CAS 4552-61-8

Guanosine, 6-O-(phenylmethyl)-

Description:

Guanosine, 6-O-(phenylmethyl)-, also known by its CAS number 4552-61-8, is a modified nucleoside derived from guanosine, which is one of the four primary building blocks of RNA. This compound features a phenylmethyl (benzyl) group attached to the 6-hydroxyl position of the guanosine molecule, which can influence its biochemical properties and interactions. The presence of the phenylmethyl group can enhance lipophilicity, potentially affecting the compound's solubility and permeability across biological membranes. Guanosine itself plays a crucial role in cellular processes, including energy transfer and signal transduction, and modifications like the one seen in this compound can alter its biological activity. The compound may be of interest in biochemical research, particularly in studies related to nucleoside analogs, drug design, and the exploration of its potential therapeutic applications. As with many modified nucleosides, understanding its pharmacokinetics and biological effects is essential for evaluating its utility in various scientific and medical contexts.

Formula: C₁₇H₁₉N₅O₅

InChI: InChI=1S/C17H19N5O5/c18-17-20-14-11(15(21-17)26-7-9-4-2-1-3-5-9)19-8-22(14)16-13(25)12(24)10(6-23)27-16/h1-5,8,10,12-13,16,23-25H,6-7H2,(H2,18,20,21)/t10-,12-,13-,16-/m1/s1

InChI key: InChIKey=LWYXQHQQWVZSOQ-XNIJJKJLSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(OCC4=CC=CC=C4)N=C(N)N3)O[C@H](CO)[C@H]1O

Synonyms:

• Guanosine, 6-O-(phenylmethyl)-
• 6-O-(Phenylmethyl)guanosine
• O6-Benzylguanosine
• 9H-Purine, 2-amino-6-(benzyloxy)-9-β-D-ribofuranosyl-
• 9H-Purin-2-amine, 6-(phenylmethoxy)-9-β-D-ribofuranosyl-
• O6-Benzyl Guanosine
• 2-AMino-6-(benzyloxy)-9-β-D-ribofuranosyl-purine

O6-Benzyl guanosine

CAS: 4552-61-8

Ref: 7W-GC7582

O6-Benzyl Guanosine

Controlled Product

CAS: 4552-61-8

Applications Protected Guanosine derivative.
References Hebert, M., et al.: J. Biol. Chem., 273, 5557 (1998), Kokkinakis, D., et al.: Cancer Chemother. Pharmacol., 45, 69 (2000),

Formula: C₁₇H₁₉N₅O₅

Color and Shape: Neat

Molecular weight: 373.36

Ref: TR-B278525

O6-Benzyl guanosine

CAS: 4552-61-8

O6-Benzyl guanosine is a polymerized compound that has been shown to have anticancer efficacy. It has been tested in mice with medulloblastoma, a type of brain tumor, and in rats with breast cancer. O6-Benzyl guanosine was found to be hydrophobic and bound to the methyltransferase enzyme, which resulted in the inhibition of DNA synthesis. The polymerized compound is able to form conjugates with other molecules such as iron oxide nanoparticles or hydrazone derivatives, which can be used for treatments that involve bioconjugate chemistry.

Formula: C₁₇H₁₉N₅O₅

Purity: Min. 95%

Molecular weight: 373.36 g/mol

Ref: 3D-NB16621