Production Method 1

73-24-5

958-09-8

Reaction Conditions

1.1 Reagents: Monopotassium phosphate Catalysts: Purine nucleoside phosphorylase ,  Thymidine phosphorylase Solvents: Water ;  5 min, 20 °C; 20 h, 20 °C

Reference

Use of Nucleoside Phosphorylases for the Preparation of Purine and Pyrimidine 2'-Deoxynucleosides

Drenichev, Mikhail S.; Alexeev, Cyril S.; Kurochkin, Nikolay N.; Mikhailov, Sergey N., Advanced Synthesis & Catalysis, 2018, 360(2), 305-312

Production Method 2

73-24-5

50-89-5

958-09-8

Reaction Conditions

1.1 Solvents: Water ;  pH 7, 45 °C

Reference

Microbial synthesis of antiviral nucleosides using Escherichia coli BL21 as biocatalyst

Rogert, Maria C.; Trelles, Jorge A.; Porro, Silvia; Lewkowicz, Elizabeth S.; Iribarren, Adolfo M., Biocatalysis and Biotransformation, 2002, 20(5), 347-351

Production Method 3

84828-84-2

958-09-8

Reaction Conditions

1.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran

Reference

Preparation of deoxynucleosides via homolytic deoxygenation reactions

, World Intellectual Property Organization, , ,

Production Method 4

17318-18-2

958-09-8

Reaction Conditions

1.1 Reagents: Pentaerythritol Solvents: Water ;  23 h, pH 7

Reference

Selective prebiotic formation of RNA pyrimidine and DNA purine nucleosides

Xu, Jianfeng ; Chmela, Vaclav ; Green, Nicholas J. ; Russell, David A.; Janicki, Mikolaj J. ; et al, Nature (London, 2020, 582(7810), 60-66

Production Method 5

951-78-0

73-24-5

958-09-8

Reaction Conditions

1.1 Solvents: Water ;  4 h, pH 7, 60 °C

Reference

Aeromonas hydrophila strains as biocatalysts for transglycosylation

Nobile, Matias; Terreni, Marco; Lewkowicz, Elizabeth; Iribarren, Adolfo M., Biocatalysis and Biotransformation, 2011, 28(5-6), 395-402

Production Method 6

126200-06-4

958-09-8

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Methanol ;  2 h, 5 °C; 15 h, rt

Reference

Synthesis for 2'-deoxy-β-adenosine

, China, , ,

Production Method 7

4099-81-4

958-09-8

Reaction Conditions

1.1 Reagents: Tris(trimethylsilyl)silane Catalysts: 2-Mercaptoethanol ,  1,1′-Azobis(cyclohexane-1-carbonitrile) Solvents: Water ;  4 h, 100 °C

Reference

Radical Reactions in Aqueous Medium Using (Me3Si)3SiH

Postigo, Al; Kopsov, Sergey; Ferreri, Carla; Chatgilialoglu, Chryssostomos, Organic Letters, 2007, 9(25), 5159-5162

Production Method 8

73-24-5

958-09-8

Reaction Conditions

1.1 Reagents: Calcium chloride Catalysts: Purine nucleoside phosphorylase Solvents: Water

Reference

Process for producing nucleoside compound

, World Intellectual Property Organization, , ,

Production Method 9

66503-49-9

958-09-8

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Chloroform

Reference

A facile method for deprotection of trityl ethers using column chromatography

Pathak, Ashish K.; Pathak, Vibha; Seitz, Lainne E.; Tiwari, Kamal N.; Akhtar, Mohammad S.; et al, Tetrahedron Letters, 2001, 42(44), 7755-7757

Production Method 10

354823-32-8

73-24-5

958-09-8

Reaction Conditions

1.1 Catalysts: Purine nucleoside phosphorylase ,  Calcium chloride Solvents: Water

Reference

Process for selectively producing 1-phosphorylated sugar derivative anomer and process for producing nucleoside

, World Intellectual Property Organization, , ,

Production Method 11

73-24-5

50-89-5

958-09-8

Reaction Conditions

1.1 Solvents: Water ;  2 h, pH 7, 45 °C

Reference

Immobilized Escherichia coli BL21 as a catalyst for the synthesis of adenine and hypoxanthine nucleosides

Trelles, Jorge A.; Bentancor, Leticia; Schoijet, Alejandra; Porro, Silvia; Lewkowicz, Elizabeth S.; et al, Chemistry & Biodiversity, 2004, 1(2), 280-288

Production Method 12

16373-93-6

958-09-8

Reaction Conditions

1.1 Reagents: Water Solvents: Methanol ;  18 h, 6 °C

Reference

Pd(0)/Cu(I)-Mediated Direct Arylation of 2'-Deoxyadenosines: Mechanistic Role of Cu(I) and Reactivity Comparisons with Related Purine Nucleosides

Storr, Thomas E.; Baumann, Christoph G.; Thatcher, Robert J.; De Ornellas, Sara; Whitwood, Adrian C.; et al, Journal of Organic Chemistry, 2009, 74(16), 5810-5821

