285943
β-D-Glucose pentaacetate
98%
Synonym(s):
beta-D-Glucose pentaacetate, 1,2,3,4,6-Penta-O-acetyl-β-D-glucopyranose
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About This Item
Empirical Formula (Hill Notation):
C16H22O11
CAS Number:
Molecular Weight:
390.34
Beilstein:
98851
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
powder
optical activity
[α]20/D +4.2°, c = 1 in chloroform
mp
130-132 °C (lit.)
SMILES string
CC(O)O[C@@H]1[C@@H](COC(C)=O)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-IBEHDNSVSA-N
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Insulinotropic action of monosaccharide esters: therapeutic perspectives.
W J Malaisse
Diabetologia, 42(3), 286-291 (1999-03-30)
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
D Mercan et al.
Biochemical and biophysical research communications, 262(2), 346-349 (1999-08-27)
The early (min </= 1) and late (min 45) changes in NAD(P)H fluorescence caused by alpha-D-glucose pentaacetate, beta-L-glucose pentaacetate, and beta-D-galactose pentaacetate (1.7 mM each), alone or together with either L-leucine (10.0 mM) or D-glucose (8.3 mM), were monitored in
Directed assembly of sub-nanometer thin organic materials with programmed-size nanopores.
Delia C Danila et al.
Angewandte Chemie (International ed. in English), 47(37), 7036-7039 (2008-08-05)
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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