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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:
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 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

I22900-5G:
I22900-VAR:
I22900-BULK:
I22900-25G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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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
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
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
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
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