G2354
1,2,3,4,6-α-D(+)-葡萄糖五乙酸酯
99%
别名:
1,2,3,4,6-五-O-乙酰基-α-D-吡喃葡萄糖
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关于此项目
经验公式（希尔记法）:
C16H22O11
化学文摘社编号:
分子量:
390.34
Beilstein:
98852
EC 号:
MDL编号:
UNSPSC代码:
12164502
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
99%
旋光性
[α]20/D ≥+98°, c = 1 in ethanol
mp
109-111 °C (lit.)
SMILES字符串
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 key
LPTITAGPBXDDGR-LJIZCISZSA-N
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一般描述
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.
应用
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.
警示用语：
Warning
危险声明
危险分类
Skin Sens. 1A
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
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)
Preparation of nucleoside-carbohydrate phosphodiester prodrug analogues by chemoenzymatic procedure.
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
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
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