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554-35-8,MFCD00036209
Catalog No.:AA00D7U5

554-35-8 | Linamarin

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10mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00D7U5
Chemical Name:
Linamarin
CAS Number:
554-35-8
Molecular Formula:
C10H17NO6
Molecular Weight:
247.2451
MDL Number:
MFCD00036209
SMILES:
OC[C@H]1O[C@@H](OC(C#N)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
311  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
3  
XLogP3:
-1.8  

Literature

Title: Biosynthesis of rhodiocyanosides in Lotus japonicus: rhodiocyanoside A is synthesized from (Z)-2-methylbutanaloxime via 2-methyl-2-butenenitrile.

Journal: Phytochemistry 20120501

Title: Rubber (Hevea brasiliensis) seed oil toxicity effect and Linamarin compound analysis.

Journal: Lipids in health and disease 20120101

Title: Toxicity and delivery methods for the linamarase/linamarin/glucose oxidase system, when used against human glioma tumors implanted in the brain of nude rats.

Journal: Cancer letters 20111226

Title: Transcriptome sequencing of Hevea brasiliensis for development of microsatellite markers and construction of a genetic linkage map.

Journal: DNA research : an international journal for rapid publication of reports on genes and genomes 20111201

Title: Characterization and expression profile of two UDP-glucosyltransferases, UGT85K4 and UGT85K5, catalyzing the last step in cyanogenic glucoside biosynthesis in cassava.

Journal: The Plant journal : for cell and molecular biology 20111001

Title: Cyanogenic glucosides in the biological warfare between plants and insects: the Burnet moth-Birdsfoot trefoil model system.

Journal: Phytochemistry 20110901

Title: A survey of total hydrocyanic acid content in ready-to-eat cassava-based chips obtained in the Australian market in 2008.

Journal: Journal of food protection 20110601

Title: Konzo: from poverty, cassava, and cyanogen intake to toxico-nutritional neurological disease.

Journal: PLoS neglected tropical diseases 20110601

Title: Therapy mediated by mitophagy abrogates tumor progression.

Journal: Autophagy 20110501

Title: Convergent evolution in biosynthesis of cyanogenic defence compounds in plants and insects.

Journal: Nature communications 20110401

Title: On the biomarkers and mechanisms of konzo, a distinct upper motor neuron disease associated with food (cassava) cyanogenic exposure.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110301

Title: Strategies for elimination of cyanogens from cassava for reducing toxicity and improving food safety.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110301

Title: Neurological disorders associated with cassava diet: a review of putative etiological mechanisms.

Journal: Metabolic brain disease 20110301

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: Transgenic biofortification of the starchy staple cassava (Manihot esculenta) generates a novel sink for protein.

Journal: PloS one 20110101

Title: Medicinal plants used as antitumor agents in Brazil: an ethnobotanical approach.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: Moisture-pressure combination treatments for cyanide reduction in grated cassava.

Journal: Journal of food science 20110101

Title: A genome scan for quantitative trait loci affecting cyanogenic potential of cassava root in an outbred population.

Journal: BMC genomics 20110101

Title: Overexpression of hydroxynitrile lyase in cassava roots elevates protein and free amino acids while reducing residual cyanogen levels.

Journal: PloS one 20110101

Title: Study of the effects of hydrogen cyanide exposure in Cassava workers.

Journal: Indian journal of occupational and environmental medicine 20110101

Title: Cassava: an appraisal of its phytochemistry and its biotechnological prospects.

Journal: Phytochemistry 20101201

Title: Tri-trophic level impact of host plant linamarin and lotaustralin on Tetranychus urticae and its predator Phytoseiulus persimilis.

Journal: Journal of chemical ecology 20101201

Title: Research into mercury exposure and health education in subsistence fish-eating communities of the Amazon basin: potential effects on public health policy.

Journal: International journal of environmental research and public health 20100901

Title: Naturally occurring food toxins.

Journal: Toxins 20100901

Title: Genetic screening identifies cyanogenesis-deficient mutants of Lotus japonicus and reveals enzymatic specificity in hydroxynitrile glucoside metabolism.

Journal: The Plant cell 20100501

Title: Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots.

Journal: Phytochemistry 20100401

Title: The adenovirus-mediated linamarase/linamarin suicide system: a potential strategy for the treatment of hepatocellular carcinoma.

Journal: Cancer letters 20100328

Title: The retail market for fresh cassava root tubers in the European Union (EU): the case of Copenhagen, Denmark--a chemical food safety issue?

Journal: Journal of the science of food and agriculture 20100130

Title: The targets of acetone cyanohydrin neurotoxicity in the rat are not the ones expected in an animal model of konzo.

Journal: Neurotoxicology and teratology 20100101

Title: An efficient treatment for detoxification process of cassava starch by plant cell wall-degrading enzymes.

Journal: Journal of bioscience and bioengineering 20100101

Title: Biosynthesis of 2-hydroxyisobutyric acid (2-HIBA) from renewable carbon.

Journal: Microbial cell factories 20100101

Title: A straightforward method for the colorimetric detection of endogenous biological cyanide.

Journal: Analytical chemistry 20091115

Title: Cyanogenesis of wild lima bean (Phaseolus lunatus L.) is an efficient direct defence in nature.

