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W241008

Sigma-Aldrich

D-Isoascorbic acid

FG

Synonyme(s) :

D-(−)-Isoascorbic acid, D-erythro-Hex-2-enoic acid γ-lactone, D-Araboascorbic acid, Erythorbic acid, Glucosaccharonic acid, NSC 8117

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About This Item

Formule empirique (notation de Hill):
C6H8O6
Numéro CAS:
89-65-6
Poids moléculaire :
176.12
Numéro FEMA:
2410
Numéro Beilstein :
84271
Numéro CE :
201-928-0
Conseil de l'Europe Nº :
30c
Numéro MDL:
MFCD00005378
Code UNSPSC :
12164502
ID de substance PubChem :
24901050
Nomenclature NACRES :
NA.21

Source biologique

(Starch)

Niveau de qualité

400

Qualité

FG
Kosher

Conformité réglementaire

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 175.105
FDA 21 CFR 182.3041

Pureté

99%

Activité optique

[α]20/D −16.8°, c = 10 in H2O

Pf

169-172 °C (dec.) (lit.)

Application(s)

flavors and fragrances

Allergène alimentaire

no known allergens

Propriétés organoleptiques

odorless

Chaîne SMILES 

[H][C@@]1(OC(=O)C(O)=C1O)[C@H](O)CO

InChI

1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1

Clé InChI

CIWBSHSKHKDKBQ-DUZGATOHSA-N

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Application


  • The Vitamin C Enantiomers Possess a Comparable Potency in the Induction of Oxidative Stress in Cancer Cells but Differ in Their Toxicity.: The research compares the biochemical effects of Vitamin C enantiomers, including D-Isoascorbic acid, on oxidative stress in cancer cells, providing insights into their differential toxicity (Begimbetova et al., 2024).

  • Synthesis and potential antidiabetic and lipid-lowering activities of putative asperidine B and its desmethyl analogue.: This article discusses the synthesis of asperidine B analogues and their potential applications in biochemistry for antidiabetic and lipid-lowering activities (Thongpat et al., 2023).

  • Effects of Different Bacteriostats on the Dynamic Germination of Clostridium perfringens Spores.: The study investigates the impact of various bacteriostats, including D-Isoascorbic acid, on the germination dynamics of Clostridium perfringens spores, relevant to biochemical research in food safety (Liang et al., 2023).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Consulter la Bibliothèque de documents

Ravi S Talluri et al.
Current eye research, 31(6), 481-489 (2006-06-14)
To investigate the mechanism of L-ascorbic acid uptake by rabbit corneal epithelial cells and to functionally characterize the specific transporter involved in this translocation process. Uptake studies were carried out with SIRC (Statens Seruminstitut Rabbit Cornea) and rPCEC (rabbit Primary
Akihiro Tai et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 853(1-2), 214-220 (2007-04-10)
A new hydrophilic interaction liquid chromatography method for the simultaneous determination of ascorbic acid (AA), erythorbic acid (EA), 2-O-alpha-D-glucopyranosyl-L-ascorbic acid (AA-2G) and 2-O-beta-D-glucopyranosyl-L-ascorbic acid (AA-2betaG) was developed using a diol column with an isocratic solution of acetonitrile-66.7 mM ammonium acetate
Andrew C Clark et al.
Journal of agricultural and food chemistry, 58(2), 1004-1011 (2009-12-31)
The stereochemical influence of antioxidant and flavanol compounds on oxidation processes in a model wine system was studied. The diastereoisomers, ascorbic acid and erythorbic acid, were used as antioxidants in a model wine system containing either (+)-catechin or (-)-epicatechin as
Manuel Bueno et al.
Carbohydrate research, 344(15), 2100-2104 (2009-07-17)
l-Ascorbic and d-isoascorbic acids have been used as the starting materials for the preparation of (3R,4'S)-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1,4-dioxane-2,5-dione (IPTA), (3R and S, 4'S,6R)-3-methyl-6-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1,4-dioxane-2,5-dione (IPTP) and (3R,4'R)-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1,4-dioxane-2,5-dione (IPEA), three novel 1,4-dioxane-2,5-dione-type monomers. Ring-opening homopolymerisation and copolymerisation of the IPTA monomer, derived from l-ascorbic
Won-Ki Huh et al.
Biochemical and biophysical research communications, 369(2), 401-406 (2008-02-20)
Higher plants, protists and fungi possess cyanide-resistant respiratory pathway, which is mediated by alternative oxidase (AOX). The activity of AOX has been found to be dependent on several regulatory mechanisms including gene expression and posttranslational regulation. In the present study
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