N-(n-Nonyl)deoxynojirimycin
N-(n-Nonyl)deoxynojirimycin Basic information
- Product Name:
- N-(n-Nonyl)deoxynojirimycin
- Synonyms:
-
- (2R,3R,4R,5S)-2-(Hydroxymethyl)-1-nonyl-3,4,5-piperidinetriol
- N-(n-Nonyl)-1-deoxynojirimycin min. 99%
- N-Nonyldeoxynojirimycin
- N-(n-Nonyl)-1-deoxynojirimycin
- Nonyl-DNJ
- 3,4,5-Piperidinetriol, 2-(hydroxymethyl)-1-nonyl-, (2R,3R,4R,5S)-
- (2R,3R,4R,5S)-2-(hydroxymethyl)-1-nonylpiperidine-3,4,5-triol
- CAS:
- 81117-35-3
- MF:
- C15H31NO4
- MW:
- 289.41
- Product Categories:
-
- All Inhibitors
- Inhibitors
- Mol File:
- 81117-35-3.mol
N-(n-Nonyl)deoxynojirimycin Chemical Properties
- Melting point:
- 101-102°C
- Boiling point:
- 451.7±45.0 °C(Predicted)
- Density
- 1.112±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMSO: >10mg/mL
- form
- solid
- pka
- 13.72±0.70(Predicted)
- color
- White to off-white
N-(n-Nonyl)deoxynojirimycin Usage And Synthesis
Chemical Properties
White Crystalline Solid
Definition
ChEBI: N-nonyldeoxynojirimycin is a hydroxypiperidine that is deoxynojirimycin (duvoglustat) in which the amino hydrogen is replaced by a nonyl group. It has a role as an EC 3.2.1.45 (glucosylceramidase) inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor and an antiviral agent. It is a hydroxypiperidine and a tertiary amino compound. It is functionally related to a duvoglustat.
Biological Activity
Glucosidase inhibitor (IC 50 values are 0.42 and 8.4 μ M for acid α -glucosidase and α -1,6-glucosidase respectively). Inhibits liver glycogen breakdown in vivo . Also acts as a chemical chaperone; chaperones β -Glu folding at neutral p.H. allowing the stabilized enzyme to transit from the endoplasmic reticulum to the golgi, enabling proper trafficking to the lysosome.
Biochem/physiol Actions
NN-DNJ is a glucosidase inhibitor that acts as a pharmacologic chaperone. NN-DNJ also acts synergistically with proteostasis modulators such as celastrol and MG132 to stabilize mutant proteins in properly folded states. NN-DNJ stabilizes various proteins against misfolding, increasing proper trafficking from the endoplasmic reticulum. There is potential use in studying diseases marked by misfolded proteins and has shown antiviral activity.
storage
Store at -20°C
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