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Merck
CN

I1006

1,2-O-Isopropylidene-α-D-glucofuranose

≥98% (TLC)

Synonym(s):

Monoacetone glucose

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About This Item

Empirical Formula (Hill Notation):
C9H16O6
CAS Number:
Molecular Weight:
220.22
EC Number:
242-420-9
UNSPSC Code:
12352103
PubChem Substance ID:
Beilstein/REAXYS Number:
82670
MDL number:
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InChI

1S/C9H16O6/c1-9(2)14-7-5(12)6(4(11)3-10)13-8(7)15-9/h4-8,10-12H,3H2,1-2H3/t4-,5+,6-,7-,8-/m1/s1

InChI key

BGGCXQKYCBBHAH-OZRXBMAMSA-N

SMILES string

CC1(C)O[C@H]2O[C@H]([C@H](O)CO)[C@H](O)[C@H]2O1

assay

≥98% (TLC)

storage temp.

−20°C

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Eunsook S Jin et al.
American journal of physiology. Endocrinology and metabolism, 288(4), E654-E662 (2004-11-25)
The metabolic mechanism of hepatic glucose overproduction was investigated in 3,3'-5-triiodo-l-thyronine (T3)-treated rats and Zucker diabetic fatty (ZDF) rats (fa/fa) after a 24-h fast. 2H2O and [U-13C3]propionate were administered intraperitoneally, and [3,4-13C2]glucose was administered as a primed infusion for 90
Takashi Kobayashi et al.
Biotechnology letters, 32(11), 1679-1684 (2010-06-25)
In order to synthesize a sugar ester at high concentration, 1,2-O-isopropylidene-α-D-glucofuranose (IpGlc), which is one of the sugar acetals and is more hydrophobic than unmodified glucose, was esterified with palmitic acid at 40°C using immobilized lipase from Candida antarctica in
Eunsook S Jin et al.
Analytical biochemistry, 327(2), 149-155 (2004-03-31)
A triple-tracer method was developed to provide absolute fluxes contributing to endogenous glucose production and hepatic tricarboxylic acid (TCA) cycle fluxes in 24-h-fasted rats by (2)H and (13)C nuclear magnetic resonance (NMR) analysis of a single glucose derivative. A primed
G N Richards et al.
Carbohydrate research, 219, 91-99 (1991-10-14)
Methyl alpha,beta-D-glucofuranoside (1) and 1,2-O-isopropylidene-alpha-D-glucofuranose (2) have been polymerized thermally, using 0.1% phosphoric acid as catalyst. The resulting alcohol-insoluble polymers were analyzed by gel-permeation chromatography and methylation analysis. The two starting materials gave polymers that were very similar in molecular-weight
Tiago Cardoso Alves et al.
NMR in biomedicine, 21(4), 337-344 (2007-08-09)
The gluconeogenic contribution to glucose production in livers isolated from rats fasted for 24 h was determined by 13C-NMR isotopomer distribution analysis of secreted glucose enriched from 99% [13C]bicarbonate (n = 4) and 99% [1-13C]lactate (n = 4). Experiments with

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