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W241008

Sigma-Aldrich

D-Isoascorbic acid

FG

Synonym(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

Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
89-65-6
Molecular Weight:
176.12
FEMA Number:
2410
Beilstein:
84271
EC Number:
201-928-0
Council of Europe no.:
30c
MDL number:
MFCD00005378
UNSPSC Code:
12164502
PubChem Substance ID:
24901050
NACRES:
NA.21

biological source

(Starch)

Quality Level

400

grade

FG
Kosher

reg. compliance

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

Assay

99%

optical activity

[α]20/D −16.8°, c = 10 in H2O

mp

169-172 °C (dec.) (lit.)

application(s)

flavors and fragrances

food allergen

no known allergens

Organoleptic

odorless

SMILES string

[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

InChI key

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).

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Liyun Wang et al.
Biochemical and biophysical research communications, 384(2), 210-214 (2009-04-29)
We recently identified a microbial conversion of L-ascorbic acid (AsA) to L-erythroascorbic acid (eAsA), a five-carbon analog of AsA. In this paper, we show that ubiquitin plays a crucial role in this process. Based on an assay that determined AsA
Vincenzo Carbone et al.
Acta crystallographica. Section D, Biological crystallography, 64(Pt 5), 532-542 (2008-05-06)
Mammalian dimeric dihydrodiol dehydrogenase (DD) is identical to NADP+-dependent D-xylose dehydrogenase. A recent investigation showed that the three-dimensional structure of monkey DD is similar to those of prokaryotic NADP(H)-dependent glucose-fructose oxidoreductase (GFO) and 1,5-anhydro-D-fructose reductase (AFR); however, it differs in
Meredith C Fidler et al.
The American journal of clinical nutrition, 79(1), 99-102 (2003-12-20)
Erythorbic acid, a stereoisomer of ascorbic acid with similar physicochemical properties, is widely used as an antioxidant in processed foods. The aims of the present study were to evaluate the effect of erythorbic acid on iron absorption from ferrous sulfate
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
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
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