179101-49-6

Usage

Uses

Used in Diagnostic Applications:
5-(3-Amino-1-propyn-1-yl)-2'-deoxyuridine 5'-(Tetrahydrogen Triphosphate) is used as an intermediate in the synthesis of Texas Red-5-dUTP, which is employed diagnostically for the detection of rearranged SS18 in formalin-fixed, paraffin-embedded synovial sarcoma. This application aids in the accurate identification and diagnosis of synovial sarcoma, a type of cancer commonly imaged using fluorescence in situ hybridization (FISH) techniques.

Upstream product

• 120016-97-9 5-(3-trifluoroacetamidopropargyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine 
• 244285-86-7 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine 
• 54-42-2 5-Iodo-2'-deoxyuridine 
• 115899-40-6 2,2,2-trifluoro-N-(3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-yn-1-yl)acetamide 
• 179101-52-1 C₁₄H₁₇F₃N₃O₁₅P₃ 
• 244285-88-9 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-2'-deoxyuridine 

Relevant academic research and scientific papers

Synthesis of acid-sensitive connection unit and its use in DNA sequencing

The invention discloses a synthesis method of an acid sensitive connection unit, and a use of the acid sensitive connection unit in DNA sequencing. The structural formula of the acid sensitive connection unit is shown in the specification. In the structural formula, R is NH2 or N3, m is an integer from 0 to 44, and n is an integer from 0 to 44; R1 and R2 respectively represent an aliphatic alkyl group, or R1 and R2 respectively represent an aromatic derivative, or R1 is a phenyl group, a naphthyl group, a phenyl derivative or a naphthyl derivative, and R2 is an aliphatic alkyl group or hydrogen; or R2 is a phenyl group, naphthyl group, a phenyl derivative or a naphthyl derivative, R1 is an aliphatic alkyl group or hydrogen, or R1 and R2 form a cyclohexyl group, a cyclopentyl group or a cyclobutyl group. A reversible terminal obtained through connecting the acid sensitive connection unit with nucleotide and fluorescein can be used in DNA sequencing-by-synthesis. The reversible terminal can be used in the DNA sequencing; and raw materials required by the synthesis method are simple and can be easily obtained, and the synthesis process is a routine chemical reaction, so the method can realize large scale popularization use.

Three nitrogen alkene company unit thereof in the synthesis of the use of DNA sequencing

The invention discloses synthesis of a triazene connection unit and an application of the triazene connection unit in DNA sequencing. The triazene connection unit has a structural formula as shown in the description, wherein -CH2OH and -CH2N3 are respecti

Enzymatic incorporation and fluorescent labelling of cyclooctyne-modified deoxyuridine triphosphates in DNA

The amino group of 5-aminopropargyl-2′-deoxyuridine-5′- triphosphate was labelled with dibenzocyclooctyne (DIBO) and two derivatives of bicyclo [6.1.0] non-4-yne (BCN) with short and long linkers to produce three different cycloalkyne-modified deoxyuridine triphosphates. BCN was successfully incorporated into DNA at multiple sites by enzyme-mediated primer extension and the polymerase chain reaction (PCR). Efficient fluorescent labelling of the BCN-DNA and DIBO-DNA with Cy3-azide was demonstrated.

A versatile toolbox for variable DNA functionalization at high density

To broaden the applicability of chemically modified DNAs in nano- and biotechnology, material science, sensor development, and molecular recognition, strategies are required for introducing a large variety of different modifications into the same nucleic acid sequence at once. Here, we investigate the scope and limits for obtaining functionalized dsDNA by primer extension and PCR, using a broad variety of chemically modified deoxynucleotide triphosphates (dNTPs), DNA polymerases, and templates. All natural nucleobases in each strand were substituted with up to four different base-modified analogues. We studied the sequence dependence of enzymatic amplification to yield high-density functionalized DNA (fDNA) from modified dNTPs, and of fDNA templates, and found that GC-rich sequences are amplified with decreased efficiency as compared to AT-rich ones. There is also a strong dependence on the polymerase used. While family A polymerases generally performed poorly on "demanding" templates containing consecutive stretches of a particular base, family B polymerases were better suited for this purpose, in particular Pwo and Vent (exo-) DNA polymerase. A systematic analysis of fDNAs modified at increasing densities by CD spectroscopy revealed that single modified bases do not alter the overall B-type DNA structure, regardless of their chemical nature. A density of three modified bases induces conformational changes in the double helix, reflected by an inversion of the CD spectra. Our study provides a basis for establishing a generally applicable toolbox of enzymes, templates, and monomers for generating high-density functionalized DNAs for a broad range of applications.

Quantitative analysis of receptors for adenosine nucleotides obtained via in vitro selection from a library incorporating a cationic nucleotide analog

5-(3″-Aminopropynyl)-2′-deoxyuridine (dJ), a modified nucleoside with a side chain carrying a cationic functional group, was incorporated into an oligonucleotide library, which was amplified using the Vent DNA polymerase in a polymerase chain reaction (PC