Oligonucleotide Synthesis, RNA Raw Materials & Modification

5-ap-2'-dUTP (Aminopropargyl-dUTP)

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH66014CAS号179101-49-6纯度99.98%

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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: C12H18N3O14P3
分子量: 521.20
纯度: 99.98%

5-ap-2'-dUTP is 5-(3-aminopropargyl)-2'-deoxyuridine-5'-triphosphate: a modified dUTP carrying a primary amine on a propargyl (alkyne) linker at the C5 of uracil. Key identifiers include CAS 179101-49-6, molecular formula C12H18N3O14P3, and molecular weight 521.20 (PubChem CID 18664765).

DNA polymerases incorporate deoxynucleoside triphosphate substrates during template-directed DNA synthesis. This amine-modified dUTP places a primary amine into the DNA; that aliphatic amine then reacts specifically with amine-reactive reporters — such as NHS-ester dyes — so the DNA can be labeled after synthesis.

同义词

5-(3-aminopropargyl)-2'-deoxyuridine-5'-triphosphate; 5-propargylamino-dUTP; AP-dUTP

身份与规格

Catalog No.	CH66014
CAS No.	179101-49-6
Molecular Formula	C12H18N3O14P3
Molecular Weight	521.20
PubChem CID	18664765
InChIKey	BGGIMXKBIBMKBL-IVZWLZJFSA-N
Purity	99.98%

储存条件

-20 C

技术属性

Nucleotide class: dNTP
Parent nucleotide: dUTP
Base modification: 5-(3-Aminopropargyl)
Reactive handle: Primary amine
Packaging: 10 µL; 100 µL; 500 µL; 1 mL; 1 µmol; 5 x 10 uL; Custom packaging on request
Solution concentration: 100-110 mM
Physical form: solution in water; colorless to slightly yellow
Stability: 12 months after delivery; cumulative ambient exposure up to 1 week possible

应用背景

Amine label handle in DNA: incorporated by DNA polymerase during enzymatic DNA synthesis, placing a primary amine (on a C5 propargyl linker) into the product.
Post-synthetic dye labeling: the amine reacts with amine-reactive reporters (e.g. NHS-ester dyes) to label the DNA.
Uracil analogue: installs the label at thymine/uracil positions during enzymatic DNA synthesis.

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 18664765
PubChem · CID 18664765

常见问题

What is 5-ap-2'-dUTP used for?

It is a 5-aminopropargyl-dUTP: a modified dUTP with a primary amine on a propargyl linker at uracil. DNA polymerases incorporate it during enzymatic DNA synthesis, placing an amine in the DNA; the amine then reacts with amine-reactive dyes (e.g. NHS esters) to label the product.

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

Both are 5-aminopropargyl amine-labelling dNTPs; this one carries a uracil base (incorporated opposite adenine), while 5-ap-2'-dCTP carries a cytosine base (incorporated opposite guanine).