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2,6-Diaminopurine (2,6-DAP) is a compound once used in the treatment of leukemia.[1]

IUPAC name
Other names
2-Aminoadenine; 2,6-DAP
3D model (JSmol)
ECHA InfoCard 100.016.006
Molar mass 150.145 g·mol−1
Appearance White to yellow crystalline powder
Density 1.743 g/cm3
Melting point 117 to 122 °C (243 to 252 °F; 390 to 395 K)
2.38 g/L at 20 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N (what is ☑Y☒N ?)
Infobox references

In August 2011, a report, based on NASA studies with meteorites found on Earth, was published suggesting 2,6-diaminopurine and related organic molecules, including the DNA and RNA components adenine and guanine, may have been formed extraterrestrially in outer space.[2][3][4]

Cyanophage S-2LEdit

In cyanophage S-2L, diaminopurine is used instead of adenine (host evasion).[5] Diaminopurine basepairs perfectly with thymine as it is identical to adenine but has an amine group at position 2 forming 3 intramolecular hydrogen bonds, eliminating the major difference between the two types of basepairs (weak:A-T and strong:C-G). This improved stability affects protein-binding interactions that rely on those differences.


  1. ^ "George H. Hitchings".
  2. ^ Callahan, M.P.; Smith, K.E.; Cleaves, H.J.; Ruzica, J.; Stern, J.C.; Glavin, D.P.; House, C.H.; Dworkin, J.P. (11 August 2011). "Carbonaceous meteorites contain a wide range of extraterrestrial nucleobases". PNAS. doi:10.1073/pnas.1106493108. Retrieved 2011-08-15.
  3. ^ Steigerwald, John (8 August 2011). "NASA Researchers: DNA Building Blocks Can Be Made in Space". NASA. Retrieved 2011-08-10.
  4. ^ ScienceDaily Staff (9 August 2011). "DNA Building Blocks Can Be Made in Space, NASA Evidence Suggests". ScienceDaily. Retrieved 2011-08-09.
  5. ^ Kirnos MD, Khudyakov IY, Alexandrushkina NI, Vanyushin BF. 2-aminoadenine is an adenine substituting for a base in S-2L cyanophage DNA. Nature. 1977 Nov 24;270(5635):369–70.