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532-28-5,MFCD00004487
Catalog No.:AA00351P

532-28-5 | Mandelonitrile, tech grade

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5g
97%
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25g
>97.0%(GC)
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00351P
Chemical Name:
Mandelonitrile, tech grade
CAS Number:
532-28-5
Molecular Formula:
C8H7NO
Molecular Weight:
133.1473
MDL Number:
MFCD00004487
SMILES:
OC(c1ccccc1)C#N
NSC Number:
77668
UN Number:
2810
Properties
Properties
 
BP:
170 °C(lit.)  
Form:
Liquid  
MP:
-10 °C  
Refractive Index:
n20/D 1.530(lit.)  
Solubility:
alcohol: freely soluble  
Stability:
Moisture Sensitive  
Storage:
Room Temperature;Keep in dry area;  

Computed Properties
 
Complexity:
141  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
1  
XLogP3:
1  

Literature

Title: 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.

Journal: Molecules (Basel, Switzerland) 20120903

Title: The cyanogenic syndrome in rubber tree Hevea brasiliensis: tissue-damage-dependent activation of linamarase and hydroxynitrile lyase accelerates hydrogen cyanide release.

Journal: Annals of botany 20120601

Title: Gene cloning, expression, and characterization of a nitrilase from Alcaligenes faecalis ZJUTB10.

Journal: Journal of agricultural and food chemistry 20111109

Title: Cloning and expression of hydroxynitrile lyase gene from Eriobotrya japonica in Pichia pastoris.

Journal: Journal of bioscience and bioengineering 20111001

Title: Functional expression of a plant hydroxynitrile lyase in Escherichia coli by directed evolution: creation and characterization of highly in vivo soluble mutants.

Journal: Protein engineering, design & selection : PEDS 20110801

Title: Significant enhancement of (R)-mandelic acid production by relieving substrate inhibition of recombinant nitrilase in toluene-water biphasic system.

Journal: Journal of biotechnology 20110310

Title: Cloning and biochemical properties of a highly thermostable and enantioselective nitrilase from Alcaligenes sp. ECU0401 and its potential for (R)-(-)-mandelic acid production.

Journal: Bioprocess and biosystems engineering 20110301

Title: Release of hydrogen cyanide via a post-secretion Schotten-Baumann reaction in defensive fluids of polydesmoid millipedes.

Journal: Journal of chemical ecology 20110301

Title: Enantioselective biocatalytic hydrolysis of (R,S)-mandelonitrile for production of (R)-(-)-mandelic acid by a newly isolated mutant strain.

Journal: Journal of industrial microbiology & biotechnology 20110201

Title: Biosynthesis of the cyanogenic glucosides linamarin and lotaustralin in cassava: isolation, biochemical characterization, and expression pattern of CYP71E7, the oxime-metabolizing cytochrome P450 enzyme.

Journal: Plant physiology 20110101

Title: Metabolic engineering of the L-phenylalanine pathway in Escherichia coli for the production of S- or R-mandelic acid.

Journal: Microbial cell factories 20110101

Title: Metabolites of amygdalin under simulated human digestive fluids.

Journal: International journal of food sciences and nutrition 20101201

Title: Defensive secretions in three species of polydesmids (Diplopoda, Polydesmida, Polydesmidae).

Journal: Journal of chemical ecology 20100901

Title: Switching from an esterase to a hydroxynitrile lyase mechanism requires only two amino acid substitutions.

Journal: Chemistry & biology 20100827

Title: Chiral solvating agents for cyanohydrins and carboxylic acids.

Journal: The Journal of organic chemistry 20100820

Title: Catalytic mechanism of hydroxynitrile lyase from Hevea brasiliensis: a theoretical investigation.

Journal: The journal of physical chemistry. B 20100729

Title: Activity and enantioselectivity of the hydroxynitrile lyase MeHNL in dry organic solvents.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100705

Title: Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by cetyltrimethylammonium bromide-permeabilized cells of Alcaligenes faecalis ECU0401.

Journal: Journal of industrial microbiology & biotechnology 20100701

Title: Bioproduction of glycolic acid from glycolonitrile with a new bacterial isolate of Alcaligenes sp. ECU0401.

Journal: Applied biochemistry and biotechnology 20100301

Title: Investigative mining of sequence data for novel enzymes: a case study with nitrilases.

Journal: Journal of biotechnology 20090810

Title: Uneven twins: comparison of two enantiocomplementary hydroxynitrile lyases with alpha/beta-hydrolase fold.

Journal: Journal of biotechnology 20090520

Title: Dimethyl 1-(4-cyano-benz-yl)-1H-pyrazole-3,5-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20090501

Title: 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.

