2'-Deoxyadenosine monohydrate - ≥99%(HPLC) , CAS No.16373-93-6

CAS: 16373-93-6 Cat. No.: D111686 分子式: C₁₀H₁₃N₅O₃·H₂O 分子量: 269.26 EC番号: 683-408-7

GRADE & PURITY ≥99%(HPLC)

Synonyms

(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol hydrate | DTXSID801036040 | HY-W011683 | WZJWHIMNXWKNTO-VWZUFWLJSA-N | 2 inverted exclamation mark -Deoxyadenosine monohydrate | J-700308 | AKOS004119623 | 9-(2'-Deoxy-beta-D-eryth

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

概要

2'-Deoxyadenosine monohydrate, a deoxyribonucleoside, may be used by some cells as an energy source under energy stress conditions and to affect cAMP levels. 2′-dAdo is used in comparison studies of the functions of adenosine analogues on various biological processes.

Specifications

同義語

(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol hydrate | DTXSID801036040 | HY-W011683 | WZJWHIMNXWKNTO-VWZUFWLJSA-N | 2 inverted exclamation mark -Deoxyadenosine monohydrate | J-700308 | AKOS004119623 | 9-(2'-Deoxy-beta-D-eryth

仕様と純度

≥99%(HPLC)

生化学的・生理学的メカニズム

2′-Deoxyadenosine (2′-dAdo), a deoxyribonucleoside, may be used by some cells as an energy source under energy stress conditions and to affect cAMP levels. 2′-dAdo is used in comparison studies of the functions of adenosine analogues on various biological

保管条件

Store at 2-8°C,Argon charged

入荷

Wet ice

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

注

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

純度

≥99%(HPLC)

名前と識別子

• パブケム・シド: 488196273
• パブケム・シド・ウル: https://pubchem.ncbi.nlm.nih.gov/substance/488196273
• カノニカル・スマイル: C1C(C(OC1N2C=NC3=C(N=CN=C32)N)CO)O.O
• IUPAC Name: (2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol;hydrate
• InChIKey: WZJWHIMNXWKNTO-VWZUFWLJSA-N
• INCHI: 1S/C10H13N5O3.H2O/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);1H2/t5-,6+,7+;/m0./s1
• 異性体SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)CO)O.O
• RTECS: AU7358600
• 分子量: 269.26
• Reaxy-Rn: 5191174

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • 分類 Purine nucleosides
      • Subclass Purine 2'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• 分類: Purine nucleosides
• Subclass: Purine 2'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine 2'-deoxyribonucleosides
• Alternative Parents: 6-aminopurines Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Oxolanes Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary amines Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine 2'-deoxyribonucleoside - 6-aminopurine - Imidazopyrimidine - Purine - Aminopyrimidine - N-substituted imidazole - Imidolactam - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Oxolane - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Amine - Primary alcohol - Primary amine - Aromatic heteropolycyclic compound
• 説明: This compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

関連ターゲット（非人間）

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

作用メカニズム

化学的性質と物理的性質

• 溶解度: Soluble in water.DMSO (Slightly), Methanol (Slightly)
• 感度: Air sensitive
• 比旋光度［α］: -24.0 - -27.0 °(C=0.5, H2O)
• 融点（°C）: 185-187°C
• 分子量: 269.260 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 269.112 Da
• Monoisotopic Mass: 269.112 Da
• Topological Polar Surface Area: 120.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 307.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

参考文献

1. Shitao Feng, An Zhang, Fengshou Wu, Xiaogang Luo, Juan Zhang.  (2022)  Boronic acid grafted metal-organic framework for selective enrichment of cis-diol-containing compounds.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:35809521] [10.1016/j.chroma.2022.463281]

2. Qian Wang, Huanshun Yin, Yunlei Zhou, Jun Wang, Shiyun Ai.  (2021)  Photoelectrochemical biosensor for 5-formylcytosine deoxyribonucleoside detection based on BiIO4-WS2/CuO ternary heterojunction.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.130019]

3. Cheng Ting, Jiao Zhijuan, Liu Xiaoyan, Zhang Haixia.  (2018)  Selective, fast and semi-automatic enrichment of nucleosides by using a phenylboronic acid modified hybrid material composed of graphene oxide and melamine sponge.  MICROCHIMICA ACTA,  185  (7): (1-6).  [PMID:29961121] [10.1007/s00604-018-2878-3]

4. Ting Cheng, Shuqiang Zhu, Bin Zhu, Xiaoyan Liu, Haixia Zhang.  (2016)  Highly selective capture of nucleosides with boronic acid functionalized polymer brushes prepared by atom transfer radical polymerization.  JOURNAL OF SEPARATION SCIENCE,  39  (7): (1347-1356).  [PMID:26864342] [10.1002/jssc.201500968]

5. Cheng Ting, Li Huihui, Ma Ying, Liu Xiaoyan, Zhang Haixia.  (2015)  Synthesis of boronic-acid-functionalized magnetic attapulgite for selective enrichment of nucleosides.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  407  (12): (3525-3529).  [PMID:25736243] [10.1007/s00216-015-8550-4]

6. Yanhui Ge, Xinya Xu, Yubo Liu, Chengyu Huang, Jiajun Zhu.  (2025)  Development of a novel in-vivo analysis for monocrotaline based on adenine-coated hollow eggshell-like mesoporous carbon@silica nanoparticles.  Results in Chemistry,      [PMID:] [10.1016/j.rechem.2025.102813]

よくある質問

What is the purity of this product, and how is it determined?

This product is supplied at ≥99% purity, determined by HPLC. Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 16373-93-6, the molecular formula is C10H13N5O3·H2O, and the molecular weight is 269.26 g/mol. InChIKey WZJWHIMNXWKNTO-VWZUFWLJSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.