CAS 3676-72-0

N-Benzoylguanosine

Description:

N-Benzoylguanosine is a modified nucleoside that features a benzoyl group attached to the nitrogen atom of the guanine base. This compound is characterized by its structural components, which include a purine base (guanine) linked to a ribose sugar, with the benzoyl moiety enhancing its lipophilicity and potentially influencing its biological activity. N-Benzoylguanosine is often studied for its role in biochemical research, particularly in the context of nucleic acid interactions and modifications. Its unique structure allows it to participate in various chemical reactions, making it a valuable compound in synthetic organic chemistry and medicinal chemistry. The presence of the benzoyl group can also affect the compound's solubility, stability, and reactivity, which are important factors in its application in drug development and molecular biology. Overall, N-Benzoylguanosine serves as an important tool for understanding nucleoside behavior and interactions in biological systems.

Formula: C₁₇H₁₇N₅O₆

InChI: InChI=1S/C17H17N5O6/c23-6-9-11(24)12(25)16(28-9)22-7-18-10-13(22)19-17(21-15(10)27)20-14(26)8-4-2-1-3-5-8/h1-5,7,9,11-12,16,23-25H,6H2,(H2,19,20,21,26,27)/t9-,11-,12-,16-/m1/s1

InChI key: InChIKey=WZKJANWNNBJHRS-UBEDBUPSSA-N

SMILES: O=C1C2=C(N(C=N2)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)NC(NC(=O)C4=CC=CC=C4)=N1

Synonyms:

• 2-N-Benzoylguanosine
• Benzamide, N-(1,6-dihydro-6-oxo-9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-9H-purin-9-yl)-
• Guanosine, N-benzoyl-
• N-(phenylcarbonyl)guanosine
• N-Benzoyl Guanosine
• N-Benzoylguanosine
• N2-Benzoyl-D-Guanosine
• N²-Benzoylguanosine
• N2-Benzoylguanosine
• Benzamide, N-(1,6-dihydro-6-oxo-9-β-D-ribofuranosyl-9H-purin-9-yl)-

N2-Benzoylguanosine

CAS: 3676-72-0

Formula: C₁₇H₁₇N₅O₆

Molecular weight: 387.35

Ref: 7W-GN2266

N(2)-Benzoylguanosine

CAS: 3676-72-0

N(2)-Benzoylguanosine

Purity: ≥95%

Molecular weight: 387.35g/mol

Ref: 54-OR0810T

N2-Benzoylguanosine

Controlled Product

CAS: 3676-72-0

Applications A useful building block for oligoribonucleotide synthesis.

Formula: C₁₇H₁₇N₅O₆

Color and Shape: Neat

Molecular weight: 387.35

Ref: TR-B208100

N2-Benzoylguanosine

CAS: 3676-72-0

N2-Benzoylguanosine is a nucleotide derivative that is formed by the acetylation of guanosine. It has been shown to act as a buffer in alkaline solutions and isomerizes to its n-oxide form when heated. N2-Benzoylguanosine reacts with peroxides such as hydrogen peroxide, glyoxal, and organic peroxides, forming hydroperoxide intermediates that can be converted into other products. The acidic hydrolysis of N2-benzoylguanosine yields the corresponding 6-benzoyladenosines. It has been shown to enhance the activity of uridine in inhibiting bacterial growth, while also acting as an inhibitor of viral RNA synthesis. This compound also reacts with nitrous acid to form an n6-benzoyladenosine derivative that inhibits the formation of RNA chains during transcription.

Formula: C₁₇H₁₇N₅O₆

Purity: Min. 95%

Color and Shape: White to beige solid.

Molecular weight: 387.35 g/mol

Ref: 3D-NB06331