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Key Documents

Inne dokumenty

856061

Sigma-Aldrich

D-(−)-Isoascorbic acid

98%

Synonim(y):

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:
89-65-6
Masa cząsteczkowa:
176.12
Beilstein:
84271
Numer WE:
201-928-0
Numer MDL:
MFCD00005378
Kod UNSPSC:
12352205
Identyfikator substancji w PubChem:
24888398
NACRES:
NA.22

Poziom jakości

200

Próba

98%

Postać

crystals

aktywność optyczna

[α]25/D −16.8°, c = 2 in H2O

mp

169-172 °C (dec.) (lit.)

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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Opis ogólny

D-(−)-Isoascorbic acid, also known as erythorbic acid, is widely utilized as a chiral building block in organic synthesis for the preparation of various chiral compounds. It is also used as a reducing agent in various organic reactions.

Zastosowanie

D-(−)-Isoascorbic acid can be used as a reactant in the synthesis of various chiral compounds such as:
  • enantiopure aminotriol
  • (3R, 4S)-4-hydroxylasiodiplodin and D-mycinose
  • enantiomerically pure stereoisomers of α,β-dihydroxy-aldehydes or acids
This page may contain text that has been machine translated.

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves

Certyfikaty analizy (CoA)

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L-Ascorbic acid BioXtra, ≥99.0%, crystalline

Sigma-Aldrich

A5960

L-Ascorbic acid

Orotic acid ≥98% (titration), anhydrous

Sigma-Aldrich

O2750

Orotic acid

L(+)-Ascorbic Acid for analysis EMSURE® ACS,Reag. Ph Eur

Supelco

1.00468

L(+)-Ascorbic Acid

Dehydro-L-(+)-ascorbic acid dimer ≥80% (enzymatic)

Sigma-Aldrich

D8132

Dehydro-L-(+)-ascorbic acid dimer

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
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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