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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)

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 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

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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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)
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)
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
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)
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