Structure
(Structure of D3187-83D.(2S,3R,4S,5R)-2-Methyl-3,4,5-piperidinetriol; 1,5-Dideoxy-1,5-imino-L-fucitol)
Deoxyfuconojirimycin, Hydrochloride Biochemical
Deoxyfuconojirimycin, Hydrochloride (DFJ)
Synonyms
Deoxyfuconojirimycin; Hydrochloride; Hydrochloride (DFJ); Hydrochloride biochemical
Form/Format
Supplied as off-white powder.
CAS Number
99212-30-3
Molecular Formula
C6H13NO3• HCl
Melting Point
77-80 degree C
Preparation and Storage
May be stored at RT for short-term only. Long-term storage is recommended at -20 degree C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Structure
(Structure of D3187-83D.(2S,3R,4S,5R)-2-Methyl-3,4,5-piperidinetriol; 1,5-Dideoxy-1,5-imino-L-fucitol)
Structure
(Structure of D3187-83D.(2S,3R,4S,5R)-2-Methyl-3,4,5-piperidinetriol; 1,5-Dideoxy-1,5-imino-L-fucitol)
Related Product Information for Deoxyfuconojirimycin, Hydrochloride biochemical
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.
Product Categories/Family for Deoxyfuconojirimycin, Hydrochloride biochemical
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Product Notes
The Deoxyfuconojirimycin, Hydrochloride (Catalog #AAA6044002) is a Biochemical and is intended for research purposes only. The product is available for immediate purchase. It is sometimes possible for the material contained within the vial of "Deoxyfuconojirimycin, Hydrochloride, Biochemical" to become dispersed throughout the inside of the vial, particularly around the seal of said vial, during shipment and storage. We always suggest centrifuging these vials to consolidate all of the liquid away from the lid and to the bottom of the vial prior to opening. Please be advised that certain products may require dry ice for shipping and that, if this is the case, an additional dry ice fee may also be required.Precautions
All products in the AAA Biotech catalog are strictly for research-use only, and are absolutely not suitable for use in any sort of medical, therapeutic, prophylactic, in-vivo, or diagnostic capacity. By purchasing a product from AAA Biotech, you are explicitly certifying that said products will be properly tested and used in line with industry standard. AAA Biotech and its authorized distribution partners reserve the right to refuse to fulfill any order if we have any indication that a purchaser may be intending to use a product outside of our accepted criteria.Disclaimer
Though we do strive to guarantee the information represented in this datasheet, AAA Biotech cannot be held responsible for any oversights or imprecisions. AAA Biotech reserves the right to adjust any aspect of this datasheet at any time and without notice. It is the responsibility of the customer to inform AAA Biotech of any product performance issues observed or experienced within 30 days of receipt of said product. To see additional details on this or any of our other policies, please see our Terms & Conditions page.Item has been added to Shopping Cart
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