Oligonucleotide Synthesis, RNA Raw Materials & Modification

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

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH66013CAS号115899-39-3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: C12H19N4O13P3
分子量: 520.22
纯度: >=98%

5-ap-2'-dCTP is 5-(3-aminopropargyl)-2'-deoxycytidine-5'-triphosphate: a modified dCTP carrying a primary amine on a propargyl (alkyne) linker at the C5 of cytosine. Key identifiers include CAS 115899-39-3, molecular formula C12H19N4O13P3, and molecular weight 520.22 (PubChem CID 11283796).

DNA polymerases incorporate deoxynucleoside triphosphate substrates during template-directed DNA synthesis. This amine-modified dCTP 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'-deoxycytidine-5'-triphosphate; 5-propargylamino-dCTP; AP-dCTP

身份与规格

Catalog No.	CH66013
CAS No.	115899-39-3
Molecular Formula	C12H19N4O13P3
Molecular Weight	520.22
PubChem CID	11283796
InChIKey	LVTQIVFSMGDIPF-IVZWLZJFSA-N
Purity	>=98%

储存条件

-20 C

技术属性

Nucleotide class: dNTP
Parent nucleotide: dCTP
Base modification: 5-(3-Aminopropargyl)
Reactive handle: Primary amine
Packaging: 1 mg; 5 mg; 10 mg; 25 mg; 10 µL; 50 µL; 100 µL; 5 x 10 uL; Custom packaging on request
Solution concentration: 100-110 mM
Physical form: solution in water; 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.
Cytosine analogue: installs the label at cytosine 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 11283796
PubChem · CID 11283796

常见问题

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

It is a 5-aminopropargyl-dCTP: a modified dCTP with a primary amine on a propargyl linker at cytosine. 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.

Why label with an amine instead of a pre-attached dye?

A small amine linker is incorporated more efficiently by polymerases than a bulky dye. The dye is attached afterward, via the amine, giving efficient incorporation and flexible choice of reporter.