubMed:
Screening for new hydroxynitrilases from plants.
PubMed:
Purification and characterization of an enantioselective arylacetonitrilase from Pseudomonas putida.
PubMed:
Cyanogenic glycosides from the rare Australian endemic rainforest tree Clerodendrum grayi (Lamiaceae).
PubMed:
Nitrilase from Pseudomonas fluorescens EBC191: cloning and heterologous expression of the gene and biochemical characterization of the recombinant enzyme.
PubMed:
Hydroxynitrile lyase catalysis in ionic liquid-containing systems.
PubMed:
Synthesis of (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide catalyzed with (R)-oxynitrilase from loquat seed meal.
PubMed:
Cross-linked aggregates of (R)-oxynitrilase: a stable, recyclable biocatalyst for enantioselective hydrocyanation.
PubMed:
Hydrolysis of nitriles using an immobilized nitrilase: applications to the synthesis of methionine hydroxy analogue derivatives.
PubMed:
The role of carboxyl, guanidine and imidazole groups in catalysis by a midgut trehalase purified from an insect larvae.
PubMed:
Cleaving of S-mandelonitrile catalyzed by S-hydroxynitrile lyase from Hevea brasiliensis--a kinetic investigation based on the rate curve method.
PubMed:
Structural determinants of substrate specificity in family 1 beta-glucosidases: novel insights from the crystal structure of sorghum dhurrinase-1, a plant beta-glucosidase with strict specificity, in complex with its natural substrate.
PubMed:
A high-throughput amenable colorimetric assay for enantioselective screening of nitrilase-producing microorganisms using pH sensitive indicators.
PubMed:
Comprehensive step-by-step engineering of an (R)-hydroxynitrile lyase for large-scale asymmetric synthesis.
PubMed:
Kinetic analysis of hexose transport to determine the mechanism of amygdalin and prunasin absorption in the intestine.
PubMed:
The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor.
PubMed:
A single residual replacement improves the folding and stability of recombinant cassava hydroxynitrile lyase in E. coil.
PubMed:
(R)-oxynitrilase-catalysed synthesis of chiral silicon-containing aliphatic (R)-ketone-cyanohydrins.
PubMed:
Cyanogenic Eucalyptus nobilis is polymorphic for both prunasin and specific beta-glucosidases.
PubMed:
Interfacial versus homogeneous enzymatic cleavage of mandelonitrile by hydroxynitrile lyase in a biphasic system.
PubMed:
Synthesis of degraded cyanogenic glycosides from Sambucus nigra.
PubMed:
Mutational and structural analysis of aglycone specificity in maize and sorghum beta-glucosidases.
PubMed:
Cyclooxygenase inhibitory and antioxidant compounds from crabapple fruits.
PubMed:
Apoptosis induction of Persicae Semen extract in human promyelocytic leukemia (HL-60) cells.
PubMed:
A simple and highly sensitive spectrophotometric method for the determination of cyanide in equine blood.
PubMed:
The toxicokinetics of cyanide and mandelonitrile in the horse and their relevance to the mare reproductive loss syndrome.
PubMed:
Purification and characterization of three beta-glycosidases from midgut of the sugar cane borer, Diatraea saccharalis.
PubMed:
Chromatographic determination of cyanoglycosides prunasin and amygdalin in plant extracts using a porous graphitic carbon column.
PubMed:
A practical high through-put continuous process for the synthesis of chiral cyanohydrins.
PubMed:
Lipases and (R)-oxynitrilases: useful tools in organic synthesis.
PubMed:
Investigation of the microheterogeneity and aglycone specificity-conferring residues of black cherry prunasin hydrolases.
PubMed:
Potential active-site residues in polyneuridine aldehyde esterase, a central enzyme of indole alkaloid biosynthesis, by modelling and site-directed mutagenesis.
PubMed:
A kinetic model for enzyme interfacial activity and stability: pa-hydroxynitrile lyase at the diisopropyl ether/water interface.
PubMed:
Tertiary pentyl groups enhance salen titanium catalyst for highly enantioselective trimethylsilylcyanation of aldehydes.
PubMed:
Biocatalytic synthesis of hydroxylated natural products using aldolases and related enzymes.
PubMed:
The active site of hydroxynitrile lyase from Prunus amygdalus: modeling studies provide new insights into the mechanism of cyanogenesis.
PubMed:
Development of a process model to describe the synthesis of (R)-mandelonitrile by Prunus amygdalus hydroxynitrile lyase in an aqueous-organic biphasic reactor.
PubMed:
Structure determinants of substrate specificity of hydroxynitrile lyase from Manihot esculenta.
PubMed:
Purification and characterization of a beta-glucosidase from Citrus sinensis var. Valencia fruit tissue.
PubMed:
Production of a cyanogenic secretion by a thyridid caterpillar (Calindoea trifascialis, Thyrididae, Lepidoptera).
