125258-60-8

Basic information

• Product Name: 5'-DMTr-2-thio-thyMidine
• Synonyms: 5'-DMTr-2-thio-thyMidine;5'-O-(Dimethoxytrityl)-2-thiothymidine;5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2-thiothymidine;1-((2R,4S,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
• CAS NO: 125258-60-8
• Molecular Formula: C₃₁H₃₂N₂O₆S
• Molecular Weight: 560.66058
• Mol File: 125258-60-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5'-DMTr-2-thio-thyMidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-DMTr-2-thio-thyMidine(125258-60-8)
• EPA Substance Registry System: 5'-DMTr-2-thio-thyMidine(125258-60-8)

Safety Data

• Hazardous Substances Data: 125258-60-8(Hazardous Substances Data)

Upstream product

• 28585-51-5 2-thiothymidine 
• 151503-25-2 3'-p-toluoyl-2-thiothymidine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 

Downstream Products

• 151503-27-4 5’-O-(4,4’-dimethoxytrityl)-2’-deoxy-5-methyl-4-pyrimidinone 
• 1213779-12-4 1-(2'-deoxy-5'-O-4,4'-dimethoxytrityl-β-D-erythro-ribofuranosyl)-2-methylthiothymine 
• 28585-51-5 2-thiothymidine 
• 1213779-13-5 1-(2'-deoxy-5'-O-4,4'-dimethoxytrityl-β-D-erythro-ribofuranosyl)-2-selenothymine 
• 144988-68-1 5’-O-(4,4’-dimethoxytrityl)-2’-deoxy-5-methyl-4-pyrimidinone 2-cyanoethyl N,N-diisopropylphosphoramidite 
• 125258-63-1 Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-4-oxo-2-thioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester 

Relevant articles and documents

Synthesis and base pairing studies of geranylated 2-thiothymidine, a natural variant of thymidine

The synthesis and base pairing of DNA duplexes containing the geranylated 2-thiothymidine have been investigated. This naturally existing hydrophobic modification could grant better base pairing stability to the T-G pair over normal T-A and other mismatch

Fluorescent labeling of s2T-incorporated DNA and m5s2U-modified RNA

We report herein comprehensive investigations of alkylation/sulfur exchange reactions of sulfur-containing substrates including nucleosides such as s2U, m5s2U, s4U, s2A and s2T-incorporated DNA enable by comprehensive screenings of the reagents (2a–2h). It has been proven that iodoacetamide (2a) displays the most promising feasibility toward sulfur-containing substrates including s2T, s2U, m5s2U, s4U and s2A. In sharp contrast, the alkylation process with S-benzyl methanethiosulfonate (BMTS, 2h) displays the best application potential only for s4U. Based on these results, the fluorescent labeling of s2T-incorporated DNA and m5s2U-modified RNA has been achieved. Supplemental data for this article is available online at https://doi.org/10.1080/15257770.2021.1942044.

Nature's Selection of Geranyl Group as a tRNA Modification: The Effects of Chain Length on Base-Pairing Specificity

The recently discovered geranyl modification on the 2-thio position of wobble U34 residues in tRNAGlu, tRNALys, and tRNAGln in several bacteria has been found to enhance the U:G pairing specificity and reduce the frameshif

NOVEL COMPOUNDS AND DERIVATIZATION OF DNAS AND RNAS ON THE NUCLEOBASES OF PYRIMIDINES FOR FUNCTION, STRUCTURE, AND THERAPEUTICS

Disclosed are compounds of formula (I)3 a derivative, or a tautomer thereof, or a pharmaceutically acceptable salt of said compound or said tautomer. Also disclosed are methods of preparing compound of formula (I), a derivative, or a tautomer thereof, or

Efficient desulfurization of 2-thiopyrimidine nucleosides to the corresponding 4-pyrimidinones

A procedure is described for the preparation of 2'-deoxy-4-pyrimidinone (dH2U) and 2'-deoxy-5-methyl-4-pyrimidinone (dH2T) nucleosides. The key transformation is a nearly quantitative desulfurization of the corresponding 2-thio analo

The synthesis of oligodeoxynucleotides containing 2-thiothymine and 5-methyl-4-pyrimidinone base analogues

A procedure is described for the preparation of two thymidine analogues in which the O2-carbonyl is deleted (dH2T) or converted to an O2-thione (ds2T). The phosphoramidites of these nucleosides have been synthes