Publication

Spontaneous aminoacylation of a RNA sequence containing a 3'-terminal 2'-thio-adenosine

Sébastien Porcher
2005
Journal Articles

Abstract

We report the synthesis of a modified 8-mer RNA sequence, (C-C-C-C-A-C-C-(2'-thio)A)-RNA 5'-(dihydrogen phosphate) contg. a 3'-terminal 2'-thio-adenosine and its spontaneous and site-specific aminoacylation with the weakly activated amino acid thioester H-Phe-SPh. This reaction, designed in analogy to the 'native chem. ligation' of oligo-peptides, occurs efficiently in buffered aq. solns. and under a wide range of conditions. At pH values between 5.0 and 7.4, two products, the 3'-O-mono-acylated and the 3'-O,2'-S-diacylated RNA sequences are formed fast and quant. At pH 7.4 and 37 Deg, the 3'-O-mono-acylated product is formed as major product in situ by regioselective hydrolysis of the O,S-diacylated precursor. Addnl., the prepn. and isolation of the relevant 3'-O-mono-acylated product was optimized at pH 5. This concept could be employed for a straightforward aminoacylation of analogously modified tRNAs. [on SciFinder (R)]

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https://infoscience.epfl.ch/entities/publication/5fc11e97-e33b-40a8-92f9-ca3a3616cf1b

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Sébastien Porcher
2005
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/5fc11e97-e33b-40a8-92f9-ca3a3616cf1b

About this result

Related concepts (12)

Nucleic acid sequence

A nucleic acid sequence is a succession of bases within the nucleotides forming alleles within a DNA (using GACT) or RNA (GACU) molecule. This succession is denoted by a series of a set of five different letters that indicate the order of the nucleotides. By convention, sequences are usually presented from the 5' end to the 3' end. For DNA, with its double helix, there are two possible directions for the notated sequence; of these two, the sense strand is used.

Promoter (genetics)

In genetics, a promoter is a sequence of DNA to which proteins bind to initiate transcription of a single RNA transcript from the DNA downstream of the promoter. The RNA transcript may encode a protein (mRNA), or can have a function in and of itself, such as tRNA or rRNA. Promoters are located near the transcription start sites of genes, upstream on the DNA (towards the 5' region of the sense strand). Promoters can be about 100–1000 base pairs long, the sequence of which is highly dependent on the gene and product of transcription, type or class of RNA polymerase recruited to the site, and species of organism.

Gene

In biology, the word gene (from γένος, génos; meaning generation or birth or gender) can have several different meanings. The Mendelian gene is a basic unit of heredity and the molecular gene is a sequence of nucleotides in DNA that is transcribed to produce a functional RNA. There are two types of molecular genes: protein-coding genes and noncoding genes. During gene expression, the DNA is first copied into RNA. The RNA can be directly functional or be the intermediate template for a protein that performs a function.

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