194341-96-3

Basic information

• Product Name: Uridine, 2'-deoxy-5-(1-pyrenylethynyl)-
• CAS NO: 194341-96-3
• Molecular Formula: C27H20N2O5
• Molecular Weight: 452.466
• Mol File: 194341-96-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Uridine, 2'-deoxy-5-(1-pyrenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 2'-deoxy-5-(1-pyrenylethynyl)-(194341-96-3)
• EPA Substance Registry System: Uridine, 2'-deoxy-5-(1-pyrenylethynyl)-(194341-96-3)

Safety Data

• Hazardous Substances Data: 194341-96-3(Hazardous Substances Data)

Upstream product

• 34993-56-1 1-ethynylpyrene 
• 54-42-2 5-Iodo-2'-deoxyuridine 

Downstream Products

• 297730-65-5 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-4-hydroxy-5-pyren-1-ylethynyl-1H-pyrimidin-2-one 
• 297730-65-5 5'-O-(4,4'-dimethoxytrityl)-5-(1-pyrenylethynyl)-2'-deoxyuridine 

Relevant articles and documents

Diverse size approach to incorporate and extend highly fluorescent unnatural nucleotides into DNA

We have prepared a series of size-diverse unnatural nucleotides containing fluorescent (dApyrTP, dUpyrTP, dUantTP, dUthiTP) and quencher (dUazoTP) units, as well as nucleotides presenting small functional groups (dAethTP, dAoctTP, dUethTP, dUiodTP), all based on deoxyadenosine and deoxyuridine, and examined their suitability for use in enzymatic incorporation and extension into DNA. We observed a size-dependence of the incorporation and extension capability (following the order dUiodTP?=?dUethTP?=?dUthiTP?>?dUazoTP?>?dUpyrTP?>?dUantTP) during primer extension. This result was supported by circular dichroism (CD) spectra, which revealed a trend in the different B-form DNA structures depending on the size of the unit at the 5-position of the deoxyuridine (dUiodTP?>?dUethTP?>?dUthiTP?>?dUpyrTP), obtained from the PCR products. Interestingly, dUthiTP could be incorporated and extended into long DNA strands during primer extension and even PCR amplification, with CD spectroscopy confirming a stable secondary B-form duplex DNA structure. We observed full-length extension products even when combining dUthiTP with a template containing 24 continuous dA units during the primer extension. Thus, we believe that dUthiTP is a promising fluorescent nucleotide for a diverse range of biological applications requiring multiple incorporation and extension directly without disruption of B-form DNA structures.

New pyrene derivatives for fluorescent labeling of oligonucleotides

A series of pyrene-containing reagents have been synthesized and used for the fluorescent labeling of oligonucleotides.