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285943

Sigma-Aldrich

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

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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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
Insulinotropic action of monosaccharide esters: therapeutic perspectives.
W J Malaisse
Diabetologia, 42(3), 286-291 (1999-03-30)
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
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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