Journal: PloS one 20090101

Title: 454 pyrosequencing based transcriptome analysis of Zygaena filipendulae with focus on genes involved in biosynthesis of cyanogenic glucosides.

Journal: BMC genomics 20090101

Title: Autophagy induction as an efficient strategy to eradicate tumors.

Journal: Autophagy 20081001

Title: The beta-glucosidases responsible for bioactivation of hydroxynitrile glucosides in Lotus japonicus.

Journal: Plant physiology 20080701

Title: Leaching of cyanogenic glucosides and cyanide from white clover green manure.

Journal: Chemosphere 20080601

Title: [The killing effect and bystander effect of linamarase/linamarin suicide gene system on human hepatocellular carcinoma cell line HepG2 in vitro].

Journal: Xi bao yu fen zi mian yi xue za zhi = Chinese journal of cellular and molecular immunology 20080301

Title: Glioma regression in vitro and in vivo by a suicide combined treatment.

Journal: Molecular cancer research : MCR 20080301

Title: Intimate roles for cyanogenic glucosides in the life cycle of Zygaena filipendulae (Lepidoptera, Zygaenidae).

Journal: Insect biochemistry and molecular biology 20071101

Title: Cytotoxicity of purified cassava linamarin to a selected cancer cell lines.

Journal: Bioprocess and biosystems engineering 20070701

Title: The cyanogenic glucoside composition of Zygaena filipendulae (Lepidoptera: Zygaenidae) as effected by feeding on wild-type and transgenic lotus populations with variable cyanogenic glucoside profiles.

Journal: Insect biochemistry and molecular biology 20070101

Title: Linamarase activities in Bacillus spp. responsible for thermophilic aerobic digestion of agricultural wastes for animal nutrition.

Journal: Waste management (New York, N.Y.) 20070101

Title: Transgenic approaches for cyanogen reduction in cassava.

Journal: Journal of AOAC International 20070101

Title: Sequencing analysis of 20,000 full-length cDNA clones from cassava reveals lineage specific expansions in gene families related to stress response.

Journal: BMC plant biology 20070101

Title: The Unitarian Hypothesis for the aetiology of diabetes mellitus.

Journal: Medical hypotheses 20060101

Title: Purification and characterization of an intracellular beta-glucosidase from the methylotrophic yeast Pichia pastoris.

Journal: Biochemistry. Biokhimiia 20051201

Title: Cassava plants with a depleted cyanogenic glucoside content in leaves and tubers. Distribution of cyanogenic glucosides, their site of synthesis and transport, and blockage of the biosynthesis by RNA interference technology.

Journal: Plant physiology 20050901

Title: A geminivirus-induced gene silencing system for gene function validation in cassava.

Journal: Plant molecular biology 20041101

Title: Engineering cyanogen synthesis and turnover in cassava (Manihot esculenta).

Journal: Plant molecular biology 20041101

Title: Biosynthesis of the nitrile glucosides rhodiocyanoside A and D and the cyanogenic glucosides lotaustralin and linamarin in Lotus japonicus.

Journal: Plant physiology 20040501

Title: Cassava cyanogens and fish mercury are high but safely consumed in the diet of native Amazonians.

Journal: Ecotoxicology and environmental safety 20040301

Title: Raman spectroscopic analysis of cyanogenic glucosides in plants: development of a flow injection surface-enhanced Raman scatter (FI-SERS) method for determination of cyanide.

Journal: Applied spectroscopy 20040201

Title: Over-expression of hydroxynitrile lyase in transgenic cassava roots accelerates cyanogenesis and food detoxification.

Journal: Plant biotechnology journal 20040101

Title: Cyanogenic potential in cassava and its influence on a generalist insect herbivore Cyrtomenus bergi (Hemiptera: Cydnidae).

Journal: Journal of economic entomology 20031201

Title: New aspects in pathogenesis of konzo: neural cell damage directly caused by linamarin contained in cassava (Manihot esculenta Crantz).

Journal: The British journal of nutrition 20030801

Title: Fish are central in the diet of Amazonian riparians: should we worry about their mercury concentrations?

Journal: Environmental research 20030701

Title: Generation of cyanogen-free transgenic cassava.

Journal: Planta 20030701

Title: [The canine model in the gene therapy of glioblastoma].

Journal: Anales de la Real Academia Nacional de Medicina 20030101

Title: Linamarase expression in cassava cultivars with roots of low- and high-cyanide content.

Journal: Plant physiology 20020801

Title: Loss of residual cyanogens in a cassava food during short-term storage.

Journal: International journal of food sciences and nutrition 20020701

Title: Cyanide bystander effect of the linamarase/linamarin killer-suicide gene therapy system.

Journal: The journal of gene medicine 20020101

Title: Effect of yam (Dioscorea cayenensis) and dasheen (Colocassia esculenta) extracts on the kidney of streptozotocin-induced diabetic rats.

Journal: International journal of food sciences and nutrition 20010901

Title: High cassava production and low dietary cyanide exposure in mid-west Nigeria.

Journal: Public health nutrition 20010201

Title: Identification of essential active-site residues in the cyanogenic beta-glucosidase (linamarase) from cassava (Manihot esculenta Crantz) by site-directed mutagenesis.

Journal: The Biochemical journal 20010115

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