I22900
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:
Molecular Weight:
220.22
Beilstein:
82670
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
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
Fermentation of 1,2-O-iso-propylidene-D-glucofuranose ("monoacetone glucose") by anaerobic bacteria.
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
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