5′-Deoxyadenosine - ≥98% , CAS No.4754-39-6

CAS: 4754-39-6 Cat. No.: D350076 Formule: C₁₀H₁₃N₅O₃ Poids moléculaire: 251.24

QUALITÉ & PURETÉ ≥98%

Synonyms

5′-dAdo

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

5′-Deoxyadenosine is an analog of adenosin. In the degradation reaction of S-adenosylmethionine (SAM), 5′-Deoxyadenosine is an intermediate. 5′-Deoxyadenosine is used to study the enzyme kinematics of phosphomethylpyrimidine synthase, glutamate mutase, and 5′-methylthioadenosine phosphorylase. In addition, 5′-Deoxyadenosine has been used as a mass spectroscopy standard, and a thymidine phosphorylase activity screening inhibitor. Finally, 5′-Deoxyadenosine functions as a substrate if 5′-Deoxyadenosine deaminase (DadD) assay.

Spécifications

Synonymes

5′-dAdo

Spécifications et pureté

≥98%

Mécanismes biochimiques et physiologiques

5 '- deoxyadenosine is a substrate of methylthioadenosine/S-adenosine homocysteine (MTA/SAH) nucleosidase in microorganisms. 5 '- deoxyadenosine is a byproduct of S-adenosylmethionine (SAM) cleavage. High levels of deoxyadenosine inhibit SAM dependent enz

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Pureté

≥98%

Propriétés du produit

pKa

pKa: 13.29 (Predicted), pKa: 3.82 (Predicted)

Ki Data

Adenosine A1 receptor: Ki= 269 nM (rat); Adenosine A2a receptor: Ki= 596 nM (rat); Adenosine A3 receptor: Ki= 2.83 μM (rat)

Noms et identifiants

Pubchem Sid

528761113

Sourires canoniques

CC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O

IUPAC Name

(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-methyloxolane-3,4-diol

InChIKey

XGYIMTFOTBMPFP-KQYNXXCUSA-N

INCHI

1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

Isomères SMILES

C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O

WGK Allemagne

3

RTECS

AU7358650

Poids moléculaire

251.24

Reaxy-Rn

24731656

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24731656&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Classe 5'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Classe: 5'-deoxyribonucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: 5'-deoxyribonucleosides
• Alternative Parents: Glycosylamines 6-aminopurines Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Tetrahydrofurans Heteroaromatic compounds Secondary alcohols 1,2-diols Oxacyclic compounds Azacyclic compounds Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 5'-deoxyribonucleoside - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Purine - Imidazopyrimidine - Aminopyrimidine - Imidolactam - Pyrimidine - N-substituted imidazole - Azole - Heteroaromatic compound - Imidazole - Tetrahydrofuran - 1,2-diol - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Alcohol - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Amine - Primary amine - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 5'-deoxyribonucleosides. These are nucleosides in which the oxygen atom at the 5'position of the ribose moiety has been replaced by another atom. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.
• External Descriptors: adenosines - 5'-deoxyribonucleoside

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

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ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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ADORA2A Tclin Adenosine A2a receptor (16305 Activities)

Discover Target: ADORA2A

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ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

Discover Target: ADORA3

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MTAP Tchem S-methyl-5-thioadenosine phosphorylase (233 Activities)

Discover Target: MTAP

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HeLa (62764 Activities)

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in water (19.60 - 20.40 m mg/ml).
• Indice de réfraction: n20D1.87 (Predicted)
• Point d'ébullition (°C): 595.0° C at 760 mmHg (Predicted)
• Point de fusion (°C): 203-205° C
• Poids moléculaire: 251.240 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 251.102 Da
• Monoisotopic Mass: 251.102 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 320.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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: 1