Journal: Biochemistry 20090421

Title: Enantioselective nitrilase from Pseudomonas putida: cloning, heterologous expression, and bioreactor studies.

Journal: Molecular biotechnology 20090101

Title: Utilization of arylaliphatic nitriles by haloalkaliphilic Halomonas nitrilicus sp. nov. isolated from soda soils.

Journal: Applied microbiology and biotechnology 20081101

Title: 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.

Journal: Applied microbiology and biotechnology 20080801

Title: Evaluation of the hydroxynitrile lyase activity in cell cultures of capulin (Prunus serotina).

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20080701

Title: Purification and characterization of a novel (R)-hydroxynitrile lyase from Eriobotrya japonica (Loquat).

Journal: Bioscience, biotechnology, and biochemistry 20080601

Title: Expression of hydroxynitrile lyase from Manihot esculenta in yeast and its application in (S)-mandelonitrile production using an immobilized enzyme reactor.

Journal: Bioscience, biotechnology, and biochemistry 20080601

Title: 3,3'-{1,1'-Methyl-enebis[naphthalene-2,1-diylbis(oxymethyl-ene)]}dibenzonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20080601

Title: 4,4'-{[1,1'-Methyl-enebis(naphthalene-2,1-di-yl)]bis-(-oxymethyl-ene)}di-benzo-nitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20080401

Title: Laboratory evolved biocatalysts for stereoselective syntheses of substituted benzaldehyde cyanohydrins.

Journal: Chembiochem : a European journal of chemical biology 20080104

Title: Organogenic nodule development in hop (Humulus lupulus L.): transcript and metabolic responses.

Journal: BMC genomics 20080101

Title: Characterisation of the substrate specificity of the nitrile hydrolyzing system of the acidotolerant black yeast Exophiala oligosperma R1.

Journal: Studies in mycology 20080101

Title: Influence of different carboxy-terminal mutations on the substrate-, reaction- and enantiospecificity of the arylacetonitrilase from Pseudomonas fluorescens EBC191.

Journal: Protein engineering, design & selection : PEDS 20070801

Title: 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.

Journal: Plant & cell physiology 20070701

Title: Discovery of a mandelonitrile hydrolase from Bradyrhizobium japonicum USDA110 by rational genome mining.

Journal: Journal of biotechnology 20070510

Title: Serine scanning: a tool to prove the consequences of N-glycosylation of proteins.

Journal: Journal of biotechnology 20070330

Title: Structural determinants of the enantioselectivity of the hydroxynitrile lyase from Hevea brasiliensis.

Journal: Journal of biotechnology 20070330

Title: Stereoselective biocatalytic synthesis of (S)-2-hydroxy-2-methylbutyric acid via substrate engineering by using 'thio-disguised' precursors and oxynitrilase catalysis.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

Title: Tissue-specific mRNA expression profiling in grape berry tissues.

Journal: BMC genomics 20070101

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

Journal: Biotechnology letters 20061201

Title: Enhancing the catalytic potential of nitrilase from Pseudomonas putida for stereoselective nitrile hydrolysis.

Journal: Applied microbiology and biotechnology 20060801

Title: A biocatalytic Henry reaction--the hydroxynitrile lyase from Hevea brasiliensis also catalyzes nitroaldol reactions.

Journal: Angewandte Chemie (International ed. in English) 20060519

Title: Absorption of toxic beta-glucosides produced by plants and their effect on tissue trehalases from insects.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20060301

Title: Purification and characterization of an enantioselective arylacetonitrilase from Pseudomonas putida.

Journal: Archives of microbiology 20060201

Title: The apoplastic antioxidant system in Prunus: response to long-term plum pox virus infection.

Journal: Journal of experimental botany 20060101

Title: Screening for new hydroxynitrilases from plants.

Journal: Bioscience, biotechnology, and biochemistry 20051201

Title: Male-fertility genes expressed in male flower buds of Silene latifolia include homologs of anther-specific genes.

Journal: Genes & genetic systems 20051201

Title: Nitrilase from Pseudomonas fluorescens EBC191: cloning and heterologous expression of the gene and biochemical characterization of the recombinant enzyme.

Journal: Microbiology (Reading, England) 20051101

Title: Hydroxynitrile lyase catalysis in ionic liquid-containing systems.

Journal: Biotechnology letters 20050901

Title: Cross-linked aggregates of (R)-oxynitrilase: a stable, recyclable biocatalyst for enantioselective hydrocyanation.

Journal: Organic letters 20050120

Title: Synthesis of (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide catalyzed with (R)-oxynitrilase from loquat seed meal.

