799773-85-6

Basic information

• Product Name: 9H-Xanthene, 9-chloro-2,7-dimethyl-9-phenyl-
• CAS NO: 799773-85-6
• Molecular Formula: C21H17ClO
• Molecular Weight: 320.818
• Mol File: 799773-85-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 9H-Xanthene, 9-chloro-2,7-dimethyl-9-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Xanthene, 9-chloro-2,7-dimethyl-9-phenyl-(799773-85-6)
• EPA Substance Registry System: 9H-Xanthene, 9-chloro-2,7-dimethyl-9-phenyl-(799773-85-6)

Safety Data

• Hazardous Substances Data: 799773-85-6(Hazardous Substances Data)

Upstream product

• 1411696-46-2 DMPx-OMe 
• 1579-40-4 1,1'-oxybis(4-methyl-benzene) 
• 65-85-0 benzoic acid 
• 7573-15-1 2,7-dimethylxanthen-9-one 
• 854864-70-3 2, 7-dimethyl-9-phenyl xanthen-9-ol 
• 51009-90-6 2,7-dimethyl-9-phenyl-xanthene 

Downstream Products

• 1520896-18-7 C₄₉H₅₅N₈O₆P 
• 1520896-72-3 C₄₃H₅₁N₈O₆P 
• 1520896-36-9 C₃₄H₃₄N₆O₅ 
• 1520896-39-2 C₃₂H₃₁N₃O₆ 
• 1520896-11-0 C₃₈H₃₆N₆O₆ 
• 1520896-13-2 C₄₇H₅₃N₈O₇P 
• 1520896-16-5 C₄₀H₃₈N₆O₅ 
• 1520896-23-4 C₄₁H₃₇N₇O₅ 
• 1520896-25-6 C₅₀H₅₄N₉O₆P 

Relevant articles and documents

Utility of 5'-o-2,7-dimethylpixyl for solid-phase synthesis of oligonucleotides containing acid-sensitive 8-aryl-guanine adducts

To study the structural and biological impact of 8-aryl-2'-deoxyguanosine adducts, an efficient protocol is required to incorporate them site-specifically into oligonucleotide substrates. Traditional phosphoramidite chemistry using 5'- O-DMT protection can be limiting because 8-aryl-dG adducts suffer from greater rates of acid-catalyzed depurination than dG and are sensitive to the acidic deblock conditions required to remove the DMT group. Herein we show that the 5'-O-2,7- dimethylpixyl (DMPx) protecting group can be used to limit acid exposure and improve DNA synthesis efficiency for DNA substrates containing 8-aryl-dG adducts. Our studies focus on 8-aryl-dG adducts with 8-substituents consisting of furyl (FurdG), phenyl (PhdG), 4-cyanophenyl (CNPhdG), and quinolyl (QdG). These adducts differ in ring size and sensitivity to acid-promoted deglycosylation. A kinetic study for adduct hydrolysis in 0.1 M aqueous HCl determined that FurdG was the most acid-sensitive (55.2-fold > dG), while QdG was the most resistant (5.6-fold > dG). The most acid-sensitive FurdG was chosen for optimization of solid-phase DNA synthesis. Our studies show that the 5'-O-DMPx group can provide a 4-fold increase in yield compared to 5'- O-DMT for incorporation of FurdG into DNA substrates critical for determining adduct impact on DNA synthesis and repair.

SUBSTITUTED PIXYL PROTECTING GROUPS FOR OLIGONUCLEOTIDE SYNTHESIS

The present invention describes an improved hydroxyl protecting group of formula (1), wherein R2 and R7 are specified substituents and Q is O, S, NR10 or N(C=O)R10.