Synthesis of mono- and dinucleotide photoaffinity probes of ribonucleic acid polymerase

Leslie H. DeRiemer, Claude F. Meares

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

The abortive initiation reaction of RNA polymerase has been used to prepare adenylyl-(3′-5′)-uridine 5′-phosphate (pApU) in 74% yield from AMP and UTP. The reactive intermediate p-azidophenyl phosphorimidazolidate has been prepared by starting from p-nitrophenyl phosphate. Reaction of this compound with the terminal phosphates of adenosine 5′-phosphate and adenylyl-(3′-5′)-uridine 5′-phosphate gives the corresponding β-substituted 5′-diphosphates. These products are incorporated into the 5′ (leading) end of RNA by RNA polymerase (Escherichia coli) and can be photoactivated at a specific stage of RNA elongation. The dinucleotide photoaffinity label β-(4-azidophenyl) adenylyl-(3′-5′)-uridine 5′-diphosphate stimulates RNA synthesis more strongly than adenylyl-(3′-5′)-uridine.

Original languageEnglish (US)
Pages (from-to)1606-1612
Number of pages7
JournalBiochemistry
Volume20
Issue number6
StatePublished - 1981

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Uridine
Uracil Nucleotides
RNA
DNA-Directed RNA Polymerases
Diphosphates
Adenosine Monophosphate
Photoaffinity Labels
Uridine Triphosphate
Uridine Diphosphate
Phosphates
Escherichia coli
Elongation

ASJC Scopus subject areas

  • Biochemistry

Cite this

Synthesis of mono- and dinucleotide photoaffinity probes of ribonucleic acid polymerase. / DeRiemer, Leslie H.; Meares, Claude F.

In: Biochemistry, Vol. 20, No. 6, 1981, p. 1606-1612.

Research output: Contribution to journalArticle

DeRiemer, LH & Meares, CF 1981, 'Synthesis of mono- and dinucleotide photoaffinity probes of ribonucleic acid polymerase', Biochemistry, vol. 20, no. 6, pp. 1606-1612.
DeRiemer, Leslie H. ; Meares, Claude F. / Synthesis of mono- and dinucleotide photoaffinity probes of ribonucleic acid polymerase. In: Biochemistry. 1981 ; Vol. 20, No. 6. pp. 1606-1612.
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