2'-O-ribosyladenosine (phosphate)

Common name:
2'-O-ribosyladenosine (phosphate)
Symbol:
Ar(p)
CA index name:
Adenosine, 2'-O-(5-O-phosphono-b-D-ribofuranosyl)-
CA registry numbers:
ribonucleoside 28050-13-7
base 73-24-5
elemental composition:
C11H16N2O6
nucleoside mass:
479.34
rna-image
Source type phylogenetic source
archaea bacteria eukarya
tRNA +

Structure: [1], [2]


Synthesis: [3], [4]


Comment: A nucleoside component of yeast tRNA was isolated and tentatively characterized as 2'(3')-O-ribosyladenosine by Hall [5], but whether the source material was tRNA was later concluded to be uncertain [6]. Substitution at O-2' vs. O-3' was not established in an early reported synthesis [3]. A recent and more detailed synthesis is given in [4]. Ar registry number: 28269-89-8, Chemical Abstracts Index Name: Adenosine, 2'-O-b-D-ribofuranosyl-.


References:


  1. Desgrès, J., Keith, G., Kuo, K.C. and Gehrke, C.W. (1989) Nucleic Acids Res., 17, 865-882.
  2. Keith, G., Glasser, A.-L., Desgrès, J., Kuo, K.C. and Gehrke, C.W. (1990) Nucleic Acids Res., 18, 5989-5993.
  3. Lis, A.W. and Passarge, W.E. (1969) Physiol. Chem. Phys., 1, 68-71.
  4. Rodionov, A.A., Efimtseva, E.V., Mikhailov, S.M., Rozenski, J., Luyten, I. and Herdewijn, P. (2000) Nucleosides, Nucleotides Nucleic Acids, 19, 1847-1859.
  5. Hall, R.H. (1965) Biochemistry, 4, 661-670.
  6. Hall, R.H. (1971) The Modified Nucleosides in Nucleic Acids. Columbia University Press, New York, p. 111.