Basic information Safety Supplier Related

N-(n-Nonyl)deoxynojirimycin

Basic information Safety Supplier Related

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
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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
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
HS Code 
2933399990
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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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