MedKoo Cat#: 319766 | Name: Levoglucose
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Levoglucose, also known as L-Glucose, is the L-isomer of glucose. It is the enantiomer of the more common 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.

Chemical Structure

Levoglucose
CAS#921-60-8

Theoretical Analysis

MedKoo Cat#: 319766

Name: Levoglucose

CAS#: 921-60-8

Chemical Formula: C6H12O6

Exact Mass: 180.0634

Molecular Weight: 180.16

Elemental Analysis: C, 40.00; H, 6.71; O, 53.28

Price and Availability

Size Price Availability Quantity
1g USD 350.00 2 Weeks
5g USD 850.00 2 Weeks
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Related CAS #
No Data
Synonym
FM-602; FM 602; FM602; BRN-1724626; BRN 1724626; BRN1724626; L-(-)-Glucose; L-Glucose; Levoglucose.
IUPAC/Chemical Name
(3S,4R,5R,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
InChi Key
WQZGKKKJIJFFOK-ZZWDRFIYSA-N
InChi Code
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m0/s1
SMILES Code
O[C@@H]1[C@@H](O)[C@H](CO)OC(O)[C@H]1O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
L-Glucose was once proposed as a low-calorie sweetener and it is suitable for patients with diabetes mellitus, but it was never marketed due to excessive manufacturing costs. The acetate derivative of L-glucose, L-glucose pentaacetate, was found to stimulate insulin release, and might therefore be of therapeutic value for type 2 diabetes. L-Glucose was also found to be a laxative, and has been proposed as a colon-cleansing agent which would not produce the disruption of fluid and electrolyte levels associated with the significant liquid quantities of (bad-tasting) osmotic laxatives conventionally used in preparation for colonoscopy. (https://en.wikipedia.org/wiki/L-Glucose)
Product Data
Biological target:
L-Glucose (L-(-)-Glucose) is an enantiomer of D-glucose. L-Glucose can promote food intake.
In vitro activity:
TBD
In vivo activity:
The present study examined the effects of peripherally administered L-glucose, a stereoisomer of D-glucose, in male mice. Intraperitoneal administration of L-glucose (300 mg/kg) before testing enhanced place learning in the Morris water maze. Mice injected with L-glucose had significantly shorter escape latencies than mice injected with saline (1 ml/kg). Reference: Neurobiol Learn Mem. 2002 Jan;77(1):17-28. https://pubmed.ncbi.nlm.nih.gov/11749083/
Solvent mg/mL mM comments
Solubility
DMF 20.0 111.01
DMSO 40.0 222.03
Ethanol 0.3 1.67
PBS (pH 7.2) 10.0 55.51
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 180.16 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Lawson CJ, Homewood J, Taylor AJ. The Effects of L-glucose on memory in mice are modulated by peripherally acting cholinergic drugs. Neurobiol Learn Mem. 2002 Jan;77(1):17-28. doi: 10.1006/nlme.2000.4001. PMID: 11749083.
In vitro protocol:
TBD
In vivo protocol:
1. Lawson CJ, Homewood J, Taylor AJ. The Effects of L-glucose on memory in mice are modulated by peripherally acting cholinergic drugs. Neurobiol Learn Mem. 2002 Jan;77(1):17-28. doi: 10.1006/nlme.2000.4001. PMID: 11749083.