1452390-85-0

Basic information

• Product Name: (S)-1-(4-(bis(4-methoxyphenyl)(phenyl)methoxy)-2-hydroxybutyl)-5-methylpyrimidine-2,4(1H,3H)-dione
• Synonyms: (S)-1-(4-(bis(4-methoxyphenyl)(phenyl)methoxy)-2-hydroxybutyl)-5-methylpyrimidine-2,4(1H,3H)-dione
• CAS NO: 1452390-85-0
• Molecular Weight: 516.594
• Mol File: 1452390-85-0.mol

Chemical Properties

• CAS DataBase Reference: (S)-1-(4-(bis(4-methoxyphenyl)(phenyl)methoxy)-2-hydroxybutyl)-5-methylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(4-(bis(4-methoxyphenyl)(phenyl)methoxy)-2-hydroxybutyl)-5-methylpyrimidine-2,4(1H,3H)-dione(1452390-85-0)
• EPA Substance Registry System: (S)-1-(4-(bis(4-methoxyphenyl)(phenyl)methoxy)-2-hydroxybutyl)-5-methylpyrimidine-2,4(1H,3H)-dione(1452390-85-0)

Safety Data

• Hazardous Substances Data: 1452390-85-0(Hazardous Substances Data)

Upstream product

• 1452390-84-9 (S)-2-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)oxirane 
• 65-71-4 thymin 

Relevant articles and documents

Design, synthesis, biophysical and primer extension studies of novel acyclic butyl nucleic acid (BuNA)

A novel nucleic acid analogue called acyclic (S)-butyl nucleic acid (BuNA) composed of an acyclic backbone containing a phosphodiester linkage and bearing natural nucleobases was synthesized. Next, (S)-BuNA nucleotides were incorporated in DNA strands and their effect on duplex stability and changes in structural conformation were investigated. Circular dichroism (CD), UV-melting and non-denatured gel electrophoresis (native PAGE) studies revealed that (S)-BuNA is capable of making duplexes with its complementary strands and integration of (S)-BuNA nucleotides into DNA duplex does not alter the B-type-helical structure of the duplex. Furthermore, (S)-BuNA oligonucleotides and (S)-BuNA substituted DNA strands were studied as primer extensions by DNA polymerases. This study revealed that the acyclic scaffold is tolerated by enzymes and is therefore to some extent biocompatible.

Acyclic butyl nucleic acid (BuNA): A novel scaffold for A-switch

The construction of an A-switch, derived from the artificial nucleic acid called acyclic Butyl Nucleic Acid (BuNA) was accomplished. The phosphoramidite building blocks of (S)-BuNA were synthesized from (R)-aspartic acid. To demonstrate its use as an A-switch, a stretch of polyadenine nucleotides of (S)-BuNA was studied by circular dichroism (CD) and ultraviolet (UV) spectroscopy under neutral and acidic conditions. Acid-base titration revealed two state transitions at pH 4.8 and highly pH-dependent structural conformation reversibility. Thermal melting (Tm) studies suggest that at neutral pH, poly BuNA(A) is a weakly organized single strand, while at low pH it adopts a highly organized and rigid structure. Furthermore, MALDI-TOF-MS data revealed intermolecular interactions which led to the formation of an A-motif composed of a double helical structure. Since BuNA does not suffer from depurination under acidic conditions, this allowed us to determine the thermodynamic parameters of the A-motif. This is the first report of the construction of an A-switch using artificial nucleic acids.