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Merck
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重要文件

G2354

Sigma-Aldrich

1,2,3,4,6-α-D(+)-葡萄糖五乙酸酯

99%

同義詞:

1,2,3,4,6-五-O-乙酰基-α-D-吡喃葡萄糖

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About This Item

經驗公式(希爾表示法):
C16H22O11
CAS號碼:
分子量::
390.34
Beilstein:
98852
EC號碼:
MDL號碼:
分類程式碼代碼:
12164502
PubChem物質ID:
NACRES:
NA.22
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品質等級

化驗

99%

光學活性

[α]20/D ≥+98°, c = 1 in ethanol

mp

109-111 °C (lit.)

SMILES 字串

CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

InChI

1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15-,16+/m1/s1

InChI 密鑰

LPTITAGPBXDDGR-LJIZCISZSA-N

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一般說明

α-D(+)-Glucose pentaacetate also known as 1,2,3,4,6-penta-O-acetyl-α-D-glucopyranose, is an acetylated sugar that has wide applications in organic synthesis.

應用

α-D(+)-Glucose pentaacetate is used as a model compound to study the stereochemistry of carbohydrates through spectroscopic techniques such as Vibrational circular dichroism (VCD). Additionally, it has been used as a standard in the analysis of monosaccharide and polysaccharide components by gas chromatography. [1] [2]

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Skin Sens. 1A

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Analysis of polysaccharides and monosaccharides in the root mucilage of maize (Zea mays L.) by gas chromatography
HI Osborn
Journal of Chromatography A, 831, 267-276 (1999)
Acetate groups as probes of the stereochemistry of carbohydrates: a vibrational circular dichroism study
PK Bose
Carbohydrate Research, 322, 135-141 (1999)
W J Malaisse
International journal of molecular medicine, 2(4), 383-388 (1998-12-19)
The two anomers of L-glucose pentaacetate were recently found to stimulate insulin release. The insulinotropic action of these esters cannot be attributed to the catabolism in islet cells of their glucidic or acetic moieties. The present review deals with an
K Louchami et al.
International journal of molecular medicine, 3(2), 181-184 (1999-01-26)
The anomers of both D-glucose pentaacetate and L-glucose pentaacetate were recently found to display insulinotropic potential. In order to progress in understanding the mode of action of these esters in islet cells, we have now investigated whether they mimic the
Tatiana Rodríguez-Pérez et al.
Nucleic acids symposium series (2004), (52)(52), 101-102 (2008-09-09)
An efficient synthesis protocol for the glucosyl-nucleoside phosphodiester derivatives has been developed. These mononucleotides were designed to act as pronucleotides with potential to deliver the parent compound as its monophosphate. Key step of the synthesis is the regioselective hydrolysis of

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