晶体结构,反应性和推断的乙化过渡状态为2'-胺基替代RNA
Costin M Gherghe1, Joseph M Krahn, Kevin M Weeks
1Department of Chemistry, University of North Carolina, Chapel Hill, North Carolina 27599-3290, USA.
Journal of the American Chemical Society
|September 30, 2005
概括
核酸中的ribose 2'-amine替代物提供了结构性的洞察力. 这些2'-胺基组的化学反应揭示了核酸的灵活性和RNA和DNA的结构变化.
科学领域:
- 结构生物学 结构生物学
- 化学生物学 化学生物学
- 核酸化学的核酸化学
背景情况:
- 里二胺替代物在核酸中作为有价值的结构探针.
- 针对这些2-氨基组的化学反应为研究RNA和DNA灵活性和构造动态提供了强大的方法.
研究的目的:
- 分析RNA复合体的晶体结构,其中含有2-氨基基丁 (C(N)) 残留物.
- 调查A型RNA螺旋体中的2 - 氨基替代物的结构兼容性.
- 想象2 - 胺基产品的结构,形成通过acylating一个C(N) -A不匹配和反应的过渡状态.
主要方法:
- 含有2-氨基丁的RNA复合体的X射线晶体学.
- 在中性和酸性pH (pH5) 时分析晶体结构,观察质子胺构成.
- 在完整的晶体中,C(N) -A不匹配的化.
主要成果:
- 在A型RNA螺旋体内,2-氨基替代被很好地容忍.
- 在乙化过程中产生的2-胺产品的结构与A型几何相容.
- 在pH 5下,质子化2 - 氨基组与3 - 二形成强烈的静电相互作用,这表明它在反应过渡状态中发挥了作用.
结论:
- 2 - 氨基替代物很容易被安置在A型RNA中,与自由核酸不同.
- 2 - 氨基化反应可能会经过过渡状态,需要精确定位相邻的3 - 基群.
- 这些发现增强了对使用2-胺基修饰作为核酸中的结构和化学探针的理解.
相关概念视频
RNA Structure
Overview
The basic structure of RNA consists of a five-carbon sugar and one of four nitrogenous bases. Although most RNA is single-stranded, it can form complex secondary and tertiary structures. Such structures play essential roles in the regulation of transcription and translation.
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA): messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three RNA types consist of a...
The basic structure of RNA consists of a five-carbon sugar and one of four nitrogenous bases. Although most RNA is single-stranded, it can form complex secondary and tertiary structures. Such structures play essential roles in the regulation of transcription and translation.
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA): messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three RNA types consist of a...
RNA Stability
Intact DNA strands can be found in fossils, while scientists sometimes struggle to keep RNA intact under laboratory conditions. The structural variations between RNA and DNA underlie the differences in their stability and longevity. Because DNA is double-stranded, it is inherently more stable. The single-stranded structure of RNA is less stable but also more flexible and can form weak internal bonds. Additionally, most RNAs in the cell are relatively short, while DNA can be up to 250 million...
RNA Structure
Overview
The basic structure of RNA consists of a five-carbon sugar and one of four nitrogenous bases. Although most RNA is single-stranded, it can form complex secondary and tertiary structures. Such structures play essential roles in the regulation of transcription and translation.
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA): messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three RNA types consist of a...
The basic structure of RNA consists of a five-carbon sugar and one of four nitrogenous bases. Although most RNA is single-stranded, it can form complex secondary and tertiary structures. Such structures play essential roles in the regulation of transcription and translation.
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA): messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three RNA types consist of a...
Amines to Amides: Acylation of Amines
Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction requires two equivalents of amines. The first amine molecule functions as a nucleophile and attacks the carbonyl carbon to produce a tetrahedral intermediate. This is followed by the loss of the leaving group and restoration of the C=O bond.
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
RNA Structure
The basic structure of RNA consists of a string of ribonucleotides attached by phosphodiester bonds. Although most RNA is single-stranded, it can form complex secondary and tertiary structures. Such structures play essential roles in the regulation of transcription and translation.
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA) involved in protein synthesis: messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three...
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA) involved in protein synthesis: messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three...
Nucleic Acid Structure
The pentose sugar in DNA is deoxyribose, while in RNA the pentose sugar is ribose. The difference between the sugars is the presence of the hydroxyl group on the ribose's second carbon and a hydrogen on the deoxyribose's second carbon. The phosphate residue attaches to the hydroxyl group of the 5′ carbon of one sugar and the hydroxyl group of the 3′ carbon of the sugar of the next nucleotide, which forms a 5′ to 3′ phosphodiester linkage.
DNA Structure
DNA has a double-helix structure. The...
DNA Structure
DNA has a double-helix structure. The...


