CAS 4016-63-1

8-Bromoguanosine

Description:

8-Bromoguanosine is a modified nucleoside that features a bromine atom substituted at the 8-position of the guanine base. This compound is characterized by its structural components, which include a ribose sugar linked to the guanine moiety. The presence of the bromine atom can influence the compound's biochemical properties, such as its interaction with nucleic acids and enzymes. 8-Bromoguanosine is often used in biochemical research, particularly in studies involving RNA and DNA, due to its ability to mimic natural nucleosides while providing unique reactivity and binding characteristics. It may also exhibit altered base-pairing properties, making it a valuable tool in the investigation of nucleic acid structure and function. Additionally, the compound's solubility and stability in various solvents can vary, which is important for its application in laboratory settings. Overall, 8-Bromoguanosine serves as an important compound in the field of molecular biology and medicinal chemistry.

Formula: C₁₀H₁₂BrN₅O₅

InChI: InChI=1S/C10H12BrN5O5/c11-9-13-3-6(14-10(12)15-7(3)20)16(9)8-5(19)4(18)2(1-17)21-8/h2,4-5,8,17-19H,1H2,(H3,12,14,15,20)/t2-,4-,5-,8-/m1/s1

InChI key: InChIKey=ASUCSHXLTWZYBA-UMMCILCDSA-N

SMILES: BrC=1N(C2=C(N1)C(=O)N=C(N)N2)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

Synonyms:

• 2-Amino-8-bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• 2-Amino-8-bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one
• 2-Amino-8-bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-6,9-dihydro-1H-purin-6-one
• 2-amino-8-bromo-9-beta-D-glycero-pentofuranosyl-5,9-dihydro-6H-purin-6-one
• 2-amino-8-bromo-9-pentofuranosyl-3,9-dihydro-6H-purin-6-one
• 8-Bromo-Guanosine
• 8-Bromoguanosine hydrate
• Chembridge 5141604
• Guanosine, 8-bromo-
• NSC 174257
• NSC 79211

8-Bromoguanosine

CAS: 4016-63-1

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₀H₁₂BrN₅O₅

Molecular weight: 362.14

Ref: 02-J63940

Guanosine, 8-bromo-

CAS: 4016-63-1

Formula: C₁₀H₁₂BrN₅O₅

Purity: 97%

Color and Shape: Solid

Molecular weight: 362.1368

Ref: IN-DA00I7VO

2-amino-8-bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-6,9-dihydro-1H-purin-6-one

CAS: 4016-63-1

2-amino-8-bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-6,9-dihydro-1H-purin-6-one

Purity: 98%

Molecular weight: 362.14g/mol

Ref: 54-OR22747

8-Bromoguanosine

CAS: 4016-63-1

8-Bromoguanosine

Purity: ≥95%

Molecular weight: 362.14g/mol

Ref: 54-BUP17922

8-Bromoguanosine

CAS: 4016-63-1

8-Bromoguanosine

Purity: 97%

Color and Shape: Solid

Molecular weight: 362.14g/mol

Ref: 54-OR45116

8-Bromoguanosine

CAS: 4016-63-1

Formula: C₁₀H₁₂BrN₅O₅

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 362.14

Ref: 7W-GE8230

8-Bromoguanosine

CAS: 4016-63-1

8-Bromoguanosine is a brominated derivative of guanosine. It is activate lymphocytes through an intracellular mechanism to exert immunostimulatory effects.

Formula: C₁₀H₁₂BrN₅O₅

Purity: 97.26% - 99.62%

Color and Shape: White Solid

Molecular weight: 362.14

Ref: TM-T7924

8-Bromoguanosine

CAS: 4016-63-1

8-Bromoguanosine (8BrG) is a potent inhibitor of cyclase enzymes that lead to the formation of cyclic guanosine monophosphate (cGMP). It has been shown to inhibit signal pathways, such as those regulated by the G protein-coupled receptor (GPCR), which are activated by the 2-adrenergic receptor. 8BrG has been shown to be effective against C. glabrata and other fungi and has been used in experimental models for infectious diseases.

Formula: C₁₀H₁₂BrN₅O₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 362.14 g/mol

Ref: 3D-NB06311

8-Bromoguanosine

CAS: 4016-63-1

Formula: C₁₀H₁₂BrN₅O₅

Purity: 97%

Color and Shape: Solid

Molecular weight: 362.14

Ref: 10-F002895

8-Bromoguanosine-13C2,15N

Controlled Product

CAS: 4016-63-1

Applications 8-Bromoguanosine-13C2,15N is an intermediate in the synthesis of 8-Aminoguanosine-13C2,15N (A609877). 8-Aminoguanosine-13C2,15N is an isotopic labelled compound of 8-Aminoguanosine (A609875), which is a potent inhibitor of purine nucleoside phosphorylase.
References Kazmers, I.S., et al.: Science, 214, 1137 (1981); Chern, J-W., et al.: J. Med. Chem., 36, 1024 (1993)

Formula: C₂C₈H₁₂Br₁₅NN₄O₅

Color and Shape: Neat

Molecular weight: 365.115

Ref: TR-B684366

8-Bromoguanosine

Controlled Product

CAS: 4016-63-1

Applications 8-Bromoguanosine (cas# 4016-63-1) is a compound useful in organic synthesis.
References Hu, H., et al.: Mol. Pharmacol., 69, 1542 (2006), Mallett, D., et al.: J. Pharm. Biomed. Anal., 49, 100 (2009),

Formula: C₁₀H₁₂BrN₅O₅

Color and Shape: Neat

Molecular weight: 362.14

Ref: TR-B684365

8-Bromoguanosine-13C,15N2

Controlled Product

CAS: 4016-63-1

Applications 8-Bromoguanosine-13C,15N2 is a compound useful in organic synthesis.

Formula: C₉₁₃CH₁₂BrN₃₁₅N₂O₅

Color and Shape: Neat

Molecular weight: 365.12

Ref: TR-B684367