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08012

Supelco

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

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)
Acquired immune deficiency syndrome (AIDS) is a severe infectious disease that causes a large number of deaths every year. Traditional anti-AIDS drugs directly targeting the HIV-1 encoded enzymes including reverse transcriptase (RT), protease (PR) and integrase (IN) usually suffer from
Daisuke Kitano et al.
Cardiovascular diabetology, 12, 92-92 (2013-06-20)
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)
Danielle te Vruchte et al.
The Journal of clinical investigation, 124(3), 1320-1328 (2014-02-04)
Lysosomal storage disorders (LSDs) occur at a frequency of 1 in every 5,000 live births and are a common cause of pediatric neurodegenerative disease. The relatively small number of patients with LSDs and lack of validated biomarkers are substantial challenges
Alex de la Fuente et al.
Organic letters, 15(14), 3638-3641 (2013-06-27)
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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