6322-07-2 | D-(-)-Gulonic acid gamma-lactone

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$10.00	$7.00
5g	98%	in stock	$25.00	$17.00
10g	98%	in stock	$38.00	$26.00
100g	98%	in stock	$305.00	$214.00
500g	98%	in stock	$1,131.00	$792.00

Description

• Catalog Number: AB53004
• Chemical Name: D-(-)-Gulonic acid gamma-lactone
• CAS Number: 6322-07-2
• Molecular Formula: C6H10O6
• Molecular Weight: 178.14
• MDL Number: MFCD00005391
• SMILES: OC[C@H]([C@@H]1OC(=O)[C@@H]([C@@H]1O)O)O

Computed Properties

• Complexity: 181
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 4
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 6
• Hydrogen Bond Donor Count: 4
• Rotatable Bond Count: 2
• XLogP3: -2

Literature

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  Irish veterinary journal 20120101

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  Current genomics 20110801

• The transcription of l-gulono-gamma-lactone oxidase, a key enzyme for biosynthesis of ascorbate, during development of Persian sturgeon Acipenser persicus.

  Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20110401

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  Journal of Korean medical science 20110301

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  The Libyan journal of medicine 20110101

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  Geriatrics & gerontology international 20100701

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  European journal of pharmacology 20100410

• Identification and analysis of unitary pseudogenes: historic and contemporary gene losses in humans and other primates.

  Genome biology 20100101

• Evidence for the possible existence of a remnant L-gulono-gamma-lactone oxidase (GULO) gene in a teleost genome.

  Folia biologica 20100101

• Vitamin C deficiency fails to protect mice from malaria.

  Experimental animals 20100101

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• L-Ascorbate biosynthesis in peach: cloning of six L-galactose pathway-related genes and their expression during peach fruit development.

  Physiologia plantarum 20090601

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  Planta medica 20090401

• Reconstruction of metabolic pathways for the cattle genome.

  BMC systems biology 20090101

• MouseCyc: a curated biochemical pathways database for the laboratory mouse.

  Genome biology 20090101

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  FEBS letters 20081224

• Restoration of vitamin C synthesis in transgenic Gulo-/- mice by helper-dependent adenovirus-based expression of gulonolactone oxidase.

  Human gene therapy 20081201

• Structure-activity relationships of truncated D- and l-4'-thioadenosine derivatives as species-independent A3 adenosine receptor antagonists.

  Journal of medicinal chemistry 20081023

• Elevated oxidative stress and sensorimotor deficits but normal cognition in mice that cannot synthesize ascorbic acid.

  Journal of neurochemistry 20080801

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• Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants.

  Journal of chromatography. A 20080704

• Stereoselective synthesis and conformational study of novel 2',3'-Didehydro-2',3'-dideoxy-4'-selenonucleosides.

  The Journal of organic chemistry 20080606

• Vitamin C supplementation does not protect L-gulono-gamma-lactone oxidase-deficient mice from Helicobacter pylori-induced gastritis and gastric premalignancy.

  International journal of cancer 20080301

• Structure-activity relationships of 2-chloro-N6-substituted-4'-thioadenosine-5'-N,N-dialkyluronamides as human A3 adenosine receptor antagonists.

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  Yonsei medical journal 20071231

• Comparative genomics search for losses of long-established genes on the human lineage.

  PLoS computational biology 20071201

• Effect of Docosahexaenoic Acid Ingestion on Temporal Change in Urinary Excretion of Mercapturic Acid in ODS Rats.

  Journal of clinical biochemistry and nutrition 20071101

• Isolation and characterization of cDNA sequences of L-gulono-gamma-lactone oxidase, a key enzyme for biosynthesis of ascorbic acid, from extant primitive fish groups.

  Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20070601

• Ascorbate deficiency results in impaired neutrophil apoptosis and clearance and is associated with up-regulation of hypoxia-inducible factor 1alpha.

  Journal of leukocyte biology 20070501

• Sparing effects of selenium and ascorbic acid on vitamin C and E in guinea pig tissues.

  Nutrition journal 20070101

• Design, synthesis, and anti-tumor activity of 4'-thionucleosides as potent and selective agonists at the human A3 adenosine receptor.

  Nucleosides, nucleotides & nucleic acids 20070101

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  Organic letters 20060914

• Design, synthesis, and biological activity of N6-substituted-4'-thioadenosines at the human A3 adenosine receptor.

  Bioorganic & medicinal chemistry 20060715

• Ascorbic acid synthesis due to L-gulono-1,4-lactone oxidase expression enhances NO production in endothelial cells.

  Biochemical and biophysical research communications 20060714

• Vitamin C fails to protect amino acids and lipids from oxidation during acute inflammation.

  Free radical biology & medicine 20060501

• Combination of analyte protectants to overcome matrix effects in routine GC analysis of pesticide residues in food matrixes.

  Analytical chemistry 20051215

• Determination of pesticide residues by GC-MS using analyte protectants to counteract the matrix effect.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20051101

• A convenient entry to C2- and C3-substituted gulono-gamma-lactone derivatives from L-ascorbic acid.

  The Journal of organic chemistry 20050819

• D-4'-thioadenosine derivatives as highly potent and selective agonists at the human A3 adenosine receptor.

  Nucleosides, nucleotides & nucleic acids 20050101

• Looking glass inhibitors: L-DMDP, a more potent and specific inhibitor of alpha-glucosidases than the enantiomeric natural product DMDP.

  Chemical communications (Cambridge, England) 20040907

• Functional rescue of vitamin C synthesis deficiency in human cells using adenoviral-based expression of murine l-gulono-gamma-lactone oxidase.

  Genomics 20040301

• Synthesis of all four stereoisomers of 3-amino-2-hydroxybutanoic acids.

  Bioscience, biotechnology, and biochemistry 20040301

• Developmental aspects and factors influencing the synthesis and status of ascorbic Acid in the pig.

  Annual review of nutrition 20040101

• The whole structure of the human nonfunctional L-gulono-gamma-lactone oxidase gene--the gene responsible for scurvy--and the evolution of repetitive sequences thereon.

  Journal of nutritional science and vitaminology 20031001

• N6-substituted D-4'-thioadenosine-5'-methyluronamides: potent and selective agonists at the human A3 adenosine receptor.

  Journal of medicinal chemistry 20030828

• D-Gulonolactone as a synthon for L-noviose: first preparation of 4-O-demethyl-L-noviofuranose and related derivatives.

  Organic letters 20030724

• Modification of analytical procedures for determining vitamin C enzyme (L-gulonolactone oxidase) activity in swine liver.

  The Journal of nutritional biochemistry 20030301

• Impaired ascorbic acid metabolism in streptozotocin-induced diabetic rats.

  Free radical biology & medicine 20021101

• The human L-threonine 3-dehydrogenase gene is an expressed pseudogene.

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