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58320

Sigma-Aldrich

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:
89-65-6
Molecular Weight:
176.12
Beilstein/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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J.A. Vekemans et al.
Rec. Trav. Chim., 104, 266-266 (1985)
The Journal of Organic Chemistry, 52, 1093-1093 (1987)
Anna Lewinska et al.
Fungal genetics and biology : FG & B, 45(8), 1182-1187 (2008-07-11)
Since the double Deltagrx1Deltagrx2 mutant is hypersensitive to selenite we decided to evaluate mechanisms underlying this phenomenon and establish the roles of other components of yeast glutaredoxin system, in particular glutaredoxin 5 in the selenite resistance. We found elevation in
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
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
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