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

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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 ( IF 3.7 ) Pub Date : 2017-08-15 00:00:00 , DOI: 10.1021/acssynbio.7b00150
Isha Singh ₁ , Myong-Jung Kim _{2,

3} , Robert W. Molt _{1,

4} , Shuichi Hoshika _{2,

3} , Steven A. Benner _{2,

3} , Millie M. Georgiadis _{1,

5}

Affiliation

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.

中文翻译：

结构和生物物理学的六个字母的DNA字母，包括咪唑并[1,2 - a ] -1,3,5-三嗪-2（8 H）-4（3 H）-二酮（X）和2,4-二氨基嘧啶（K）

合成生物学的目标是开发新的核碱基，在扩展遗传字母的同时保留天然核碱基的理想特性。咪唑并[1,2- a ] -1,3,5-三嗪-2（8 H）-4（3 H）-二酮（X）和2,4-二氨基嘧啶（K）之间的非标准沃森克里克对确切地说，这是通过这两个核碱基中氢键的互补排列而配对的，这两个核碱基不与任何天然核碱基互补。在这里，我们报告了B型双链DNA寡核苷酸的晶体结构，包括在GATC XK DNA中确定为宿主-客体复合物的两个连续X：K对，分辨率为1.75Å。X：K对具有明显的螺旋桨扭转角，类似于对A：T对观察到的螺旋角，并且计算得出的氢键配对能量比A：T弱。因此，尽管包含X：K对导致双链DNA结构总体上类似于类似的G：C结构，但是X：K对在局部和能量上更类似于A：T对。

更新日期：2017-08-15

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