Oligonucleotide Synthesis, RNA Raw Materials & Modification

7-ap-7-Deaza-ddGTP

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH66021CAS号114748-61-7纯度>=93% (HPLC)

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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: C14H20N5O12P3
分子量: 543.26
纯度: >=93% (HPLC)

7-ap-7-Deaza-ddGTP is 7-(3-aminopropargyl)-7-deaza-2',3'-dideoxyguanosine-5'-triphosphate: a 7-deaza (purine N7 replaced by C7) 2',3'-dideoxy GTP chain terminator carrying a primary amine on a propargyl (alkyne) linker at C7. Key identifiers include CAS 114748-61-7, molecular formula C14H20N5O12P3, and molecular weight 543.26 (PubChem CID 135577908).

2',3'-dideoxynucleoside triphosphates act as specific chain-terminating inhibitors of DNA polymerase — the basis of Sanger dideoxy sequencing: once one is incorporated, the missing 3'-OH stops further extension. The C7 primary amine is a labelling handle for attaching a dye, presented in the major groove by the 7-deaza scaffold, so this reagent serves as a building block for labeled dye-terminators.

同义词

7-(3-aminopropargyl)-7-deaza-2',3'-dideoxyguanosine-5'-triphosphate; amino-7-deaza-ddGTP

身份与规格

Catalog No.	CH66021
CAS No.	114748-61-7
Molecular Formula	C14H20N5O12P3
Molecular Weight	543.26
PubChem CID	135577908
InChIKey	LJJGDWYGTRBWBZ-VHSXEESVSA-N
Purity	>=93% (HPLC)

储存条件

-20 C

技术属性

Nucleotide class: Chain-terminating ddNTP
Nucleobase: 7-Deazaguanine
Base modification: 7-(3-Aminopropargyl)
Reactive handle: Primary amine
Packaging: 1 mg; 50 mg; 100 mg; 500 mg; Custom packaging on request
Physical form: solid; white to off-white
Stability: 12 months after delivery; cumulative ambient exposure up to 1 week possible

应用背景

Chain terminator: a 7-deaza 2',3'-dideoxy-GTP that stops DNA-polymerase extension when incorporated (the basis of Sanger sequencing).
Amine label handle in the major groove: the C7 aminopropargyl group (on the 7-deaza scaffold) lets a dye be attached, giving a labeled terminator.
Dye-terminator building block: used to prepare fluorescent ddNTP terminators for sequencing.

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 135577908
PubChem · CID 135577908

常见问题

What is 7-ap-7-Deaza-ddGTP used for?

It is a 7-deaza 2',3'-dideoxy-GTP chain terminator with a C7 aminopropargyl amine handle. As a dideoxy nucleotide it stops DNA-polymerase extension (the basis of Sanger sequencing); the amine allows a dye to be attached, making it a building block for labeled dye-terminators.

Why the 7-deaza modification on a dideoxy terminator?

Replacing the purine N7 with C7 provides an attachment point in the major groove for the label and avoids a hydrogen-bonding nitrogen there. Combined with the missing 3'-OH (which terminates synthesis), it gives a well-behaved labeled purine terminator.