Structure and Biophysics for a Six Letter DNA Alphabet that Includes Imidazo[1,2-a]-1,3,5-triazine-2(8H)-4(3H)-dione (X) and 2,4-Diaminopyrimidine (K)
dc.contributor.author | Singh, Isha | |
dc.contributor.author | Kim, Myong Jung | |
dc.contributor.author | Molt, Robert W. | |
dc.contributor.author | Hoshika, Shuichi | |
dc.contributor.author | Benner, Steven A. | |
dc.contributor.author | Georgiadis, Millie M. | |
dc.contributor.department | Biochemistry and Molecular Biology, School of Medicine | en_US |
dc.date.accessioned | 2019-06-12T13:15:50Z | |
dc.date.available | 2019-06-12T13:15:50Z | |
dc.date.issued | 2017-11-17 | |
dc.description.abstract | A goal of synthetic biology is to develop new nucleobases that retain the desirable properties of natural nucleobases at the same time as expanding the genetic alphabet. The nonstandard Watson-Crick pair between imidazo[1,2-a]-1,3,5-triazine-2(8H)-4(3H)-dione (X) and 2,4-diaminopyrimidine (K) does exactly this, pairing via complementary arrangements of hydrogen bonding in these two nucleobases, which do not complement any natural nucleobase. Here, we report the crystal structure of a duplex DNA oligonucleotide in B-form including two consecutive X:K pairs in GATCXK DNA determined as a host-guest complex at 1.75 Å resolution. X:K pairs have significant propeller twist angles, similar to those observed for A:T pairs, and a calculated hydrogen bonding pairing energy that is weaker than that of A:T. Thus, although inclusion of X:K pairs results in a duplex DNA structure that is globally similar to that of an analogous G:C structure, the X:K pairs locally and energetically more closely resemble A:T pairs. | en_US |
dc.eprint.version | Author's manuscript | en_US |
dc.identifier.citation | Singh, I., Kim, M. J., Molt, R. W., Hoshika, S., Benner, S. A., & Georgiadis, M. M. (2017). Structure and Biophysics for a Six Letter DNA Alphabet that Includes Imidazo[1,2-a]-1,3,5-triazine-2(8H)-4(3H)-dione (X) and 2,4-Diaminopyrimidine (K). ACS synthetic biology, 6(11), 2118–2129. doi:10.1021/acssynbio.7b00150 | en_US |
dc.identifier.uri | https://hdl.handle.net/1805/19590 | |
dc.language.iso | en_US | en_US |
dc.publisher | American Chemical Society | en_US |
dc.relation.isversionof | 10.1021/acssynbio.7b00150 | en_US |
dc.relation.journal | ACS Synthetic Biology | en_US |
dc.rights | Publisher Policy | en_US |
dc.source | PMC | en_US |
dc.subject | Crystallography, X-Ray | en_US |
dc.subject | DNA, B-Form | en_US |
dc.subject | Oligodeoxyribonucleotides | en_US |
dc.subject | Pyrimidines | en_US |
dc.title | Structure and Biophysics for a Six Letter DNA Alphabet that Includes Imidazo[1,2-a]-1,3,5-triazine-2(8H)-4(3H)-dione (X) and 2,4-Diaminopyrimidine (K) | en_US |
dc.type | Article | en_US |