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Aminoallyl nucleotide : ウィキペディア英語版 | Aminoallyl nucleotide
Aminoallyl nucleotide is a nucleotide with a modified base containing an allylamine. They are used in post-labeling of nucleic acids by fluorescence detection in microarray. They are reactive with N-Hydroxysuccinimide ester group which helps attach a fluorescent dye to the primary amino group on the nucleotide. These nucleotides are known as 5-(3-aminoallyl)-nucleotides since the aminoallyl group is usually attached to carbon 5 of the pyrimidine ring of uracil or cytosine. The primary amine group in the aminoallyl moiety is aliphatic and thus more reactive compared to the amine groups that are directly attached to the rings (aromatic) of the bases. Common names of aminoallyl nucleosides are initially abbreviated with aa- or AA- to indicate aminoallyl. The 5-carbon sugar is indicated with or without the lowercase "d" indicating deoxyribose if included or ribose if not. Finally the nitrogenous base and number of phosphates are indicated (i.e. aa-UTP = aminoallyl uridine triphosphate). ==History==
The goal of combining fluorescence and nucleic acids has been to provide a non-isotopic tag that is detectable to study DNA or RNA. This type of labeling allows scientists to study DNA or RNA in their structure, function, or formation with other nucleic acids. The first base modification for fluorescent labeling occurred in 1971 with a 4-thiouridine and 4-thiouracil. This research along with others, which included various types of direct and non-direct labeling via: analogs, addition via enzymes, or other methods made labeling of nucleotides much safer for scientist to study DNA.〔 As instrumentation and technologies become more advanced in the field of DNA microarray, better reagents and techniques will be needed to further scientific studies. Fluorescent labeling with Cy3 was shown to be more insufficient and skew results; the method of aminoallyl nucleotide incorporation was opted instead. Using aminoallyl nucleotides as indirect fluorescent labeling seemed to nullify the sensitivity issues seen in cyanine-labeling.
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