1-Deoxynojirimycin hydrochloride - 98%, high purity , CAS No.73285-50-4

  • ≥98%
Item Number
D487260
Grouped product items
SKUSizeAvailabilityPrice Qty
D487260-10mg
10mg
In stock
$68.90
D487260-50mg
50mg
In stock
$310.90
D487260-250mg
250mg
In stock
$1,397.90
D487260-1g
1g
In stock
$5,030.90

Basic Description

Synonyms73285-50-4 | Duvoglustat hydrochloride | 1-Deoxynojirimycin hydrochloride | Duvoglustat HCl | Deoxynojirimycin hydrochloride | Moranoline hydrochloride | (2R,3R,4R,5S)-2-(Hydroxymethyl)piperidine-3,4,5-triol hydrochloride | AT2220 | 1-Deoxy-L-altronojirimycin Hydrochlori
Specifications & Purity≥98%
Biochemical and Physiological Mechanisms1-Deoxynojirimycin (DNJ) is a naturally occurring alkaloid azasugar or iminosugar. It is observed in mulberry leaves, Commelina communis, and bacterial strains including Bacillus and Streptomyces species. DNJ acts as an α-glucosidase inhibitor and exhibit
Storage TempStore at 2-8°C
Shipped InWet ice
Product Description

Description

Chemical structure: glucosamine



Application:

1-Deoxynojirimycin hydrochloride has been used

to study its effects on the loss-of-function of N-glycosylation pathway on hair cell regeneration

as an endoplasmic reticulum (ER) α-glucosidase I and II inhibitor to study its effects on TMED3-cystic fibrosis transmembrane conductance regulator (CFTR) interaction as an insect trehalase inhibitor in TREH inhibition bioassay


Product Properties

pKapKa: 13.77 (Predicted), pKa: 7.53 (Predicted)

Associated Targets(Human)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CD69 Tchem Early activation antigen CD69 (107 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Klrb1a Killer cell lectin-like receptor subfamily B member 1A (24 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

Pubchem Sid488198333
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488198333
IUPAC Name (2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol;hydrochloride
INCHI InChI=1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3-,4+,5-,6-;/m1./s1
InChi Key ZJIHMALTJRDNQI-VFQQELCFSA-N
Canonical SMILES C1C(C(C(C(N1)CO)O)O)O.Cl
Isomeric SMILES C1[C@@H]([C@H]([C@@H]([C@H](N1)CO)O)O)O.Cl
WGK Germany 3
PubChem CID 13018787
Molecular Weight 199.63
Beilstein 3563225

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

7 results found

Lot NumberCertificate TypeDateItem
D2315805Certificate of AnalysisMar 10, 2023 D487260
D2315830Certificate of AnalysisMar 10, 2023 D487260
D2317155Certificate of AnalysisMar 10, 2023 D487260
D2317156Certificate of AnalysisMar 10, 2023 D487260
D2317159Certificate of AnalysisMar 10, 2023 D487260
D2317160Certificate of AnalysisMar 10, 2023 D487260
D2317165Certificate of AnalysisMar 10, 2023 D487260

Chemical and Physical Properties

Solubility water: 19.60-20.40mg/mL, clear, colorless
Melt Point(°C)208-210° C

Safety and Hazards(GHS)