Deoxyadenosine Raw materials

• 2'-deoxy-adenosine;hydrate
• α-D-erythro-Pentofuranose, 2-deoxy-, 1-(dihydrogen phosphate), diammonium salt (9CI)
• Adenosine, 2′-deoxy-, 3′,5′-bis(4-chlorobenzoate)
• 2'-Deoxyuridine
• 5’-Iodo-5’-deoxy Adenosine
• Adenine
• Adenosine,2'-deoxy-5-O-(triphenylmethyl)-
• Adenosine, 2'-deoxy-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-
• Adenosine, 2'-deoxy-7,8-dihydro-8-thioxo-
• Thymidine

Deoxyadenosine Preparation Products

• Deoxyadenosine (958-09-8)

• 1. Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation
  Matthew J. Gaunt,Jinquan Yu,Jonathan B. Spencer Chem. Commun., 2001, 1844-1845
• 2. Enabling chloride salts for thermal energy storage: implications of salt purity?
  J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
• 3. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 4. Excimer–monomer switch: a reaction-based approach for selective detection of fluoride?
  Qiao Song,Angela Bamesberger,Lingyun Yang,Haley Houtwed,Haishi Cao Analyst, 2014,139, 3588-3592
• 5. Fatty acid eutectic mixtures and derivatives from non-edible animal fat as phase change materials?
  Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-Garayoa RSC Adv., 2017,7, 24133-24139

• Solvents and Organic Chemicals Organic Compounds Nucleosides, nucleotides, and analogues Purine nucleosides Purine 2'-deoxyribonucleosides
• Solvents and Organic Chemicals Organic Compounds Acids/Esters
• Other Chemical Reagents

Deoxyadenosine (CAS No. 958-09-8): A Comprehensive Overview of its Biochemical Significance and Recent Research Applications

Deoxyadenosine, with the chemical formula C₁₀H₁₃N₅O₄, is a naturally occurring nucleoside that holds considerable importance in the field of biochemistry and pharmacology. Its chemical structure is characterized by a deoxyribose sugar moiety linked to an adenine base, making it a crucial component in the synthesis of DNA and RNA. The compound is identified by its unique CAS No. 958-09-8, which distinguishes it from other nucleosides and ensures precise identification in scientific literature and industrial applications.

The biochemical properties of Deoxyadenosine have been extensively studied due to its role in various cellular processes. As a precursor to adenosine triphosphate (ATP), the primary energy currency of cells, Deoxyadenosine is integral to energy metabolism. Additionally, its derivatives are involved in signal transduction pathways, influencing processes such as neurotransmission and immune responses.

In recent years, research has highlighted the therapeutic potential of Deoxyadenosine and its analogs. One notable area of investigation has been its application in cancer therapy. Studies have demonstrated that Deoxyadenosine analogs can selectively inhibit enzymes involved in tumor growth, such as adenosine kinase. This selective inhibition has led to the development of novel chemotherapeutic agents that show promise in preclinical trials.

The pharmacological significance of CAS No. 958-09-8-linked compounds extends beyond oncology. Researchers have explored Deoxyadenosine derivatives as potential treatments for neurological disorders. For instance, studies indicate that certain Deoxyadenosine analogs can modulate adenosine receptors, offering a therapeutic approach for conditions like Parkinson's disease and Alzheimer's disease. These findings underscore the compound's versatility and its potential to address multiple therapeutic challenges.

Advances in synthetic chemistry have enabled the production of modified Deoxyadenosine molecules with enhanced stability and bioavailability. These modifications have opened new avenues for drug development, allowing for more effective delivery systems and targeted therapies. The ability to tailor the chemical structure of Deoxyadenosine derivatives has been instrumental in creating compounds with improved pharmacokinetic profiles.

The role of Deoxyadenosine in modulating immune responses has also garnered significant attention. Emerging research suggests that Deoxyadenosine analogs can influence immune cell function, making them candidates for immunomodulatory therapies. These therapies hold promise for treating autoimmune diseases and enhancing vaccine efficacy by precisely tuning immune responses.

In conclusion, the multifaceted applications of Deoxyadenosine (CAS No. 958-09-8) underscore its importance in modern medicine and biotechnology. From energy metabolism to cancer therapy and neurological disorders, this nucleoside continues to be a focal point of scientific inquiry. As research progresses, the development of novel derivatives and therapeutic strategies will further expand its clinical utility, solidifying its place as a cornerstone in biochemical research and pharmaceutical innovation.

• 16373-93-6(2'-deoxy-adenosine;hydrate)
• 6698-26-6(2',5'-Dideoxyadenosine)
• 96893-70-8(D-erythro-Pentitol,1-C-(7-amino-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-1,4-anhydro-2-deoxy-, (1R)-)
• 13116-42-2(5-(6-aminopurin-9-yl)-2-methyloxolan-3-ol)
• 14365-45-8((2S,3R,5S)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol)
• 478510-81-5(Adenosine-5',5'-C-d2,2'-deoxy-, monohydrate (9CI))
• 13276-53-4((2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol)
• 7697-49-6(9H-Purin-6-amine,9-(2-deoxy-b-D-erythro-pentopyranosyl)- (9CI))
• 478510-77-9(Adenosine-5'-13C,2'-deoxy-, monohydrate (9CI))
• 17434-50-3( )