PubMed:
Purification, molecular cloning, and properties of a beta-glycosidase isolated from midgut lumen of Tenebrio molitor (Coleoptera) larvae.
PubMed:
Asymmetric synthesis of an (R)-cyanohydrin using enzymes entrapped in lens-shaped gels.
PubMed:
Role of organic solvents on Pa-hydroxynitrile lyase interfacial activity and stability.
PubMed:
[Cloning, expression and preliminary application of a alpha-hydroxynitrile lyase from cassave].
PubMed:
The mechanism of substrate (aglycone) specificity in beta -glucosidases is revealed by crystal structures of mutant maize beta -glucosidase-DIMBOA, -DIMBOAGlc, and -dhurrin complexes.
PubMed:
Estimation of kinetic parameters by progress curve analysis for the synthesis of (R)-mandelonitrile by Prunus amygdalus hydroxynitrile lyase.
PubMed:
The synthesis of chiral cyanohydrins by oxynitrilases.
PubMed:
The aglycone specificity-determining sites are different in 2, 4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA)-glucosidase (Maize beta -glucosidase) and dhurrinase (Sorghum beta -glucosidase).
PubMed:
Oxynitrilases for asymmetric C-C bond formation.
PubMed:
The UDP-glucose:p-hydroxymandelonitrile-O-glucosyltransferase that catalyzes the last step in synthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor. Isolation, cloning, heterologous expression, and substrate specificity.
PubMed:
Visualization of enzyme-catalyzed reactions using pH indicators: rapid screening of hydrolase libraries and estimation of the enantioselectivity.
PubMed:
Hydroxynitrile lyase at the diisopropyl ether/water interface: evidence for interfacial enzyme activity.
PubMed:
The cyanogenic glucoside, prunasin (D-mandelonitrile-beta-D-glucoside), is a novel inhibitor of DNA polymerase beta.
PubMed:
Molecular analysis of (R)-(+)-mandelonitrile lyase microheterogeneity in black cherry.
PubMed:
Kinetic studies on the enzyme (S)-hydroxynitrile lyase from hevea brasiliensis using initial rate methods and progress curve analysis
PubMed:
An unusual reversible sol-Gel transition phenomenon in organogels and its application for enzyme immobilization in gelatin membranes
PubMed:
Molecular cloning of the cDNA coding for the (R)-(+)-mandelonitrile lyase of Prunus amygdalus: temporal and spatial expression patterns in flowers and mature seeds.
PubMed:
Ortho hydroxy-substituted molecules might be of importance for the prevention of bloodsucking by mosquitoes.
PubMed:
Analysis of mandelonitrile lyase and beta-glucosidase from sweet almonds by combined electrophoretic techniques.
PubMed:
Sequencing, genomic organization, and preliminary promoter analysis of a black cherry (R)-(+)-mandelonitrile lyase gene.
PubMed:
Crystallographic studies and preliminary X-ray investigation of (S)-p-hydroxy-mandelonitrile lyase from Sorghum bicolor (L.).
PubMed:
Two-step hydrolysis of amygdalin in molds.
PubMed:
Purification and Characterization of a Novel (R)-Mandelonitrile Lyase from the Fern Phlebodium aureum.
PubMed:
Temporal and spatial expression of amygdalin hydrolase and (R)-(+)-mandelonitrile lyase in black cherry seeds.
PubMed:
Immunocytochemical Localization of Prunasin Hydrolase and Mandelonitrile Lyase in Stems and Leaves of Prunus serotina.
PubMed:
Utilization of Amygdalin during Seedling Development of Prunus serotina.
PubMed:
Crystallization and preliminary X-ray diffraction studies of mandelonitrile lyase from almonds.
PubMed:
Transient inactivation of almond mandelonitrile lyase by 3-methyleneoxindole: a photooxidation product of the natural plant hormone indole-3-acetic acid.
PubMed:
Improved purification of an (R)-oxynitrilase from Linum usitatissimum (flax) and investigation of the substrate range.
PubMed:
Improved activity retention of enzymes deposited on solid supports.
PubMed:
Tissue and Subcellular Localization of Enzymes Catabolizing (R)-Amygdalin in Mature Prunus serotina Seeds.
PubMed:
Prunus serotina Amygdalin Hydrolase and Prunasin Hydrolase : Purification, N-Terminal Sequencing, and Antibody Production.
PubMed:
Exolytic hydrolysis of toxic plant glucosides by guinea pig liver cytosolic beta-glucosidase.
PubMed:
Development of the Potential for Cyanogenesis in Maturing Black Cherry (Prunus serotina Ehrh.) Fruits.
PubMed:
Continuous spectrophotometric assays for beta-glucosidases acting on the plant glucosides L-picein and prunasin.
PubMed:
A new catalytic function of halohydrin hydrogen-halide-lyase, synthesis of beta-hydroxynitriles from epoxides and cyanide.