WGK Germany 3
Merck Index 2.60069444444444

Related Documents

References

1. I Neverova,C H Scaman,O P Srivastava,R Szweda,I K Vijay,M M Palcic.  (1994-10-01)  A spectrophotometric assay for glucosidase I..  Analytical biochemistry,  222  ((1)): (190-195).  [PMID:7856848]
2. S V Kyosseva,Z N Kyossev,A D Elbein.  (1995-02-01)  Inhibitors of pig kidney trehalase..  Archives of biochemistry and biophysics,  316  ((2)): (821-826).  [PMID:7864639]
3. Y Yamashita,K Shimokata,S Saga,S Mizuno,T Tsurumi,Y Nishiyama.  (1994-12-01)  Rapid degradation of the heavy chain of class I major histocompatibility complex antigens in the endoplasmic reticulum of human cytomegalovirus-infected cells..  Journal of virology,  68  ((12)): (7933-7943).  [PMID:7966584]
4. Phedias Diamandis,Jan Wildenhain,Ian D Clarke,Adrian G Sacher,Jeremy Graham,David S Bellows,Erick K M Ling,Ryan J Ward,Leanne G Jamieson,Mike Tyers,Peter B Dirks.  (2007-04-10)  Chemical genetics reveals a complex functional ground state of neural stem cells..  Nature chemical biology,  ((5)): (268-273).  [PMID:17417631]
5. Graziela S Ribas,Ricardo Pires,Janice Carneiro Coelho,Daiane Rodrigues,Caroline Paula Mescka,Camila S Vanzin,Giovana B Biancini,Giovanna Negretto,Carlos A Y Wayhs,Moacir Wajner,Carmen R Vargas.  (2012-07-24)  Oxidative stress in Niemann-Pick type C patients: a protective role of N-butyl-deoxynojirimycin therapy..  International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience,  30  ((6)): (439-444).  [PMID:22820346]
6. Qian Shang,Jun-Feng Xiang,Ya-Lin Tang.  (2012-07-31)  Screening α-glucosidase inhibitors from mulberry extracts via DOSY and relaxation-edited NNR..  Talanta,  97  (362-367).  [PMID:22841093]
7. Rosemarie E Venier,Suleiman A Igdoura.  (2012-08-16)  Miglustat as a therapeutic agent: prospects and caveats..  Journal of medical genetics,  49  ((9)): (591-597).  [PMID:22892202]
8. Mahdi Amiri,Hassan Y Naim.  (2012-09-15)  Miglustat-induced intestinal carbohydrate malabsorption is due to the inhibition of α-glucosidases, but not β-galactosidases..  Journal of inherited metabolic disease,  35  ((6)): (949-954).  [PMID:22976762]
9. Chie Aoki,Kunihiro Suzuki,Kazunori Yanagi,Hiroko Satoh,Mai Niitani,Yoshimasa Aso.  (2012-09-29)  Miglitol, an anti-diabetic drug, inhibits oxidative stress-induced apoptosis and mitochondrial ROS over-production in endothelial cells by enhancement of AMP-activated protein kinase..  Journal of pharmacological sciences,  120  ((2)): (121-128).  [PMID:23018899]
10. Mark Walterfang,Yin-Hsiu Chien,Jackie Imrie,Derren Rushton,Danielle Schubiger,Marc C Patterson.  (2012-10-09)  Dysphagia as a risk factor for mortality in Niemann-Pick disease type C: systematic literature review and evidence from studies with miglustat..  Orphanet journal of rare diseases,  (76-76).  [PMID:23039766]
11. Joanna L Miller,Ruben Lachica,Andrew C Sayce,James P Williams,Manisha Bapat,Raymond Dwek,P Robert Beatty,Eva Harris,Nicole Zitzmann.  (2012-10-17)  Liposome-mediated delivery of iminosugars enhances efficacy against dengue virus in vivo..  Antimicrobial agents and chemotherapy,  56  ((12)): (6379-6386).  [PMID:23070155]
12. Yoji Hamada,Hiroshi Nagasaki,Masahiro Fuchigami,Shinji Furuta,Yusuke Seino,Jiro Nakamura,Yutaka Oiso.  (2012-12-01)  The alpha-glucosidase inhibitor miglitol affects bile acid metabolism and ameliorates obesity and insulin resistance in diabetic mice..  Metabolism: clinical and experimental,  62  ((5)): (734-742).  [PMID:23194643]
