Cyanovinylcarbazole phosphoramidite (CNVK)

Cat. number: 1018
Availability:

In Stock

Price: 450 €

Available Options

* Size/Scale: 100 mg 200 mg 1000 mg

Qty: Add to Cart

Description

CAS	1044273-24-6
Molecular Formula	C₅₀H₅₃N₄O₆P
Molecular Weight	836.95 g/mol
Formula Weight	396.33 g/mol (contribution mass)
Chemical Name	5'-O-(4,4'-Dimethoxytrityl)-1'-(E-3-cyanovinylcarbazol-9-yl)-2'-deoxy-β-D-ribofuranosyl- 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite
Appearance	White foam
Assay	>95% by ³¹P NMR
Storage Conditions	Keep in a dark (light sensitive) and dry place at -20°C under Argon.
Usage	Coupling and deprotection: standard conditions.
¹H NMR (CD₃CN)	Conforms to the internal standard
³¹P NMR (CD₃CN)	Conforms to the internal standard.

Oligonucleotides containing 3-cyanovinylcarbazole (^CNVK) can be rapidly cross-linked to a complementary strand at UV 366nm without causing significant DNA damage.^1-3 In addition, studies have shown that purine bases were unreactive to cross-linking, allowing differentiation between pyrimidines and purines at the target site. Once cross-linked, the UV melting temperature of the duplex was raised by around 30°C (relative to the duplex temperature before irradiation. Complete reversal of the cross-link takes place at 312nm in approximately three minutes.

References:

(1) Y. Yoshimura, and K. Fujimoto, Org Lett, 2008, 10, 3227-30.

(2) K. Fujimoto, K. Konishi-Hiratsuka, T. Sakamoto, and Y. Yoshimura, ChemBioChem, 2010, 11, 1661-4.

(3) Y. Yoshimura, T. Ohtake, H. Okada, and K. Fujimoto, ChemBioChem, 2009, 10, 1473-6

Tags:

Tags: phosphoramidite, cnvK, cyanovinylcarbazole, CEP, CNVK, cyanovinylcarbazole