110319-61-4

Basic information

• Product Name: 1,2:3,4-di-O-isopropylidene-β-D-galactopyranose
• Synonyms: 1,2:3,4-di-O-isopropylidene-β-D-galactopyranose
• CAS NO: 110319-61-4
• Molecular Weight: 260.287
• Mol File: 110319-61-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,2:3,4-di-O-isopropylidene-β-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:3,4-di-O-isopropylidene-β-D-galactopyranose(110319-61-4)
• EPA Substance Registry System: 1,2:3,4-di-O-isopropylidene-β-D-galactopyranose(110319-61-4)

Safety Data

• Hazardous Substances Data: 110319-61-4(Hazardous Substances Data)

Upstream product

• 1990-29-0 D-altrose 
• 67-64-1 acetone 
• 59-23-4 D-Galactose 
• 1668-08-2 L-galactono-1,4-lactone 
• 3891-59-6 2,3,4,5,6-penta-O-acetyl-aldehydo-L-galactose 
• 15572-79-9 aldehydo-L-Galactose 
• 1372610-16-6 1,2,3,4,5-penta-O-acetyl-D-galactitol 
• 1372792-90-9 1,2,3,4,5-penta-O-acetyl-6-O-benzyl-D-galactitol 
• 118893-76-8 C₂₆H₂₄O₈ 
• 118920-26-6 C₂₃H₂₀O₈ 
• 99166-39-9 (3aR,5S,5aR,8aS,8bR)-5-Furan-2-yl-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 
• 118893-77-9 (3aR,5S,6R,7S,7aR)-5-Furan-2-yl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol 
• 357611-28-0 2,3,4,5,6-penta-O-trimethylsilyl-D-galactose diethyl dithioacetal 
• 357611-31-5 2,3,4,5-tetra-O-trimethylsilyl-D-galacto-hexodialdose-1 diethyl dithioacetal 

Downstream Products

• 138332-00-0 6-azido-L-galactose 
• 70932-43-3 (3aS,5S,5aR,8aR,8bS)-5-(benzyloxymethyl)-2,2,7,7-tetramethyltetrahydro-3aH-bis-[1,3]-dioxolo-[4,5-b:4',5'-d]-pyran 
• 196942-01-5 1,2,3,4-tetra-O-acetyl- 6-O-benzyl-α/β-D-galactopyranoside 
• 20675-63-2 6-O-benzyl-D-galactose 
• 138332-00-0 6-azido-6-deoxy-D-galactopyranose 
• 212483-93-7 (3R,4S,5R,6S)-3,4,5,6-tetrahydroxyazepine 
• 110319-43-2 6-O-(tert-butyldiphenylsilyl)-1,2:3,4-di-O-isopropylidene-β-D-galactopyranose 
• 35526-05-7 6-O-benzyl-1,2-3,4-di-O-isopropylidene-D-galactopyranoside 
• 245343-35-5 4-{2-Benzyloxy-1-benzyloxymethyl-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-ethylcarbamoyl}-butyric acid benzyl ester 

Relevant articles and documents

Triphenylphosphine polymer-bound/iodine complex: A suitable reagent for the preparation of O-isopropylidene sugar derivatives

O-Isopropylidene derivatives of sugars are readily prepared by using the Lewis acid and dehydrating agent triphenylphosphine polymer-bound/I2 complex. This new method is characterized by smooth, non-equilibrating reaction conditions and a very clean, simple work-up, making it particularly suitable for O-isopropylidenation of sugars under mild conditions and with low environmental impact. Georg Thieme Verlag Stuttgart.

Fluorescently labeled substrates for monitoring α1,3- fucosyltransferase IX activity

Fucosylation is often the final process in glycan biosynthesis. The resulting glycans are involved in a variety of biological processes, such as cell adhesion, inflammation, or tumor metastasis. Fucosyltransferases catalyze the transfer of fucose residues from the activated donor molecule GDP-β-L-fucose to various acceptor molecules. However, detailed information about the reaction processes is still lacking for most fucosyltransferases. In this work we have monitored α1,3-fucosyltransferase activity. For both donor and acceptor substrates, the introduction of a fluorescent ATTO dye was the last step in the synthesis. The subsequent conversion of these substrates into fluorescently labeled products by α1,3-fucosyltransferases was examined by high-performance thin-layer chromatography coupled with mass spectrometry as well as dual-color fluorescence cross-correlation spectroscopy, which revealed that both fluorescently labeled donor GDP-β-L-fucose-ATTO 550 and acceptor N-acetyllactosamine-ATTO 647N were accepted by recombinant human fucosyltransferase IX and Helicobacter pylori α1,3- fucosyltransferase, respectively. Analysis by fluorescence cross-correlation spectroscopy allowed a quick and versatile estimation of the progress of the enzymatic reaction and therefore this method can be used as an alternative method for investigating fucosyltransferase reactions. Fucosyl transfer: Two substrates of α1,3-fucosyltransferase IX have been labeled with ATTO dyes to monitor the enzymatically catalyzed transfer of the sugar moiety (see figure). The labeled guanosine diphosphate-fucose derivative was prepared by using cycloSal technology. The successful transfer reaction was first proven by high-performance thin-layer chromatography coupled with mass spectrometry. Fluorescence cross-correlation spectroscopy proved to be a suitable method for monitoring the enzyme activity.

1,2;3,4-Di-O-isopropylidene-l-galactose synthesis from its d-enantiomer

Easy procedure was devised to obtain di-O-isopropylidene-l-galactose from di-O-isopropylidene-d-galactose.