Oligonucleotide Synthesis, RNA Raw Materials & Modification

5-ap-UTP (Aminopropargyl-UTP)

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH66015CAS号480440-13-9纯度>98%

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产品概述

快速信息

产品系列: Oligonucleotide Synthesis, RNA Raw Materials & Modification
分子式: C12H18N3O15P3
分子量: 537.20
纯度: >98%

5-ap-UTP is 5-(3-aminopropargyl)-uridine-5'-triphosphate: a modified UTP carrying a primary amine on a propargyl (alkyne) linker at the C5 of uracil — the ribonucleotide counterpart of 5-ap-2'-dUTP. Key identifiers include CAS 480440-13-9, molecular formula C12H18N3O15P3, and molecular weight 537.20 (PubChem CID 101584592).

RNA polymerase uses ribonucleoside triphosphate substrates for template-directed RNA synthesis. This amine-modified UTP is incorporated during in vitro transcription, placing a primary amine into the RNA; that aliphatic amine then reacts specifically with amine-reactive reporters — such as NHS-ester dyes — so the transcript can be labeled after synthesis.

同义词

5-(3-aminopropargyl)-uridine-5'-triphosphate; 5-propargylamino-UTP; AP-UTP

身份与规格

Catalog No.	CH66015
CAS No.	480440-13-9
Molecular Formula	C12H18N3O15P3
Molecular Weight	537.20
PubChem CID	101584592
InChIKey	VDZXITHECMUJIU-TURQNECASA-N
Purity	>98%

储存条件

-20 C

技术属性

Nucleotide class: rNTP
Parent nucleotide: UTP
Base modification: 5-(3-Aminopropargyl)
Reactive handle: Primary amine
Packaging: 10 mg; 50 mg; 100 µL; 500 µL; 1 mL; 10 mL; Custom packaging on request
Solution concentration: 100 mM
Physical form: sodium solution
Stability: avoid freeze-thaw cycles; no numeric shelf life stated

应用背景

Amine label handle in RNA: incorporated by RNA polymerase during in vitro transcription, placing a primary amine (on a C5 propargyl linker) into the transcript.
Post-synthetic dye labeling: the amine reacts with amine-reactive reporters (e.g. NHS-ester dyes) to label the RNA.
Ribonucleotide counterpart: the RNA-labeling analogue of 5-ap-2'-dUTP.

公开来源

Sustainability Challenges and Opportunities in Oligonucleotide Manufacturing
Journal of Organic Chemistry, 2021
Product-family technical context
Solid-phase supports for oligonucleotide synthesis
Current Protocols in Nucleic Acid Chemistry, 2013
Product-family technical context
Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
Tetrahedron Letters, 1981
Product-family technical context
Synthesis of deoxyoligonucleotides on a polymer support
Journal of the American Chemical Society, 1981
Product-family technical context
PubChem 化合物 101584592
PubChem · CID 101584592

常见问题

What is 5-ap-UTP used for?

It is a 5-aminopropargyl-UTP: a modified UTP with a primary amine on a propargyl linker at uracil. RNA polymerase incorporates it during in vitro transcription, placing an amine in the RNA; the amine then reacts with amine-reactive dyes (e.g. NHS esters) to label the transcript.

How does it differ from 5-ap-2'-dUTP?

This is the ribonucleotide (UTP) version, used to label RNA by in vitro transcription; 5-ap-2'-dUTP is the deoxyribonucleotide (dUTP) version, used to label DNA.