N⁶-Propargyl-adenosine

For general laboratory use.

Shipping: shipped at ambient temperature

Storage Conditions: store at -20 °C
Short term exposure (up to 1 week cumulative) to ambient temperature possible.

Shelf Life: 12 months after date of delivery

Molecular Formula: C₁₃H₁₅N₅O₄

Molecular Weight: 305.29 g/mol

Exact Mass: 305.11 g/mol

Purity: ≥ 95 % (HPLC)

Form: solid

Color: white to off-white

Spectroscopic Properties: λ_max 262 nm, ε 18.0 L mmol^-1 cm^-1 (Tris-HCl pH 7.5)

Applications:
mRNA poly(A) tail synthesis monitoring^[1]

Description:
N⁶-propargyl-adenosine (N⁶pA) can be used to measure de novo mRNA poly(A) tail synthesis in proliferating cells. N⁶pA is cell permeable and incorporates into nascent mRNA transcripts both transcriptionally by RNA polymerase I,II and III and posttranscriptionally by poly(A) polymerase instead of their natural analolg adenosine.

The resulting ethynyl-functionalized RNA can subsequently be detected via Cu(I)-catalyzed click chemistry that offers the choice to introduce a Biotin group (via Azides of Biotin) for subsequent purification tasks or a fluorescent group (via Azides of fluorescent dyes) for subsequent microscopic imaging^[1].

Presolski et al.^[2] and Hong et al.^[3] provide a general protocol for Cu(I)-catalyzed click chemistry reactions that may be used as a starting point for the set up and optimization of individual assays.

Related products:

• 5-Ethynyl-uridine (5-EU), #CLK-N002
• Copper (II)-Sulphate (CuSO₄), #CLK-MI004
• Tris(3-hydroxypropyltriazolylmethyl)amine (THPTA), #CLK-1010
• Sodium Ascorbate (Na-Ascorbate), #CLK-MI005

BIOZ Product Citations:

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Selected References:
[1] Grammel et al. (2012) Chemical Reporters for Monitoring RNA Synthesis and Poly (A) Tail Dynamics. Chem Bio Chem 13:1112.
[2] Presolski et al. (2011) Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation. Current Protocols in Chemical Biology 3:153.
[3] Hong et al. (2011) Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation. Angew. Chem. Int. Ed. 48:9879.