CAS 958-09-8

Deoxyadenosine

Description:

Deoxyadenosine, with the CAS number 958-09-8, is a nucleoside that consists of the purine base adenine attached to a deoxyribose sugar. It plays a crucial role in the structure of DNA, where it pairs with thymidine during the formation of the double helix. Deoxyadenosine is characterized by its molecular formula, which reflects the presence of carbon, hydrogen, nitrogen, and oxygen atoms. It is a white to off-white crystalline solid that is soluble in water, making it biologically relevant for various biochemical processes. In terms of its biological function, deoxyadenosine is involved in the synthesis of deoxyribonucleic acid (DNA) and is a precursor for the synthesis of adenosine triphosphate (ATP), the primary energy carrier in cells. Additionally, it can be phosphorylated to form deoxyadenosine monophosphate (dAMP), which is integral to DNA metabolism. Its structural properties and reactivity are essential for understanding its role in cellular processes and genetic information storage.

Formula: C₁₀H₁₃N₅O₃

InChI: InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1

InChI key: InChIKey=OLXZPDWKRNYJJZ-RRKCRQDMSA-N

SMILES: NC1=C2C(N(C=N2)[C@@H]3O[C@H](CO)[C@@H](O)C3)=NC=N1

Synonyms:

• (2S,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
• 167: PN: US20040053876 SEQID: 167 unclaimed DNA
• 2'-Deoxy-D-adenosine
• 2'-Desoxiadenosina
• 2'-Desoxyadenosin
• 2'-Desoxyadenosine
• 9-(2-Deoxy-β-<span class="text-smallcaps">D</span>-erythro-pentofuranosyl)adenine
• 9-(2-Deoxy-β-D-erythro-pentofuranosyl)adenine
• 9H-Purin-6-amine, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-
• 9H-Purin-6-amine, 9-(2-deoxy-beta-D-ribofuranosyl)-
• 9H-Purin-6-amine, 9-(2-deoxy-β-<span class="text-smallcaps">D</span>-erythro-pentofuranosyl)-
• 9H-Purin-6-amine, 9-(2-deoxy-β-<span class="text-smallcaps">D</span>-ribofuranosyl)-
• 9H-Purin-6-amine, 9-(2-deoxy-β-D-erythro-pentofuranosyl)-
• 9H-Purin-6-amine, 9-(2-deoxy-β-D-ribofuranosyl)-
• Adenine deoxy nucleoside
• Adenine deoxyribonucleoside
• Adenine deoxyribose
• Adenosine, 2'-deoxy-
• Adenyldeoxyriboside
• Brn 0091015
• Ccris 1782
• Deoxyadenosine
• Desoxyadenosine
• Nqz-035
• Nsc 141848
• Nsc 143510
• Nsc 83258
• beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-
• beta-D-erythro-Pentofuranoside, adenine-9 2-deoxy-
• dA
• β-<span class="text-smallcaps">D</span>-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-
• β-<span class="text-smallcaps">D</span>-erythro-Pentofuranoside, adenine-9 2-deoxy-
• β-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-
• β-D-erythro-Pentofuranoside, adenine-9 2-deoxy-
• 2-Deoxyadenosine

2'-Deoxyadenosine Monohydrate

CAS: 16373-93-6, 958-09-8

Formula: C₁₀H₁₃N₅O₃·H₂O

Purity: >99.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 269.27

Ref: 3B-D0046

2'-Deoxyadenosine Anhydrous

CAS: 958-09-8

Formula: C₁₀H₁₃N₅O₃

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 251.25

Ref: 3B-D4137

2'-Deoxyadenosine, 99%

CAS: 958-09-8

2'-Deoxyadenosine is used in paradoxical stimulation study of human sperm motility. It plays an essential role as sperm motility stimulants used in sperm micro-injection on mouse and human embryo development. It finds an application in some cells as an energy source under energy stress conditions.

