17331-13-4

Basic information

• Product Name: 2'-DEOXY-N2-DIMETHYLAMINOMETHYLENE-GUANOSINE
• Synonyms: 2'-DEOXY-N2-DIMETHYLAMINOMETHYLENE-GUANOSINE;2''-DEOXY-N2-DIMETHYLAMINOMETHYLEN-GUANOSINE;2'-Deoxy-N2-DMF-guanosine;DMF-dG;N2-dimethylaminomethylene-2'-deoxyguanosine
• CAS NO: 17331-13-4
• Molecular Formula: C₁₃H₁₈N₆O₄
• Molecular Weight: 322.323
• Mol File: 17331-13-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2'-DEOXY-N2-DIMETHYLAMINOMETHYLENE-GUANOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-DEOXY-N2-DIMETHYLAMINOMETHYLENE-GUANOSINE(17331-13-4)
• EPA Substance Registry System: 2'-DEOXY-N2-DIMETHYLAMINOMETHYLENE-GUANOSINE(17331-13-4)

Safety Data

• Hazardous Substances Data: 17331-13-4(Hazardous Substances Data)

Usage

General Description

2'-DEOXY-N2-DIMETHYLAMINOMETHYLENE-GUANOSINE is a chemical compound that is a modified form of guanosine, a nucleoside that is a building block of RNA and DNA. The modification in this compound includes the replacement of the 2'-hydroxyl group with a deoxy group and the attachment of a dimethylaminomethylene group to the N2 position of the guanine base. This modification gives the compound unique properties and potential uses in research and pharmaceutical applications. It may be used in studies related to nucleic acid structure and function, as well as in the development of therapeutic agents targeting nucleic acids.

Upstream product

• 1055366-15-8 T₅S₀-O(CO)dGuaAm 

Downstream Products

• 145432-06-0 1,8-diazabicyclo[5.4.0]undec-7-enium 5'-O-(4,4'-dimethoxytrityl)deoxyguanosin-3'-yl phosphonate 
• 145432-03-7 C₃₄H₃₇N₆O₈P*C₉H₁₆N₂ 
• 330628-04-1 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite 
• 1263363-96-7 2'-deoxy-1-{2-[(2,4-dinitrophenyl)amino]ethyl}guanosine 
• 1620233-28-4 5′-O-DMT-N¹-methyl-N²-DMF-deoxyguanosine-3′-cyanoethyl phosphoramidite 
• 1620233-27-3 5′-O-DMT-N¹-Methyl-N²-DMF-deoxyguanosine 
• 1520896-36-9 C₃₄H₃₄N₆O₅ 
• 1111866-37-5 5'-O-DMT-2'-deoxy-N₂-dimethylaminomethylene-N₁-(6-nitropiperonyl-oxymethylene)-guanosine-3'-[(2-cyanoethyl)-N,N-diisopropylaminophosphoramidite] 
• 1111866-36-4 5'-O-DMT-2'-deoxy-N₂-dimethylaminomethylene-N₁-(6-nitropiperonyloxymethylene)-guanosine 
• 1350751-83-5 N₂-DMF-5'-phenylthio-2',5'-dideoxyguanosine 
• 222736-16-5 (5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine 
• 222736-17-6 (5'S)-N₂-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine 
• 1228304-70-8 C₂₉H₃₀N₆O₆ 
• 40094-22-2 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-8-bromo-2'-deoxy-N-[(dimethylamino)methylene]guanosine 

Relevant articles and documents

Intramolecular sensitization of photocleavage of the photolabile 2-(2-nitrophenyl)propoxycarbonyl (NPPOC) protecting group: Photoproducts and photokinetics of the release of nucleosides

Novel photolabile protecting groups based on the 2-(2-nitrophenyl)- propoxycarbonyl (NPPOC) group with a covalently linked thioxanthone as an intramolecular triplet sensitizer exhibit significantly enhanced light sensitivity under continuous illumination. Herein we present a detailed study of the photokinetics and photoproducts of nucleosides caged with these new protecting groups. Relative to the parent NPPOC group, the light sensitivity of the new photolabile protecting groups is enhanced by up to a factor of 21 at 366 nm and is still quite high at 405 nm, the wavelength at which the sensitivity of the parent compound is practically zero. A new pathway for de-protection of the NPPOC group pro_ceeding through a nitroso benzylalcohol intermediate has been discovered to complement the main mechanism, which involves β elimination. Under standard conditions of lithographic DNA-chip synthesis, some of the new compounds, while maintaining the same chip quality, react ten times faster than the unmodified NPPOC-protected nucleosides.