7561-54-8Relevant academic research and scientific papers
Synthesis of new dinucleotide mRNA Cap analogs containing 2, 6-diaminopurine moiety
Kore, Anilkumar R.,Charles, Irudaya
, p. 200 - 202 (2010)
The first example of the synthesis of cap analog derivatives having 2, 6-diaminopurine nucleoside has been described. The desired modified cap analogs m7G[5']ppp[5']2-aminoA 6 and m2 7,3'°G[5']ppp[5']2-aminoA 7 were obtained from the coupling reaction of imidazolide salt of 2-amino adenosine [5'] monophosphate with its corresponding TEA salt of m7GDP in the presence of ZnCl2 as a catalyst in 73% and 64% yield, respectively. The structures of new cap analogs were confirmed by LC/MS, 1H and 31P NMR.
Identification of critical ligand binding determinants in Mycobacterium tuberculosis adenosine-5′-phosphosulfate reductase
Hong, Jiyoung A.,Bhave, Devayani P.,Carroll, Kate S.
experimental part, p. 5485 - 5495 (2010/06/19)
Mycobacterium tuberculosis adenosine-5′-phosphosulfate (APS) reductase is an iron-sulfur protein and a validated target to develop new antitubercular agents, particularly for the treatment of latent infection. To facilitate the development of potent and specific inhibitors of APS reductase, we have probed the molecular determinants that underlie binding and specificity through a series of substrate and product analogues. Our study highlights the importance of specific substitutent groups for substrate binding and provides functional evidence for ligand-specific conformational states. An active site model has been developed for M. tuberculosis APS reductase that is in accord with the results presented here as well as prior structural data reported for Pseudomonas aeruginosa APS reductase and related enzymes. This model illustrates the functional features required for the interaction of APS reductase with a ligand and provides a pharmacological roadmap for the rational design of small molecules as potential inhibitors of APS reductase present in human pathogens, including M. tuberculosis.
Synthesis of pyrophosphates for in vitro selection of catalytic RNA molecules
Kim, Hyo-Joong,Kim, Myong Jung,Karalkar, Nilesh,Hutter, Daniel,Benner, Steven A.
, p. 43 - 56 (2008/09/18)
Reported here are synthetic routes to pyrophosphates linking riboflavin with various nucleosides. The focus is on a flavin-uracil dinucleotide having a biotin tag on the uracil, a molecule that has potential value in the selection of RNA enzymes that catalyze the template-directed polymerization of RNA in the 3′-to-5′ direction, which is the direction opposite that catalyzed by standard protein polymerases. Two detailed procedures are presented to prepare this new compound, as well as one procedure to prepare the new flavin-2,6-diaminopurine dinucleotide. Copyright Taylor & Francis Group, LLC.
Substitution of adenine by purine-2,6-diainine improves the nonenzymatic oligomerization of ribonucleotides on templates containing thymidine
Hartel, Christian,Goebel, Michael W.
, p. 2541 - 2549 (2007/10/03)
A standard DNA sequencer was used as a novel and highly efficient tool to study the template-controlled polymerization of RNA. When labeled with appropriate fluorescent dyes, primers and their extension products could be separated and quantified with excellent sensitivity, reproducibility, and speed. The new technique was applied to compare the template-controlled incorporation of adenosine mononucleotide 2 and its purine-2,6-diamine analogue 3, the latter being capable of forming three H-bonds with thymidine or uridine residues. The rates and yields of incorporation are similar when only one thymidine unit is available for pairing in the template (see template 6 and Table 2). However, on template 7 with two consecutive thymidine residues, purine-2,6-diamine is clearly ahead of adenine (see Table 3). This advantage is most pronounced when the template contains stretches of three and four thymidine moieties (see templates 8 and 9 and Tables 4 and 5, resp.).
