G5500

Sigma-Aldrich

L-(−)-Glucose

≥99%

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
Beilstein/REAXYS Number:
1724626
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥99%

form

powder

application(s)

gas chromatography (GC): suitable

mp

153-156 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)CO

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

InChI key

GZCGUPFRVQAUEE-VANKVMQKSA-N

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General description

L-(−)-Glucose is an enantiomer of the more common D-glucose. L-Glucose cannot be used by cells as an energy source because it cannot be phosphorylated by hexokinase.

Application

L-(-)-Glucose has been used in phospho-buffered saline (PBS) solution to induce metabolic responses in Saccharomyces cerevisiae. It has also been used to study the substrate competition pattern of IICB glucose transporter.

Packaging

5, 25 g in poly bottle
500 mg in poly tube
1 g in poly tube
250 mg in poly bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Certificate of Analysis

Certificate of Origin

A metabolic interpretation for the response of cellular autofluorescence to chemical perturbations assessed using spectral phasor analysis
Maltas J, et al.
Royal Society of Chemistry Advances, 8(72), 41526-41535 (2018)
Amitai D Mandelbaum et al.
Diabetologia, 62(9), 1653-1666 (2019-06-13)
Adult beta cells in the pancreas are the sole source of insulin in the body. Beta cell loss or increased demand for insulin impose metabolic challenges because adult beta cells are generally quiescent and infrequently re-enter the cell division cycle....
Measuring substrate binding and affinity of purified membrane transport proteins using the scintillation proximity assay
Harder D and Fotiadis D
Nature Protocols, 7(9), 1569-1569 (2012)
Cheung Pang Wong et al.
Cells, 8(7) (2019-07-18)
Zika virus (ZIKV) has emerged as an important human pathogen that can cause congenital defects in the fetus and neurological conditions in adults. The interferon (IFN) system has proven crucial in restricting ZIKV replication and pathogenesis. The canonical IFN response...
Casandra M Monzon et al.
American journal of physiology. Renal physiology, 317(2), F411-F418 (2019-06-06)
Claudins are a family of tight junction proteins that provide size and charge selectivity to solutes traversing the paracellular space. Thick ascending limbs (TALs) express numerous claudins, including claudin-19. Nitric oxide (NO), via cGMP, reduces dilution potentials in perfused TALs...

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