2'-Deoxyadenosine monohydrate - 10mM in DMSO , CAS No.16373-93-6

CAS: 16373-93-6 Cat. No.: D422012 Peso molecular: 269.26 Número EC: 683-408-7

GRADE & PURITY 10mM in DMSO

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 -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

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

Sinónimos

(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

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

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

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: 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
• Isómeros SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)CO)O.O
• RTECS: AU7358600
• Peso molecular: 269.26
• Reaxy-Rn: 5191174

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Clase: 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
• Descripción: 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

Objetivos asociados (no humanos)

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

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

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Air sensitive
• Rotación específica [α]: -24.0 - -27.0 °(C=0.5, H2O)
• Punto de fusión (°C): 185-187°C
• Peso molecular: 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

Referencias

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]