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6322-07-2,MFCD00005391
Catalog No.:AA003A4W

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

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1g
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5g
98%
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$25.00   $17.00
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10g
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$48.00   $33.00
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25g
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100g
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500g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003A4W
Chemical Name:
D-(-)-Gulonic acid gamma-lactone
CAS Number:
6322-07-2
Molecular Formula:
C6H10O6
Molecular Weight:
178.1400
MDL Number:
MFCD00005391
SMILES:
OC[C@H]([C@@H]1OC(=O)[C@@H]([C@@H]1O)O)O
Properties
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

Title: Pancreatic insulin release in vitamin C-deficient senescence marker protein-30/gluconolactonase knockout mice.

Journal: Journal of clinical biochemistry and nutrition 20120301

Title: The analysis of vitamin C concentration in organs of gulo(-/-) mice upon vitamin C withdrawal.

Journal: Immune network 20120201

Title: Antioxidant defence of colostrum and milk in consecutive lactations in sows.

Journal: Irish veterinary journal 20120101

Title: The genetics of vitamin C loss in vertebrates.

Journal: Current genomics 20110801

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

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

Title: Suppression of CFTR-mediated Cl secretion of airway epithelium in vitamin C-deficient mice.

Journal: Journal of Korean medical science 20110301

Title: Intravenous ascorbic acid to prevent and treat cancer-associated sepsis?

Journal: Journal of translational medicine 20110101

Title: Effects of ovariectomy and ascorbic acid supplement on oxidative stress parameters and bone mineral density in rats.

Journal: The Libyan journal of medicine 20110101

Title: Recent loss of vitamin C biosynthesis ability in bats.

Journal: PloS one 20110101

Title: Pathophysiological significance of senescence marker protein-30.

Journal: Geriatrics & gerontology international 20100701

Title: In vitro antioxidant and in vivo prophylactic effects of two gamma-lactones isolated from Grewia tiliaefolia against hepatotoxicity in carbon tetrachloride intoxicated rats.

Journal: European journal of pharmacology 20100410

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

Journal: Genome biology 20100101

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

Journal: Folia biologica 20100101

Title: Vitamin C deficiency fails to protect mice from malaria.

Journal: Experimental animals 20100101

Title: Markers of oxidative stress in erythrocytes and plasma during aging in humans.

Journal: Oxidative medicine and cellular longevity 20100101

Title: Modulation of ascorbic acid metabolism by cytochrome P450 induction revealed by metabonomics and transcriptional profiling.

Journal: Magnetic resonance in chemistry : MRC 20091201

Title: Design and synthesis of N(6)-substituted-4'-thioadenosine-5'-uronamides as potent and selective human A(3) adenosine receptor agonists.

Journal: Bioorganic & medicinal chemistry 20091201

Title: Multiresidue determination of 11 new fungicides in grapes and wines by liquid-liquid extraction/clean-up and programmable temperature vaporization injection with analyte protectants/gas chromatography/ion trap mass spectrometry.

Journal: Journal of chromatography. A 20090807

Title: Use of spermine and thiabendazole as analyte protectants to improve direct analysis of 16 carbamates by gas chromatography-mass spectrometry in green vegetable matrices.

Journal: Analytical and bioanalytical chemistry 20090601

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

Journal: Physiologia plantarum 20090601

Title: In vivo wound healing activity of the methanolic extract and its isolated constituent, gulonic acid gamma-lactone, obtained from Grewia tiliaefolia.

Journal: Planta medica 20090401

Title: Reconstruction of metabolic pathways for the cattle genome.

Journal: BMC systems biology 20090101

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

Journal: Genome biology 20090101

Title: Intraluminal hydrogen peroxide induces a permeability change of the endoplasmic reticulum membrane.

Journal: FEBS letters 20081224

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

Journal: Human gene therapy 20081201

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

Journal: Journal of medicinal chemistry 20081023

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

Journal: Journal of neurochemistry 20080801

Title: Synthesis of 2-alkynyl substituted 4'-thioadenosine derivatives and their binding affinities at the adenosine receptors.

Journal: Archives of pharmacal research 20080801

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

Journal: Journal of chromatography. A 20080704

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

Journal: The Journal of organic chemistry 20080606

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

Journal: International journal of cancer 20080301

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

Journal: Bioorganic & medicinal chemistry letters 20080301

Title: Ascorbic acid alleviates pancreatic damage induced by dibutyltin dichloride (DBTC) in rats.

Journal: Yonsei medical journal 20071231

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

Journal: PLoS computational biology 20071201

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

Journal: Journal of clinical biochemistry and nutrition 20071101

Title: 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.

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

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

Journal: Journal of leukocyte biology 20070501

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

Journal: Nutrition journal 20070101

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

Journal: Nucleosides, nucleotides & nucleic acids 20070101

Title: Stereoselective functionalization of the 1'-position of 4'-thionucleosides.

Journal: Organic letters 20060914

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

Journal: Bioorganic & medicinal chemistry 20060715

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

Journal: Biochemical and biophysical research communications 20060714

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

Journal: Free radical biology & medicine 20060501

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

Journal: Analytical chemistry 20051215

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

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

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

Journal: The Journal of organic chemistry 20050819

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

Journal: Nucleosides, nucleotides & nucleic acids 20050101

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

Journal: Chemical communications (Cambridge, England) 20040907

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

Journal: Genomics 20040301

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

Journal: Bioscience, biotechnology, and biochemistry 20040301

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

Journal: Annual review of nutrition 20040101

Title: 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: Journal of nutritional science and vitaminology 20031001

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

Journal: Journal of medicinal chemistry 20030828

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

Journal: Organic letters 20030724

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

Journal: The Journal of nutritional biochemistry 20030301

Title: Impaired ascorbic acid metabolism in streptozotocin-induced diabetic rats.

Journal: Free radical biology & medicine 20021101

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

Journal: BMC genetics 20020101

Title: A newly established strain of spontaneously hypertensive rat with a defect of ascorbic acid biosynthesis.

Journal: Life sciences 20010907

Title: Synthesis of ascorbate and urate in the ovary of water buffalo.

Journal: Free radical research 20010901

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Tags:6322-07-2 Molecular Formula|6322-07-2 MDL|6322-07-2 SMILES|6322-07-2 D-(-)-Gulonic acid gamma-lactone