151252-15-2

Basic information

• Product Name: .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)-
• Synonyms: .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)-
• CAS NO: 151252-15-2
• Molecular Formula: C12H19 N3 O5
• Molecular Weight: 285.3
• Mol File: 151252-15-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)-(151252-15-2)
• EPA Substance Registry System: .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)-(151252-15-2)

Safety Data

• Hazardous Substances Data: 151252-15-2(Hazardous Substances Data)

Usage

Uses

Used in Synthetic Organic Chemistry:
.alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)is used as a key intermediate for the synthesis of various complex organic molecules. Its unique functional groups facilitate multiple chemical reactions, making it a versatile building block in organic synthesis.
Used in Biochemical Research:
In biochemical research, .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)is used as a probe to study the interactions of carbohydrates with proteins and enzymes. Its azido group allows for covalent labeling, which can help elucidate the mechanisms of carbohydrate recognition and processing.
Used in Drug Development:
.alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)is used as a starting material for the development of new drugs targeting carbohydrate-binding proteins, which are involved in various diseases, including cancer and infectious diseases. Its unique structure enables the design of inhibitors or activators with potential therapeutic applications.
Used in Material Science:
.alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)can be employed in the development of novel materials with specific properties, such as carbohydrate-based polymers or glycomaterials, which have applications in areas like drug delivery, sensors, and biocompatible coatings.
Used in Glycobiology and Carbohydrate Chemistry:
In the field of glycobiology and carbohydrate chemistry, .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-1,2:3,4-bis-O-(1-methylethylidene)is used as a model compound to study the structure, function, and biosynthesis of carbohydrates. Its unique features can provide insights into the role of carbohydrates in biological systems and their interactions with other biomolecules.

Upstream product

• 18604-19-8 11,2:4,6-di-O-isopropylidene-α-L-sorbofuranose 
• 151377-80-9 1,2:3,4-Di-O-isopropylidene-α-L-tagatofuranose 
• 151377-79-6 1,2:4,6-Di-O-isopropylidene-α-L-tagatofuranose 
• 1314231-77-0 1,2:3,4-di-O-isopropylidene-6-O-trifluoromethanesulphonyl-L-tagatose 
• 41847-60-3 L-tagatose 

Downstream Products

• 151252-21-0 (3aS,4R,7S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol 
• 151252-18-5 (3aR,6S,6aR)-6-Azidomethyl-4-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol 

Relevant articles and documents

Looking-glass synergistic pharmacological chaperones: DGJ and L-DGJ from the enantiomers of tagatose

The enantiomers of tagatose are converted to l-DGJ [a noncompetitive inhibitor of human lysosome α-galactosidase A (α-Gal A), K i 38.5 μM] and DGJ [a competitive inhibitor of α-Gal A, Ki 15.1 nM] in 66% yield. l-DGJ and DGJ provide the first examples of pharmacological chaperones that (a) are enantiomeric iminosugars and (b) have synergistic activity with implications for the treatment of lysosomal storage disorders and other protein deficiencies.