PubMed:
Production of R-(-)-mandelic acid from mandelonitrile by Alcaligenes faecalis ATCC 8750.
PubMed:
Immunocytochemical Localization of Mandelonitrile Lyase in Mature Black Cherry (Prunus serotina Ehrh.) Seeds.
PubMed:
Formation of C-C bonds by mandelonitrile lyase in organic solvents.
PubMed:
Mandelonitrile in larval secretion of mountain ash sawfly,Pristiphora geniculata (Hymenoptera: Tenthredinidae).
PubMed:
Mandelonitrile lyase from Ximenia americana L.: stereospecificity and lack of flavin prosthetic group.
PubMed:
Purification and characterization of acetone cyanohydrin lyase from Linum usitatissimum.
PubMed:
Catabolism of Cyanogenic Glycosides by Purified Vicianin Hydrolase from Squirrel's Foot Fern (Davallia Trichomanoides Blume).
PubMed:
Localization and catabolism of cyanogenic glycosides.
PubMed:
Cyanogenesis and the role of cyanogenic compounds in insects.
PubMed:
A colorimetric assay for alpha-hydroxynitrile lyase.
PubMed:
Isolation and characterization of multiple forms of prunasin hydrolase from black cherry (Prunus serotina Ehrh.) seeds.
PubMed:
Toxicity of D, L-mandelonitrile-beta-D-glucoside, "prulaurasin" in rat.
PubMed:
Characterization of beta-glucosidases with high specificity for the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) moench seedlings.
PubMed:
Purification and characterization of mandelonitrile lyase from Prunus lyonii.
PubMed:
Intestinal first pass metabolism of amygdalin in the rat in vitro.
PubMed:
Isolation and characterization of multiple forms of mandelonitrile lyase from mature black cherry (Prunus serotina Ehrh.) seeds.
PubMed:
Solvent accessibility to flavin in oxynitrilase.
PubMed:
Metabolism of mandelonitrile in the rat.
PubMed:
Comments on: 'Chemical modification of hydroxynitrile lyase by selective reaction of an essential cysteine-SH group with alpha, beta-unsaturated propriophenones as pseudo-substrates' by L. Jaenicke and J. Preun.
PubMed:
Leakage of Dhurrin and p-Hydroxybenzaldehyde from Young Sorghum Shoots Immersed in Various Solvents.
PubMed:
Preparative and analytical separation of amygdalin and related compounds in injectables and tablets by reversed-phase HPLC and the effect of temperature on the separation.
PubMed:
Alternate substrates of dopamine beta-hydroxylase. II. Inhibition by benzyl cyanides and reactivation of inhibited enzyme.
PubMed:
Chemical modification of hydroxynitrile lyase by selective reaction of an essential cysteine-SH group with alpha, beta-unsaturated propiophenones as pseudo-substrates.
PubMed:
New Acylated Cyanogenic Diglycosides from Fruits of Anthemis cairica.
PubMed:
The pharmacokinetics of amygdalin.
PubMed:
A rapid and sensitive spectrophotometric assay for prunasin hydrolase activity employing purified mandelonitrile lyase.
PubMed:
Amygdalin (Laetrile) and prunasin beta-glucosidases: distribution in germ-free rat and in human tumor tissue.
PubMed:
Formation of epoxide intermediates in the reaction of enzyme-bound 5-deazaflavin with peroxides.
PubMed:
Subcellular Localization of Dhurrin beta-Glucosidase and Hydroxynitrile Lyase in the Mesophyll Cells of Sorghum Leaf Blades.
PubMed:
Studies on the kinetics of cyanohydrin synthesis and cleavage by the the flavoenzyme oxynitrilase.
PubMed:
Two components of laetrile (mandelonitrile and cyanide) stimulate guanylate cyclase activity.
PubMed:
Tissue Distributions of Dhurrin and of Enzymes Involved in Its Metabolism in Leaves of Sorghum bicolor.
PubMed:
Relationship of molecular structure to in vivo scintigraphic distribution of carbon-11-labeled compounds. 4. Carbon-11-labeled mandelonitriles, Mandelic acids, and their esters.
PubMed:
Mandelonitrile beta-glucuronide: synthesis and characterization.
PubMed:
Localization of Cinnamic Acid 4-Monooxygenase and the Membrane-bound Enzyme System for Dhurrin Biosynthesis in Sorghum Seedlings.
PubMed:
Benzoyl cyanide in the defensive secretion of polydesmoid millipeds.
PubMed:
[A new mandelonitrile lyase from the cherrylaurel (Prunus laurocerasus) (author's transl)].
PubMed:
[Mandelonitrile-glycosides in cancer research and cancer therapy. The amygdalin problem].
PubMed:
The enzymic hydrolysis of amygdalin.
PubMed:
Cyanogenic Glandular Apparatus of a Millipede.