179101-49-6

Basic information

• Product Name: 5-(3-AMino-1-propyn-1-yl)-2'-deoxyuridine 5'-(Tetrahydrogen Triphosphate)
• Synonyms: 5-(3-AMino-1-propyn-1-yl)-2'-deoxyuridine 5'-(Tetrahydrogen Triphosphate);ap-dUTP
• CAS NO: 179101-49-6
• Molecular Formula: C₁₂H₁₈N₃O₁₄P₃
• Molecular Weight: 521.204303
• Mol File: 179101-49-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Solubility: Water
• CAS DataBase Reference: 5-(3-AMino-1-propyn-1-yl)-2'-deoxyuridine 5'-(Tetrahydrogen Triphosphate)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-AMino-1-propyn-1-yl)-2'-deoxyuridine 5'-(Tetrahydrogen Triphosphate)(179101-49-6)
• EPA Substance Registry System: 5-(3-AMino-1-propyn-1-yl)-2'-deoxyuridine 5'-(Tetrahydrogen Triphosphate)(179101-49-6)

Safety Data

• Hazardous Substances Data: 179101-49-6(Hazardous Substances Data)

Usage

Uses

5-(3-Amino-1-propyn-1-yl)-2''-deoxyuridine 5''-(Tetrahydrogen Triphosphate) is an intermediate in the synthesis of Texas Red-5-dUTP (T320100), a fluorescence-labelled nucleotide analog. Texas Red-5-dUTP is used diagnostically for detection of rearranged SS18 in formalin-fixed, paraffin-embedded synovial sarcoma.

Upstream product

• 244285-88-9 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-2'-deoxyuridine 
• 244285-86-7 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine 
• 120016-97-9 5-(3-trifluoroacetamidopropargyl)-5'-O-(4,4'-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 

Relevant articles and documents

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.

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.

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