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Literature DB >> 18078759

Synthesis and solution conformation studies of 3-substituted uridine and pseudouridine derivatives.

Yu-Cheng Chang¹, Jayatilake Herath, Tony H-H Wang, Christine S Chow.

Abstract

A series of 3-substituted uridine and pseudouridine derivatives, based on the naturally occurring 3-(3-amino-3-carboxypropyl) modification, were synthesized. Their aqueous solution conformations were determined by using circular dichroism and NMR spectroscopy. Functional group composition and chain length were shown to have only a subtle influence on the distribution of syn/anti conformations of the modified nucleosides. The dominating factor appears to be the glycosidic linkage (C- vs. N-glycoside) in determining the nucleoside conformation.

Entities: Chemical Gene

Mesh：

Substances：
Uridine

Year: 2007 PMID： 18078759 PMCID： PMC2295217 DOI： 10.1016/j.bmc.2007.11.039

Source DB: PubMed Journal: Bioorg Med Chem ISSN： 0968-0896 Impact factor: 3.641

25 in total

1. Synthesis of helix 69 of Escherichia coli 23S rRNA containing its natural modified nucleosides, m(3)Psi and Psi.

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Journal: J Org Chem Date: 2002-12-13 Impact factor: 4.354

2. The isolation from ribonucleic acid of substituted uridines containing alpha-aminobutyrate moieties derived from methionine.

Authors: A G Saponara; M D Enger
Journal: Biochim Biophys Acta Date: 1974-04-27

3. Enzymatic synthesis of 3-(3-amino-3-carboxypropyl)uridine in Escherichia coli phenylalanine transfer RNA: transfer of the 3-amino-acid-3-carboxypropyl group from S-adenosylmethionine.

Authors: S Nishimura; Y Taya; Y Kuchino; Z Oashi
Journal: Biochem Biophys Res Commun Date: 1974-04-08 Impact factor: 3.575

4. 3-(3-Amino-3-carboxypropyl)uridine: a novel modified nucleoside isolated from Escherichia coli phenylalanine transfer ribonucleic acid.

Authors: Z Ohashi; M Maeda; J A McCloskey; S Nishimura
Journal: Biochemistry Date: 1974-06-04 Impact factor: 3.162

5. Conformational analysis of the sugar ring in nucleosides and nucleotides. Improved method for the interpretation of proton magnetic resonance coupling constants.

Authors: C Altona; M Sundaralingam
Journal: J Am Chem Soc Date: 1973-04-04 Impact factor: 15.419

6. Synthesis and conformational properties of diribonucleoside monophosphates containing modified nucleosides as found in transfer RNA.

Authors: M P Schweizer; R Thedford; J Slama
Journal: Biochim Biophys Acta Date: 1971-03-11

7. Convergent synthesis of polyhalogenated quinoline C-nucleosides as potential antiviral agents.

Authors: Jiong J Chen; John C Drach; Leroy B Townsend
Journal: J Org Chem Date: 2003-05-30 Impact factor: 4.354

8. Mitsunobu coupling of nucleobases and alcohols: an efficient, practical synthesis for novel nonsugar carbon nucleosides.

Authors: Weibing Lu; Sujata Sengupta; Jeffrey L Petersen; Novruz G Akhmedov; Xiaodong Shi
Journal: J Org Chem Date: 2007-05-25 Impact factor: 4.354

9. Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase.

Authors: Anne B Eldrup; Charles R Allerson; C Frank Bennett; Sanjib Bera; Balkrishen Bhat; Neelima Bhat; Michele R Bosserman; Jennifer Brooks; Christine Burlein; Steven S Carroll; P Dan Cook; Krista L Getty; Malcolm MacCoss; Daniel R McMasters; David B Olsen; Thazha P Prakash; Marija Prhavc; Quanlai Song; Joanne E Tomassini; Jie Xia
Journal: J Med Chem Date: 2004-04-22 Impact factor: 7.446

10. Experimental and structural evidence that herpes 1 kinase and cellular DNA polymerase(s) discriminate on the basis of sugar pucker.

Authors: Victor E Marquez; Tsipi Ben-Kasus; Joseph J Barchi; Karen M Green; Marc C Nicklaus; Riad Agbaria
Journal: J Am Chem Soc Date: 2004-01-21 Impact factor: 16.383

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1. Synthesis and solution conformation studies of the modified nucleoside N(4),2'-O-dimethylcytidine (m(4)Cm) and its analogues.

Authors: Santosh K Mahto; Christine S Chow
Journal: Bioorg Med Chem Date: 2008-09-09 Impact factor: 3.641

2. Stronger together for in-cell translation: natural and unnatural base modified mRNA.

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3. Cytoplasmic delivery of liposomal contents mediated by an acid-labile cholesterol-vinyl ether-PEG conjugate.

Authors: Jeremy A Boomer; Marquita M Qualls; H Dorota Inerowicz; Robert H Haynes; V Srilakshmi Patri; Jong-Mok Kim; David H Thompson
Journal: Bioconjug Chem Date: 2009-01 Impact factor: 4.774

4. Reparameterization of RNA chi Torsion Parameters for the AMBER Force Field and Comparison to NMR Spectra for Cytidine and Uridine.

Authors: Ilyas Yildirim; Harry A Stern; Scott D Kennedy; Jason D Tubbs; Douglas H Turner
Journal: J Chem Theory Comput Date: 2010-04-16 Impact factor: 6.006

5. A Small Molecule that Binds an RNA Repeat Expansion Stimulates Its Decay via the Exosome Complex.

Authors: Alicia J Angelbello; Raphael I Benhamou; Suzanne G Rzuczek; Shruti Choudhary; Zhenzhi Tang; Jonathan L Chen; Madhuparna Roy; Kye Won Wang; Ilyas Yildirim; Albert S Jun; Charles A Thornton; Matthew D Disney
Journal: Cell Chem Biol Date: 2020-11-05 Impact factor: 8.116

9. Data-informed reparameterization of modified RNA and the effect of explicit water models: application to pseudouridine and derivatives.

Authors: Nivedita Dutta; Indrajit Deb; Joanna Sarzynska; Ansuman Lahiri
Journal: J Comput Aided Mol Des Date: 2022-03-26 Impact factor: 4.179