Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C6H12O6 |
Molecular Weight | 180.1559 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)C=O
InChI
InChIKey=GZCGUPFRVQAUEE-VANKVMQKSA-N
InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6+/m1/s1
Levoglucose (L-glucose) is the stereoisomer of D-glucose. L-Glucose does not occur naturally in higher living organisms, but can be synthesized in the laboratory. L-Glucose is indistinguishable in taste from D-glucose, but cannot be used by living organisms as source of energy because it cannot be phosphorylated by hexokinase, the first enzyme in the glycolysis pathway. Levoglucose may be used as diagnostic aid. It has been investigated as a non-nutritive food sweetener. However, L-glucose produced significant laxation, with an average of 4 to 5 loose watery stools in a 24-hour period. This laxative property clearly reduced the use of L-glucose as a food additive. The mechanism of laxation after L-glucose ingestion is unknown, but malabsorption of the compound with secondary osmotic diarrhea is likely. L-glucose is a well-tolerated, safe, and efficacious means of cleansing the colon for colonoscopy. The L-glucose pentaacetate anomers could be used as novel insulinotropic tools in the treatment of non-insulin-dependent diabetes mellitus.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
The riddle of L-glucose pentaacetate insulinotropic action (review). | 1998 Oct |
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An open-label trial of L-glucose as a colon-cleansing agent before colonoscopy. | 2003 Jul |
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Effects of biopretreatment on pyrolysis behaviors of corn stalk by methanogen. | 2014 Jul |
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Pyrolytic characteristics of sweet potato vine. | 2015 Sep |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12838217
The 24-g packet of L-glucose was dissolved in 8 ounces (240 mL) of water and consumed over 10 minutes or less.
Route of Administration:
Oral
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ACTIVE MOIETY