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COO/COA

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58320

D-(−)-Isoascorbic acid

Name: <SC>D</SC>-(−)-Isoascorbic acid
Brand: SIAL

purum, ≥99.0% (RT)

Synonym(s):

D-erythro-Hex-2-enoic acid γ-lactone, D-Araboascorbic acid

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About This Item

Empirical Formula (Hill Notation):

C₆H₈O₆

CAS Number:

89-65-6

Molecular Weight:

176.12

Beilstein:

84271

EC Number:

201-928-0

MDL number:

MFCD00005378

UNSPSC Code:

12352200

PubChem Substance ID:

24881081

grade

purum

Assay

≥99.0% (RT)

optical activity

[α]20/D −16.0±1.5°, c = 1% in H₂O

solubility

H₂O: 0.1 g/mL, clear, colorless to very faintly yellow

SMILES string

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

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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Other Notes

Starting material for the synthesis of chiral building blocks

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Organic Chemistry, 52, 1093-1093 (1987)

J.A. Vekemans et al.

Rec. Trav. Chim., 104, 266-266 (1985)

Mechanism of L-ascorbic acid uptake by rabbit corneal epithelial cells: evidence for the involvement of sodium-dependent vitamin C transporter 2.

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

The influence of stereochemistry of antioxidants and flavonols on oxidation processes in a model wine system: ascorbic acid, erythorbic acid, +-catechin and (-)-epicatechin.

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

Determination of ascorbic acid and its related compounds in foods and beverages by hydrophilic interaction liquid chromatography.

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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