AMP-Deoxynojirimycin

货号： 10010332-500      产品名称： AMP-Deoxynojirimycin   品牌： Cayman 规格： 500 碌g 3周

AMP-Deoxynojirimycin Exclusive
Cayman Chemical Item Number 10010332
Description The lipid messenger ceramide is converted to glucosylceramide by glucosylceramide synthase (GCS). In the reverse direction, non-lysosomal glucosylceramidase (GCase), also known as β-glucosidase 2 (BGD),1↗ cleaves the glucosyl moiety from glucosylceramide, liberating ceramide, which can be converted into sphingomyelin.2↗ AMP-deoxynojirimycin (AMP-dNM) is a hydrophobic derivative of dNM. It potently inhibits BGD (IC50 = 0.3 nM),3↗ less potently antagonizes GCS (IC50 = 25 nM),2↗ but only poorly inhibits other GCase isoforms. AMP-dNM has been shown to strongly suppress inflammation in a murine model of hapten-induced colitis,4↗ enhance insulin sensitivity in murine and rat models of insulin resistance,5↗ and induce sterol regulatory element-binding protein-regulated gene expression and cholesterol synthesis in HepG2 cells.1↗
Synonyms AMP-dNM,N-(5-adamantane-1-yl-methoxy-pentyl)-Deoxynojirimycin,Adamantane-pentyl-dNM
Formal Name 2R-​(hydroxymethyl)-​1-​[5-​(tricyclo[3.3.2.13,​7]dec-​1-​ylmethoxy)pentyl]-​3R,​4R,​5S-​piperidinetriol
CAS Number 216758-20-2
Molecular Formula C22H39NO5
Formula Weight 397.6
Formulation A solution in ethanol
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES OC[C@H]​1N(CCCCCOCC23CC4CC(CC(C4)​C3)​C2)​C[C@H]​(O)​[C@@H]​(O)​[C@@H]​1O 
InCHI Code ​1S/C22H39NO5/c24-13-18-20(26)​21(27)​19(25)​12-23(18)​4-2-1-3-5-28-14-22-9-15-6-16(10-22)​8-17(7-15)​11-22/h15-21,24-27H,1-14H2/t15-,16+,17-,18-,19+,20-,21-,22/m1/s1 
InCHI Key XVYLNHVEAOOEGI-OIPNBASOSA-N

-20°C