Formula: C₁₀H₁₃N₅O₃

Purity: 99%

Color and Shape: White to pale cream, Powder or crystalline powder

Molecular weight: 251.25

Ref: 02-J63886

2'-Deoxyadenosine ((2R,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol)

CAS: 958-09-8

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₁₀H₁₃N₅O₃

Color and Shape: White Powder

Molecular weight: 251.10184

Ref: 45-1A07280

2'-Deoxyadenosine

CAS: 958-09-8

Formula: C₁₀H₁₃N₅O₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 251.2419

Ref: IN-DA0035W3

2'-Deoxyadenosine

CAS: 958-09-8

2'-Deoxyadenosine

Purity: ≥98%

Molecular weight: 251.24g/mol

Ref: 54-BUP17301

2'-Deoxyadenosine

CAS: 958-09-8

Formula: C₁₀H₁₃N₅O₃

Molecular weight: 251.25

Ref: 4Z-A-267001

2'-Deoxyadenosine

CAS: 958-09-8

2'-Deoxyadenosine

Formula: C₁₀H₁₃N₅O₃

Purity: By hplc: 99.6% (Typical Value in Batch COA)

Color and Shape: white crystalline powder

Molecular weight: 251.24g/mol

Ref: 54-BID1006

2'-Deoxyadenosine-15N5

CAS: 958-09-8

Formula: C₁₀H₁₃₁₅N₅O₃

Molecular weight: 256.21

Ref: 4Z-A-267002

2'-Deoxyadenosine-13C5

CAS: 958-09-8

Formula: C₅₁₃C₅H₁₃N₅O₃

Molecular weight: 256.21

Ref: 4Z-A-267003

2’-Deoxyadenosine

CAS: 958-09-8

Applications 2prime-Deoxyadenosine is a nucleoside adenosine derivative with mutagenic properties.

Formula: C₁₀H₁₃N₅O₃

Color and Shape: White To Off-White

Molecular weight: 251.242

Ref: TR-D239583

2'-Deoxyadenosine-15N1

Controlled Product

CAS: 958-09-8

Applications 2'-Deoxyadenosine-15N1 is an intermediate in the synthesis of 8-Oxo-2’-deoxyguanosine-13C,15N2 (O850252). A marker compound indicative of DNA damage associated with mutagenesis and carcinogenesis. Can induce differentiation of Friend murine erythroleukemia cells in vitro.
References Ueda, T., et al.: Chem. Pharm. Bull., 26, 2122 (1978), Jiang, F., et al.: Nature, 183, 382 (1996),

Formula: C₁₀H₁₃₁₅NN₄O₃

Color and Shape: Neat

Molecular weight: 252.235

Ref: TR-D232172

2'-Deoxyadenosine-1',2',3',4',5'-13C5

Controlled Product

CAS: 958-09-8

Applications Isotope labelled Deoxyadenosine, a deoxyribonucleoside and the derivative of the nucleoside adenosine (A280400).
References Long, X., et al.: J. Pharmacol. Exper. Ther., 335, 781 (2010), Ham, M., et al.: J. Pharmacol. Exper. Ther., 335, 607 (2010),

Formula: C₅C₅H₁₃N₅O₃

Color and Shape: White To Off-White

Molecular weight: 256.20519

Ref: TR-D232166

(2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

CAS: 958-09-8

Formula: C₁₀H₁₃N₅O₃

Purity: 95%

Color and Shape: Solid, Crystalline

Molecular weight: 251.246

Ref: 10-F092055

2'-Deoxyadenosine-13C2,15N

Controlled Product

CAS: 16373-93-6, 958-09-8

Formula: C₂C₈H₁₂₁₅NN₄O₃

Color and Shape: Neat

Molecular weight: 253.213

Ref: TR-D232171

2\'-Deoxyadenosine

CAS: 958-09-8

Formula: C₁₀H₁₃N₅O₃

Molecular weight: 251.2

Ref: ST-EA-CP-H34005

2'-Deoxyadenosine

CAS: 958-09-8

2'-Deoxyadenosine (NSC-141848) is the DNA nucleoside A. It pairs with deoxythymidine (T) in double-stranded DNA.

Formula: C₁₀H₁₃N₅O₃

Purity: 99.71%

Color and Shape: Solid

Molecular weight: 251.24

Ref: TM-T20041

2'-Deoxyadenosine - isolated from DNA

CAS: 958-09-8

2'-Deoxyadenosine is a nucleoside that is found in DNA. It has been shown to have potent anticancer activity against carcinoma cell lines and to bind to the adenosine receptor A3. 2'-Deoxyadenosine has also been shown to inhibit the production of inflammatory cytokines, such as tumor necrosis factor-α and interleukin-6, from nuclear extracts of mouse tumor cells. This nucleoside may be a potential drug target for the treatment of cancer and inflammation.

Formula: C₁₀H₁₃N₅O₃

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 251.24 g/mol

Ref: 3D-FD158139