N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCIN
N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCIN Basic information
- Product Name:
- N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCIN
- Synonyms:
-
- N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCIN
- 2R-(HYDROXYMETHYL)-1-[5-(TRICYCLO[3.3.2.13,7]DEC-1-YLMETHOXY)PENTYL]-3R,4R,5S-PIPERIDINETRIOL
- ADAMANTANE-PENTYL-DNM
- AMP-DEOXYNOJIRIMYCIN
- N-(5-AdaMant-1-yl-Methoxy)pentyl DeoxynojiriMycin
- AMP-Deoxynojirimycin - Solution in ethanol
- AMP-Deoxynojirimycin Exclusive
- 3,4,5-Piperidinetriol, 2-(hydroxymethyl)-1-[5-(tricyclo[3.3.1.13,7]dec-1-ylmethoxy)pentyl]-, (2R,3R,4R,5S)-
- CAS:
- 216758-20-2
- MF:
- C22H39NO5
- MW:
- 397.55
- Product Categories:
-
- Amines, Carbohydrates & Derivatives, Inhibitors
- Mol File:
- 216758-20-2.mol
N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCIN Chemical Properties
- Boiling point:
- 569.9±50.0 °C(Predicted)
- Density
- 1.214±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
- form
- powder
- pka
- 13.72±0.70(Predicted)
- color
- white to beige
N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCIN Usage And Synthesis
Chemical Properties
Off White Foam
Uses
A powerful inhibitor of the non-lysomal glucoceramidase at nanomolar concentrations. At these low concentrations, the lysosomal glucocerebrosidase and a-glucosidase, the glucoceramide synthetase, and the N-linked glycantrimming a-glucosidases of the endoplasmic reticulum are not affected.
Biological Activity
AMP-deoxynojirimycin (AMP-DNM) is an orally available iminosugar th at acts as a reversible, potent and selective inhibitor against the non-lysosomal glucosylceramidase GBA2 (IC50 = 1.7 nM) over the glucosylceramide synthase (GCS, UGCG), ER alpha-glucosidases, the lysosomal glucocerebrosidase GBA (IC50 = 0.16 μM) and alpha-glucosidase GAA (IC50 = 0.87 μM). AMP-DNM selectively inhibits cellular GBA2 in cultures (GBA2/GBA IC50 = 0.3 nM/100 nM; human melanoma cells) and exhibits in vivo therapeutic efficacy in murine models of obesity (100 mg/kg/day p.o.) and colitis (10-50 mg/kg/day via i.p. or 1.25-6.25g/kg chow).
N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCINSupplier
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