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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:
604-69-3
Molecular Weight:
390.34
Beilstein/REAXYS Number:
98851
EC Number:
210-074-8
MDL number:
MFCD00006597
UNSPSC Code:
12352201
PubChem Substance ID:
24857226
NACRES:
NA.22

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

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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