20590-53-8

Basic information

• Product Name: 1,2-O-ISOPROPYLIDENE-5-O-TRIPHENYLMETHYL-ALPHA-D-XYLOFURANOSIDE
• Synonyms: 1,2-O-ISOPROPYLIDENE-5-O-TRIPHENYLMETHYL-ALPHA-D-XYLOFURANOSIDE;1,2-O-(1-Methylethylidene)-5-O-(triphenylMethyl)-alpha-D-xylofuranose;(3aR,5R,6S,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol(WX191813)
• CAS NO: 20590-53-8
• Molecular Formula: C₂₇H₂₈O₅
• Molecular Weight: 432.50822
• Mol File: 20590-53-8.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-O-ISOPROPYLIDENE-5-O-TRIPHENYLMETHYL-ALPHA-D-XYLOFURANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-O-ISOPROPYLIDENE-5-O-TRIPHENYLMETHYL-ALPHA-D-XYLOFURANOSIDE(20590-53-8)
• EPA Substance Registry System: 1,2-O-ISOPROPYLIDENE-5-O-TRIPHENYLMETHYL-ALPHA-D-XYLOFURANOSIDE(20590-53-8)

Safety Data

• Hazardous Substances Data: 20590-53-8(Hazardous Substances Data)

Usage

General Description

1,2-O-ISOPROPYLIDENE-5-O-TRIPHENYLMETHYL-ALPHA-D-XYLOFURANOSIDE is a complex chemical compound with a complicated name. It is an isopropylidene derivative of alpha-D-xylofuranose, a type of sugar molecule. The presence of triphenylmethyl group in the compound makes it relatively stable and inert, and it is commonly used as a protecting group for the hydroxyl group in organic synthesis. 1,2-O-ISOPROPYLIDENE-5-O-TRIPHENYLMETHYL-ALPHA-D-XYLOFURANOSIDE has potential applications in pharmaceuticals and biotechnology as a building block for more complex molecules due to its unique structure and reactivity. Additionally, it could also find use as a chiral building block in the synthesis of various stereochemically pure compounds.

Upstream product

• 76-83-5 trityl chloride 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 312493-51-9 (((4-methoxybenzyl)oxy)methanetriyl)tribenzene 
• 141561-63-9 (((3-methylbut-2-en-1-yl)oxy)methanetrityl)tribenzene 
• 532-20-7 α-D-xylofuranose 
• 20881-04-3 1,2:3,5-di-O-isopropylidene-D-xylofuranose 
• 1352550-60-7 3-O-chloroacetyl-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 
• 87-72-9 D-Xylose 
• 532-20-7 D-xylofuranose 

Downstream Products

• 67850-91-3 O¹,O²-isopropylidene-O³-methyl-O⁵-trityl-α-D-xylofuranose 
• 116841-91-9 (1,2-O-Isopropyliden-5-O-(triphenylmethyl)-α-D-xylofuranose-3-O-yl)-phenylglyoxylat 
• 84218-90-6 1,2-O-isopropylidene-3-O<(methylthio)thiocarbonyl>-5-O-trityl-α-D-xylofuranose 
• 185541-37-1 1,2-O-isopropylidene-3-O-benzyl-5-O-triphenylmethyl-α-D-xylofuranoside 
• 177280-81-8 (Z) 3-O-(but-1'-en-3'-ynyl)-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 
• 177280-82-9 (E) 3-O-(but-1'-en-3'-ynyl)-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 
• 192196-58-0 1,2-O-isopropylidene-3-octyloxy-5-O-trityl-D-xylofuranose 
• 189076-82-2 5-O-trityl-3-O-n-dodecyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 114861-14-2 1,2-O-isopropylidene-5-O-(t-butyldiphenylsilyl)-α-D-xylofuranose 
• 218146-76-0 3-O-ethynyl-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 
• 226256-01-5 3-S-(benzothiazol-2-yl)-1,2-O-isopropylidene-3-thio-5-O-trityl-α-D-ribofuranose 
• 261525-11-5 1,2-O-isopropylidene-3-O-allyl-5-O-triphenylmethyl-α-D-xylofuranoside 
• 262300-87-8 1,2-O-isopropylidene-3-O-propargyl-5-O-trityl-α-D-xylofuranose 
• 20590-54-9 1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose 

Relevant articles and documents

Karrikins from plant smoke modulate bacterial quorum sensing

The discovery that plant smoke contains germination stimuli has led to the identification of a new class of signaling molecules named karrikins. Here we report a potential second role for these molecules: in various bacterial species-A. tumefaciens, P. aeruginosa and V. harveyi-they modulate bacterial quorum-sensing (QS), with very different outcomes. the Partner Organisations 2014.

Computer Modelling and Synthesis of Deoxy and Monohydroxy Analogues of a Ribitylaminouracil Bacterial Metabolite that Potently Activates Human T Cells

5-(2-Oxopropylideneamino)-6-d-ribitylaminouracil (5-OP-RU) is a natural product formed during bacterial synthesis of vitamin B2. It potently activates mucosal associated invariant T (MAIT) cells and has immunomodulatory, inflammatory, and anticancer properties. This highly polar and unstable compound forms a remarkably stable Schiff base with a lysine residue in major histocompatibility complex class I–related protein (MR1) expressed in antigen-presenting cells. Inspired by the importance of the ribityl moiety of 5-OP-RU for binding to both MR1 and the T cell receptor (TCR) on MAIT cells, each OH was removed in silico. DFT calculations and MD simulations revealed a very stable hydrogen bond between the C3′?OH and uracil N1H, which profoundly restricts flexibility and positioning of each ribityl-OH, potentially impacting their interactions with MR1 and TCR. By using deoxygenation strategies and kinetically controlled imine formation, four monodeoxyribityl and four monohydroxyalkyl analogues of 5-OP-RU were synthesised as new tools for probing T cell activation mechanisms.

CYCLIC DI-NUCLEOTIDE COMPOUNDS AND METHODS OF USE

Disclosed are cyclic-di-nucleotide cGAMP analogs, methods of synthesizing the compounds, pharmaceutical compositions comprising the compounds thereof, and use of compounds and compositions in medical therapy.