325684-00-2Relevant academic research and scientific papers
Efficient construction of a stable linear gene based on a TNA loop modified primer pair for gene delivery
Ding, Baoquan,Han, Lin,Liu, Jianbing,Lu, Xuehe,Wu, Tiantian,Wu, Xiaohui
supporting information, p. 9894 - 9897 (2020/09/09)
A terminal-closed linear gene with strong exonuclease resistance and serum stability was successfully constructed by polymerase chain reaction (PCR) with an α-l-threose nucleic acid (TNA) loop modified primer pair, which can be used as an efficient gene e
Amidate Prodrugs of Deoxythreosyl Nucleoside Phosphonates as Dual Inhibitors of HIV and HBV Replication
Liu, Chao,Dumbre, Shrinivas G.,Pannecouque, Christophe,Huang, Chunsheng,Ptak, Roger G.,Murray, Michael G.,De Jonghe, Steven,Herdewijn, Piet
, p. 9513 - 9531 (2016/11/11)
The synthesis of four l-2′-deoxy-threose nucleoside phosphonates with the natural nucleobases adenine, thymine, cytosine, and guanosine has been performed. Especially the adenine containing analogue (PMDTA) was endowed with potent antiviral activity displ
A Scalable Synthesis of α-L-Threose Nucleic Acid Monomers
Sau, Sujay P.,Fahmi, Nour Eddine,Liao, Jen-Yu.,Bala, Saikat,Chaput, John C.
, p. 2302 - 2307 (2016/04/04)
Recent advances in polymerase engineering have made it possible to copy information back and forth between DNA and artificial genetic polymers composed of TNA (α-l-threofuranosyl-(3′,2′) nucleic acid). This property, coupled with enhanced nuclease stability relative to natural DNA and RNA, warrants further investigation into the structural and functional properties of TNA as an artificial genetic polymer for synthetic biology. Here, we report a highly optimized chemical synthesis protocol for constructing multigram quantities of TNA nucleosides that can be readily converted to nucleoside 2′-phosphoramidites or 3′-triphosphates for solid-phase and polymerase-mediated synthesis, respectively. The synthetic protocol involves 10 chemical transformations with three crystallization steps and a single chromatographic purification, which results in an overall yield of 16-23% depending on the identity of the nucleoside (A, C, G, T).
Synthesis and polymerase incorporation of β,γ-modified α-L-threofuranosyl thymine triphosphate mimics
Chen, Zhe,Meek, Kirsten N.,Rangel, Alexandra E.,Heemstra, Jennifer M.
, p. 3958 - 3962 (2016/08/01)
Three β,γ-modified α-L-threofuranosyl nucleoside triphosphates were synthesized. The β,γ-modified tTTPs undergo a single incorporation event with HIV RT but undergo multiple incorporations to form full-length product with engineered thermophilic polymeras
The α-L-Threofuranosyl-(3′ → 2′)-oligonucleotide system ('TNA'): Synthesis and pairing properties
Schoening, Kai-Uwe,Scholz, Peter,Wu, Xiaolin,Guntha, Sreenivasulu,Delgado, Guillermo,Krishnamurthy, Ramanarayanan,Eschenmoser, Albert
, p. 4111 - 4153 (2007/10/03)
Our studies of α-L-Threofuranosyl-(3′ → 2′)-oligonucleotides ('TNA') are part of a systematic experimental inquiry into the base-pairing properties of potentially natural nucleic acid alternatives taken from RNA's close structural neighborhood. TNA is an efficient Watson-Crick base-pairing system and has the capability of informational cross-pairing with both RNA and DNA. This property, together with the system's constitutional and (presumed) generational simplicity, warrants special scrutiny of TNA in the context of the search for chemical clues to RNA's origin.
