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Merck

856061

Sigma-Aldrich

D-(-)-异抗坏血酸

98%

别名:

D-异维生素 C, D-赤型-己-2-烯酸 γ-内酯, NSC 8117, 异抗坏血酸, 葡糖糖酸

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About This Item

经验公式(希尔记法):
C6H8O6
CAS号:
分子量:
176.12
Beilstein:
84271
EC號碼:
MDL號碼:
分類程式碼代碼:
12352205
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

形狀

crystals

光學活性

[α]25/D −16.8°, c = 2 in H2O

mp

169-172 °C (dec.) (lit.)

SMILES 字串

[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

InChI 密鑰

CIWBSHSKHKDKBQ-DUZGATOHSA-N

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一般說明

D-(−)-异抗坏血酸又名赤藻糖酸,广泛用作手性构件合成各种手性有机物。也用作各种有机反应的还原剂。

應用

D-(−)-异抗坏血酸可作为反应剂合成各种手性化合物,包括:
  • 对映体纯氨基三醇
  • (3R, 4S)-4-hydroxylasiodiplodin和D-mycinose
  • α,β-二羟基-醛或酸的对映体纯立体异构体

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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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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