13. Shinji Onose,Ryoichi Ikeda,Kiyotaka Nakagawa,Toshiyuki Kimura,Kenji Yamagishi,Ohki Higuchi,Teruo Miyazawa.  (2012-12-26)  Production of the α-glycosidase inhibitor 1-deoxynojirimycin from Bacillus species..  Food chemistry,  138  ((1)): (516-523).  [PMID:23265519]
14. Makoto Ogata,Naoyuki Umemoto,Takayuki Ohnuma,Tomoyuki Numata,Akari Suzuki,Taichi Usui,Tamo Fukamizo.  (2013-01-11)  A novel transition-state analogue for lysozyme, 4-O-β-tri-N-acetylchitotriosyl moranoline, provided evidence supporting the covalent glycosyl-enzyme intermediate..  The Journal of biological chemistry,  288  ((9)): (6072-6082).  [PMID:23303182]
15. Marc C Patterson,Eugen Mengel,Frits A Wijburg,Audrey Muller,Barbara Schwierin,Harir Drevon,Marie T Vanier,Mercé Pineda.  (2013-01-18)  Disease and patient characteristics in NP-C patients: findings from an international disease registry..  Orphanet journal of rare diseases,  (12-12).  [PMID:23324478]
16. Stephen G Davies,Aude L A Figuccia,Ai M Fletcher,Paul M Roberts,James E Thomson.  (2013-04-11)  Asymmetric syntheses of (-)-1-deoxymannojirimycin and (+)-1-deoxyallonojirimycin via a ring-expansion approach..  Organic letters,  15  ((8)): (2042-2045).  [PMID:23570294]
17. Niklas Mattsson,Jan-Eric Månsson,Maria Blomqvist,Erik Campbell.  (2013-06-12)  [Niemann-Pick type C disease. Rare but possible diagnosis in adult neurology and psychiatry]..  Lakartidningen,  110  ((19-20)): (956-957).  [PMID:23745504]
18. Christina M Ridley,Karen E Thur,Jessica Shanahan,Nagendra Babu Thillaiappan,Ann Shen,Karly Uhl,Charlotte M Walden,Ahad A Rahim,Simon N Waddington,Frances M Platt,Aarnoud C van der Spoel.  (2013-07-25)  β-Glucosidase 2 (GBA2) activity and imino sugar pharmacology..  The Journal of biological chemistry,  288  ((36)): (26052-26066).  [PMID:23880767]
19. Keita Ishibashi,Akemi Hara,Yoshio Fujitani,Toyoyoshi Uchida,Koji Komiya,Motoyuki Tamaki,Hiroko Abe,Takeshi Ogihara,Akio Kanazawa,Ryuzo Kawamori,Hirotaka Watada.  (2013-10-10)  Beneficial effects of vildagliptin combined with miglitol on glucose tolerance and islet morphology in diet-controlled db/db mice..  Biochemical and biophysical research communications,  440  ((4)): (570-575).  [PMID:24103756]
20. Theodora Mauro.  (2014-06-14)  Endoplasmic reticulum calcium, stress, and cell-to-cell adhesion..  The Journal of investigative dermatology,  134  ((7)): (1800-1801).  [PMID:24924761]
21. Gitanjali Bhushan,Levina Lim,Ian Bird,Shubhada K Chothe,Ruth H Nissly,Suresh V Kuchipudi.  (2020-05-07)  Iminosugars With Endoplasmic Reticulum α-Glucosidase Inhibitor Activity Inhibit ZIKV Replication and Reverse Cytopathogenicity in vitro..  Frontiers in microbiology,  11  (531-531).  [PMID:32373079]
22. Gang Pei,Joanna Zyla,Lichun He,Pedro Moura-Alves,Heidrun Steinle,Philippe Saikali,Laura Lozza,Natalie Nieuwenhuizen,January Weiner,Hans-Joachim Mollenkopf,Kornelia Ellwanger,Christine Arnold,Mojie Duan,Yulia Dagil,Mikhail Pashenkov,Ivo Gomperts Boneca,Thomas A Kufer,Anca Dorhoi,Stefan He Kaufmann.  (2021-05-05)  Cellular stress promotes NOD1/2-dependent inflammation via the endogenous metabolite sphingosine-1-phosphate..  The EMBO journal,  40  ((13)): (e106272-e106272).  [PMID:33942347]
23. Manabu Nakashita,Hidekazu Suzuki,Soichiro Miura,Takao Taki,Keita Uehara,Tohru Mizushima,Hiroshi Nagata,Toshifumi Hibi.  (2012-08-25)  Attenuation of acetic acid-induced gastric ulcer formation in rats by glucosylceramide synthase inhibitors..  Digestive diseases and sciences,  58  ((2)): (354-362).  [PMID:22918683]
