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I22900

Sigma-Aldrich

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

98%

Synonym(s):

Monoacetone glucose

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About This Item

Empirical Formula (Hill Notation):
C9H16O6
CAS Number:
18549-40-1
Molecular Weight:
220.22
Beilstein/REAXYS Number:
82670
EC Number:
242-420-9
MDL number:
MFCD00063244
UNSPSC Code:
12352200
PubChem Substance ID:
24895973
NACRES:
NA.22

assay

98%

optical activity

[α]20/D −13°, c = 1 in H2O

mp

159-160 °C (lit.)

SMILES string

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

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
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
S H Cmelik
Zentralblatt fur Bakteriologie. 1. Abt. Originale. A: Medizinische Mikrobiologie, Infektionskrankheiten und Parasitologie, 247(4), 495-501 (1980-01-01)
Various species of Clostridium, Bacteroides, Propionibacterium and Eubacterium were incubated in a 1% solution of 1,2-O-iso-propylidene-D-glucofuranose in a peptone-yeast-extract (PY) medium according to the VPI-technique. The volatile and non volatile acids were investigated by gas-liquid chromatography. All microorganisms showed a
Aifric O'Sullivan et al.
Molecular nutrition & food research, 55(7), 1018-1025 (2011-04-27)
Research reports suggest that vitamin D affects glucose and insulin metabolism; however, the exact mechanisms are unclear. ²H NMR analysis of monoacetone glucose (MAG) after tracer administration provides a non-invasive method of profiling hepatic glucose metabolism. This study examined the
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