58320
D-(−)-Isoascorbic acid
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:
Molecular Weight:
176.12
Beilstein/REAXYS Number:
84271
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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
11 - Combustible Solids
wgk_germany
WGK 2
ppe
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)
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
Alberto Baroja-Mazo et al.
Fungal genetics and biology : FG & B, 42(5), 390-402 (2005-04-06)
D-Erythroascorbate and D-erythroascorbate glucoside have been identified in the Zygomycete fungus Phycomyces blakesleeanus. Ascomycete and Basidiomycete fungi also synthesise D-erythroascorbate instead of l-ascorbate, suggesting that D-erythroascorbate synthesis evolved in the common ancestor of the fungi. Both compounds accumulate in P.
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