24. .  (2012-09-29)  Intestinal alpha-glucosidase inhibitors: abdominal gas cysts..  Prescrire international,  21  ((130)): (212-213).  [PMID:23016254]
25. Elisa Lombardo,Cindy P A A van Roomen,Gijs H van Puijvelde,Roelof Ottenhoff,Marco van Eijk,Jan Aten,Johan Kuiper,Herman S Overkleeft,Albert K Groen,Arthur J Verhoeven,Johannes M F G Aerts,Florence Bietrix.  (2012-10-12)  Correction of liver steatosis by a hydrophobic iminosugar modulating glycosphingolipids metabolism..  PloS one,  ((10)): (e38520-e38520).  [PMID:23056165]
26. A V Timokhova,L V Bakinovskiĭ,A I Zinin,V I Popenko,A V Ivanov,P M Rubtsov,S N Kochetkov,S N Belzhelarskaia.  (2012-11-02)  [Affect of deoxynojirimycin derivatives on hepatitis C virus morphogenesis]..  Molekuliarnaia biologiia,  46  ((4)): (644-653).  [PMID:23113354]
27. Timothy M Cox,Dominick Amato,Carla Em Hollak,Cecile Luzy,Mariabeth Silkey,Ruben Giorgino,Robert D Steiner.  (2012-12-29)  Evaluation of miglustat as maintenance therapy after enzyme therapy in adults with stable type 1 Gaucher disease: a prospective, open-label non-inferiority study..  Orphanet journal of rare diseases,  (102-102).  [PMID:23270487]
28. Alexandra Lipski,Hildegard Watzlawick,Stéphanie Ravaud,Xavier Robert,Moez Rhimi,Richard Haser,Ralf Mattes,Nushin Aghajari.  (2013-02-07)  Mutations inducing an active-site aperture in Rhizobium sp. sucrose isomerase confer hydrolytic activity..  Acta crystallographica. Section D, Biological crystallography,  69  ((Pt 2)): (298-307).  [PMID:23385465]
29. Myung-Ji Seo,Young-Do Nam,So-Young Lee,So-Lim Park,Sung-Hun Yi,Seong-Il Lim.  (2013-02-09)  Isolation of the putative biosynthetic gene cluster of 1-deoxynojirimycin by Bacillus amyloliquefaciens 140N, its production and application to the fermentation of soybean paste..  Bioscience, biotechnology, and biochemistry,  77  ((2)): (398-401).  [PMID:23391926]
30. Chaluntorn Vichasilp,Kiyotaka Nakagawa,Phumon Sookwong,Ohki Higuchi,Fumiko Kimura,Teruo Miyazawa.  (2013-02-28)  A novel gelatin crosslinking method retards release of mulberry 1-deoxynojirimycin providing a prolonged hypoglycaemic effect..  Food chemistry,  134  ((4)): (1823-1830).  [PMID:23442626]
31. Megan K Barker,David R Rose.  (2013-03-29)  Specificity of Processing α-glucosidase I is guided by the substrate conformation: crystallographic and in silico studies..  The Journal of biological chemistry,  288  ((19)): (13563-13574).  [PMID:23536181]
32. Magali Savignac,Marina Simon,Anissa Edir,Laure Guibbal,Alain Hovnanian.  (2014-01-07)  SERCA2 dysfunction in Darier disease causes endoplasmic reticulum stress and impaired cell-to-cell adhesion strength: rescue by Miglustat..  The Journal of investigative dermatology,  134  ((7)): (1961-1970).  [PMID:24390139]
33. Alison S Thomas,Atul Mehta,Derralynn A Hughes.  (2014-03-05)  Gaucher disease: haematological presentations and complications..  British journal of haematology,  165  ((4)): (427-440).  [PMID:24588457]
34. You-gui Li,Dong-feng Ji,Shi Zhong,Tian-bao Lin,Zhi-qiang Lv.  (2014-12-03)  Hypoglycemic effect of deoxynojirimycin-polysaccharide on high fat diet and streptozotocin-induced diabetic mice via regulation of hepatic glucose metabolism..  Chemico-biological interactions,  225  (70-79).  [PMID:25446853]

Solution Calculators