Journal: Biotechnology letters 20050101

Title: Hydrolysis of nitriles using an immobilized nitrilase: applications to the synthesis of methionine hydroxy analogue derivatives.

Journal: Journal of agricultural and food chemistry 20041229

Title: The role of carboxyl, guanidine and imidazole groups in catalysis by a midgut trehalase purified from an insect larvae.

Journal: Insect biochemistry and molecular biology 20041001

Title: Cleaving of S-mandelonitrile catalyzed by S-hydroxynitrile lyase from Hevea brasiliensis--a kinetic investigation based on the rate curve method.

Journal: Journal of biotechnology 20040701

Title: Comprehensive step-by-step engineering of an (R)-hydroxynitrile lyase for large-scale asymmetric synthesis.

Journal: Angewandte Chemie (International ed. in English) 20031013

Title: A high-throughput amenable colorimetric assay for enantioselective screening of nitrilase-producing microorganisms using pH sensitive indicators.

Journal: Journal of biomolecular screening 20031001

Title: The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor.

Journal: Phytochemistry 20030901

Title: Interfacial versus homogeneous enzymatic cleavage of mandelonitrile by hydroxynitrile lyase in a biphasic system.

Journal: Biotechnology and bioengineering 20030820

Title: A single residual replacement improves the folding and stability of recombinant cassava hydroxynitrile lyase in E. coil.

Journal: Biotechnology letters 20030701

Title: Synthesis of degraded cyanogenic glycosides from Sambucus nigra.

Journal: Natural product research 20030601

Title: Cyclooxygenase inhibitory and antioxidant compounds from crabapple fruits.

Journal: Journal of agricultural and food chemistry 20030326

Title: (R)-oxynitrilase-catalysed synthesis of chiral silicon-containing aliphatic (R)-ketone-cyanohydrins.

Journal: Biotechnology letters 20030201

Title: Purification and characterization of three beta-glycosidases from midgut of the sugar cane borer, Diatraea saccharalis.

Journal: Insect biochemistry and molecular biology 20030101

Title: The toxicokinetics of cyanide and mandelonitrile in the horse and their relevance to the mare reproductive loss syndrome.

Journal: Toxicology mechanisms and methods 20030101

Title: A simple and highly sensitive spectrophotometric method for the determination of cyanide in equine blood.

Journal: Toxicology mechanisms and methods 20030101

Title: A practical high through-put continuous process for the synthesis of chiral cyanohydrins.

Journal: The Journal of organic chemistry 20021115

Title: Investigation of the microheterogeneity and aglycone specificity-conferring residues of black cherry prunasin hydrolases.

Journal: Plant physiology 20020701

Title: A kinetic model for enzyme interfacial activity and stability: pa-hydroxynitrile lyase at the diisopropyl ether/water interface.

Journal: Biotechnology and bioengineering 20020620

Title: Lipases and (R)-oxynitrilases: useful tools in organic synthesis.

Journal: Journal of biotechnology 20020613

Title: Potential active-site residues in polyneuridine aldehyde esterase, a central enzyme of indole alkaloid biosynthesis, by modelling and site-directed mutagenesis.

Journal: European journal of biochemistry 20020601

Title: Tertiary pentyl groups enhance salen titanium catalyst for highly enantioselective trimethylsilylcyanation of aldehydes.

Journal: The Journal of organic chemistry 20020419

Title: Development of a process model to describe the synthesis of (R)-mandelonitrile by Prunus amygdalus hydroxynitrile lyase in an aqueous-organic biphasic reactor.

Journal: Biotechnology and bioengineering 20020205

Title: Structure determinants of substrate specificity of hydroxynitrile lyase from Manihot esculenta.

Journal: Protein science : a publication of the Protein Society 20020101

Title: Conservation and diversity of gene families explored using the CODEHOP strategy in higher plants.

Journal: BMC plant biology 20020101

Title: Biocatalytic synthesis of hydroxylated natural products using aldolases and related enzymes.

Journal: Current opinion in biotechnology 20011201

Title: Purification, molecular cloning, and properties of a beta-glycosidase isolated from midgut lumen of Tenebrio molitor (Coleoptera) larvae.

Journal: Insect biochemistry and molecular biology 20011001

Title: Role of organic solvents on Pa-hydroxynitrile lyase interfacial activity and stability.

Journal: Biotechnology and bioengineering 20010705

Title: Production of a cyanogenic secretion by a thyridid caterpillar (Calindoea trifascialis, Thyrididae, Lepidoptera).

Journal: Die Naturwissenschaften 20010701

Title: Asymmetric synthesis of an (R)-cyanohydrin using enzymes entrapped in lens-shaped gels.

Journal: Organic letters 20010628

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