847-21-2

Basic information

• Product Name: thymidine-5'-monophosphate anion
• Synonyms: thymidine-5'-monophosphate anion
• CAS NO: 847-21-2
• Molecular Weight: 321.204
• Mol File: 847-21-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: thymidine-5'-monophosphate anion(CAS DataBase Reference)
• NIST Chemistry Reference: thymidine-5'-monophosphate anion(847-21-2)
• EPA Substance Registry System: thymidine-5'-monophosphate anion(847-21-2)

Safety Data

• Hazardous Substances Data: 847-21-2(Hazardous Substances Data)

Upstream product

• 90729-89-8 (3'-amino-3'-deoxythymidylyl)-(3'->5')-thymidine 
• 70900-93-5 P,P-dithio-[5']thymidylic acid S,S'-diphenyl ester 

Relevant articles and documents

Stereochemistry of internucleoside phosphorus atom affects sugar pucker and acid hydrolysis of N3′-P5′ thio-phosphoramidates

Investigation of the sugar pucker of the two diastereomers of dinucleotide N3′-P5′-thio-phosphoramidates TNPSTNH2 and TNPSTOH shows that the Sp isomer adopts a more C3′-endo (North) sugar ring configuration than the Rp counterpart. In contrast, P-stereochemistry of oligonucleotide phosphorothioate (O3′-P5′) compounds has no effect on the nucleoside sugar puckering. This difference is also reflected in the different rate of acid hydrolysis for the two isomers. Thus, the Rp stereoisomer with less prevalent C3′-endo configuration has an acid hydrolysis rate constant ~50% higher than that of the Sp molecule. The TNPOTNH2 and TNPOTOH dinucleotides are hydrolyzed an order of magnitude faster than TNPSTNH2 and TNPSTOH, respectively. In addition, dinucleotides with the terminal 3′-OH group are hydrolyzed two times faster than their 3′-NH2 counterparts.

Synthesis and Properties of S,S-Diaryl Thymidine Phosphorodithioates

Appropriately protected and unprotected S,S-diphenyl thymidine 3'- or 5'-phosphorodithioates and S,S-bis(4-methoxyphenyl) thymidine 3'- or 5'-phosphorodithioates were successfully prepared by the reaction of the thymidine derivatives with cyclohexylammoni