08012
1-Deoxynojirimycin
analytical standard
Synonym(s):
1,5-Dideoxy-1,5-imino-D-sorbitol
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About This Item
Empirical Formula (Hill Notation):
C6H13NO4
CAS Number:
Molecular Weight:
163.17
Beilstein:
3588039
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24
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grade
analytical standard
Quality Level
Assay
≥95.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
format
neat
SMILES string
OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O
InChI
1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m1/s1
InChI key
LXBIFEVIBLOUGU-JGWLITMVSA-N
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General description
1-Deoxynojirimycin is a polyhydroxypiperidine alkaloid and glucose analog, that has an -NH group substituting the O atom in the pyranose ring. It shows a significant α-glucosidase inhibitory effect in addition to antioxidant, antimicrobial, antidiabetic, antitumor, and anti-inflammatory behavior. It is commonly found in the roots of mulberry trees.
Application
DNJ may be used as a reference standard for the determination of DNJ in:
- Mulberry leaves by high-performance liquid chromatography (HPLC) equipped with evaporative light scattering detector (ELSD) as well as direct analysis in real-time (DART) ionization source coupled with triple quadrupole tandem mass spectrometry (MS/MS).
- Silkworms by hydrophilic interaction chromatography (HILIC) with MS/MS operating on multiple reaction monitoring (MRM) mode.
- Mulberry leaves of 132 varieties belonging to nine Morus species following its derivatization with fluorenylmethyl chloroformate (FMOC-Cl) by high-performance liquid chromatography (HPLC) combined with photodiode array (PDA) detector
- Development of an analytical method based on hydrophilic interaction chromatography (HILIC) coupled with tandem mass spectrometry (MS/MS) in positive ion electrospray ionization mode in the leaves of 32 cultivars of different Morus species
- HPLC method-based separation and quantification in the ethanol extracts of the leaves of Morus alba L. and Morus nigra with fluorimetric detection following pre-column derivatization with 9-fluorenylmethyl chloroformate
- 146 varieties of mulberry fruits from nine genera by HPLC in combination with UV-Vis dual-wavelength detection
- Human plasma by hybrid quadrupole/linear ion trap tandem mass spectrometry (QTRAP MS/MS).
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Bi-Qing Li et al.
PloS one, 8(6), e65207-e65207 (2013-06-14)
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Hyperglycemia, a risk factor for development of cardiovascular disease, causes endothelial dysfunction. Alpha-glucosidase inhibitors (α-GIs) improve postprandial hyperglycemia (PPHG) and may have favorable effects on associated cardiovascular disease. Effects of α-GIs in patients with acute coronary syndrome (ACS) and PPHG
Determination of iminosugars in mulberry leaves and silkworms using hydrophilic interaction chromatography-tandem mass spectrometry
Nakagawa K, et al.
Analytical Biochemistry, 404(2), 217-222 (2010)
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A practical synthesis of the previously unreported N-acetyl-D-allosamine glycomimetic DAJNAc is described. The reaction sequence involves Pd-catalyzed allylic substitution by phthalimide in an azaheterobicyclic scaffold as the key step. The new iminosugar resulted in being a stronger β-N-acetylglucosaminidase (human placenta)
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