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Merck

W241008

Sigma-Aldrich

D-Isoascorbic acid

FG

Synonim(y):

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

Wzór empiryczny (zapis Hilla):
C6H8O6
Numer CAS:
Masa cząsteczkowa:
176.12
Numer FEMA:
2410
Beilstein:
84271
Numer WE:
Nr Rady Europy:
30c
Numer MDL:
Kod UNSPSC:
12164502
Identyfikator substancji w PubChem:
NACRES:
NA.21

pochodzenie biologiczne

(Starch)

Poziom jakości

klasa czystości

FG
Kosher

zgodność regionalna

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

Próba

99%

aktywność optyczna

[α]20/D −16.8°, c = 10 in H2O

mp

169-172 °C (dec.) (lit.)

Zastosowanie

flavors and fragrances

alergen pokarmowy

no known allergens

Organoleptyczne

odorless

ciąg 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

Klucz InChI

CIWBSHSKHKDKBQ-DUZGATOHSA-N

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Zastosowanie


  • 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).

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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves


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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
Spyros Drivelos et al.
Analytical and bioanalytical chemistry, 397(6), 2199-2210 (2010-04-16)
A new hydrophilic interaction liquid chromatographic (HILIC) method for the simultaneous determination of isoascorbic (IAA) and ascorbic acid (AA) was developed. The separation of IAA and AA was studied in various HILIC stationary phases and the influence of the composition
Daiki Kyotani et al.
Bioscience, biotechnology, and biochemistry, 73(4), 954-956 (2009-04-09)
We found that a strain of Penicillium sp. effectively converted L-ascorbic acid to a five-carbon analog, which was identified as L-erythroascorbic acid based on spectroscopic analysis. The conversion was achieved by growing culture or washed mycelia, with a yield of
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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