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C5424

Sigma-Aldrich

Conduritol B epoxide

powder, ≥95% (TLC)

Synonym(s):

1,2-Anhydro-myo-inositol

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About This Item

CAS Number:
6090-95-5
MDL number:
MFCD00077326
UNSPSC Code:
12352119
PubChem Substance ID:
24892783
NACRES:
NA.32

product name

Conduritol B epoxide,

biological source

synthetic (organic)

Quality Level

100

assay

≥95% (TLC)

form

powder

solubility

water: 20 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

OC1C(O)C(O)C2OC2C1O

InChI

1S/C6H10O5/c7-1-2(8)4(10)6-5(11-6)3(1)9/h1-10H

InChI key

ZHMWOVGZCINIHW-UHFFFAOYSA-N

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General description

Conduritol B epoxide (CBE) is a mix of 1-L-1,2-anhydro-myo-inositol and 1-D-1,2-anhydro-myo-inositol.

Application

Conduritol B epoxide has been used as an inhibitor of GBA1 to discriminate between acid β-glucosidase (GBA1) and non-lysosomal β-glucosidase (GBA2) activity in β-glucosidase activity assay. It has also been used as a selective glucocerebrosidase (GCase) inhibitor.

Biochem/physiol Actions

Conduritol B epoxide (CBE) is capable of inactivating sucrase-isomaltase irreversibly. It can be used to produce cell and animal models to study on Gaucher disease (GD) and Parkinson′s disease (PD).
β-Glucosidase inhibitor

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Neuronal Soma-Derived Degradative Lysosomes Are Continuously Delivered to Distal Axons to Maintain Local Degradation Capacity
Farfel-BT, et al.
Cell Reports, 28(1), 51-64 (2019)
In vivo inactivation of glycosidases by conduritol B epoxide and cyclophellitol as revealed by activity-based protein profiling
Kuo CL, et al.
FEBS Journal, 286(3), 584-600 (2019)
Stereospecific ring opening of conduritol-B-epoxide by an active site aspartate residue of sucrase-isomaltase
Braun H, et al.
Biochimica et Biophysica Acta, 483(1), 135-140 (1977)
Identification of a feedback loop involving beta-glucosidase 2 and its product sphingosine sheds light on the molecular mechanisms in Gaucher disease
Schonauer S, et al.
Test, 292(15), 6177-6189 (2017)
S C Datta et al.
Biochemical and biophysical research communications, 152(1), 155-160 (1988-04-15)
A model of the human genetic disorder, Gaucher disease, can be rapidly generated in mice by the injection of emulsified glucosylceramide and an inhibitor of the lipid's hydrolase, conduritol B epoxide. The liver grows rapidly as it absorbs the load
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