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Key Documents

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:
Molecular Weight:
176.12
Beilstein:
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 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)
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
W J Manning et al.
Environmental pollution (Barking, Essex : 1987), 126(1), 73-81 (2003-07-16)
One-year-old seedlings from an ozone-sensitive half-sib family of loblolly pine (Pinus taeda L.) were transplanted into replicated plots in blocks in a large forest clearing near Nacogdoches, Texas. Seedlings were either non-treated (controls) or treated bi-weekly with foliar sprays of
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

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