Deoxyfuconojirimycin Hydrochloride (DFJ), CAS [[210174-73-5]]

Artikelnummer: USB-D3187-83D
Artikelname: Deoxyfuconojirimycin Hydrochloride (DFJ), CAS [[210174-73-5]]
Artikelnummer: USB-D3187-83D
Hersteller Artikelnummer: D3187-83D
Alternativnummer: USB-D3187-83D-5, USB-D3187-83D-10
Hersteller: US Biological
Kategorie: Biochemikalien
A powerful and specific inhibitor of several alpha-L-fucosidases. Deoxyfuconojirimycin (1,5-dideoxy-1,5-imino-L-fucitol) is a potent, specific and competitive inhibitor (Ki 1 x 10(-8) M) of human liver alpha-L-fucosidase (EC 3.2.1.51). Six structural analogues of this compound were synthesized and tested for their ability to inhibit alpha-L-fucosidase and other human liver glycosidases. It is concluded that the minimum structural requirement for inhibition of alpha-L-fucosidase is the correct configuration of the hydroxy groups at the piperidine ring carbon atoms 2, 3 and 4. Different substituents in either configuration at carbon atom 1 (i.e. 1 alpha- and beta-homofuconojirimycins) and at carbon atom 5 may alter the potency but do not destroy the inhibition of alpha-L-fucosidase. The pH-dependency of the inhibition by these amino sugars suggests very strongly that inhibition results from the formation of an ion-pair between the protonated inhibitor and a carboxylate group in the active site of the enzyme. Deoxymannojirimycin (1,5-dideoxy-1,5-imino-D-mannitol) is also a more potent inhibitor of alpha-L-fucosidase than of alpha-D-mannosidase. This can be explained by viewing deoxymannojirimycin as beta-L-homofuconojirimycin lacking the 5-methyl group. Conversely, beta-L-homo analogues of fuconojirimycin can also be regarded as derivatives of deoxymannojirimycin. This has permitted deductions to be made about the structural requirements of inhibitors of alpha- and beta-D-mannosidases. Synonyms: (2S,3R,4S,5R)-2-Methyl-3,4,5-piperidinetriol, 1,5-Dideoxy-1,5-imino-L-fucitol CAS No: 210174-73-5 Molecular Formula: C6H13NO3HCl Molecular Weight: 183.63 Purity (HPLC): ~98% Appearance: Pale beige to beige solid Method for Detemining Identity: Proton NMR Spectroscopic and Mass Spectrometric Analysis Elemental Analysis: As reported Specific Rotation: As reported Storage and Stability: May be stored at 4C. Do not freeze. Stable for 6 months after receipt. Hygroscopic store under under inert atmosphere.
Molekulargewicht: 183.63
CAS Nummer: [210174-73-5]