N6-isopentenyladenosine

Common name:
N6-isopentenyladenosine
Symbol:
i6A
CA index name:
Adenosine, N-(3-methyl-2-butenyl)-
CA registry numbers:
ribonucleoside 7724-76-7
base 2365-40-4
elemental composition:
C15H21N5O4
nucleoside mass:
335.36
rna-image
Source type phylogenetic source
archaea bacteria eukarya
tRNA + +

Structure: [1], [2]


Synthesis: [3]


Comment: i6A is somewhat characteristically eukaryal but does occur in some bacterial tRNAs, e.g., E. coli [4]. It appears to be absent in archaea. Symbol used in early literature is IPA.


References:


  1. Hall, R.H., Robins, M.J., Stasiuk, L. and Thedford, R. (1966) J. Am. Chem. Soc., 88, 2614-2615.
  2. Biemann, K., Tsunakawa, S., Sonnenbichler, J., Feldman, H., Dütting, D. and Zachau, H.G. (1966) Angew. Chem. Int. Ed., 5, 590-591.
  3. Robins, M.J., Hall, R.H. and Thedford, R. (1967) Biochemistry, 6, 1837-1848.
  4. Gehrke, C.W. and Kuo, K.C. (1989) J. Chromatogr., 471, 3-36.