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

    Grade & Purity:
  • ≥98%
In stock
Item Number
D350076
Grouped product items
SKU Size
Availability
Price Qty
D350076-5mg
5mg
3
$45.90
D350076-10mg
10mg
3
$77.90
D350076-25mg
25mg
2
$157.90
D350076-50mg
50mg
1
$251.90
D350076-100mg
100mg
1
$377.90

an analog of adenosin, and an intermediate in the degradation reaction of S-adenosylmethionine.

Basic Description

Synonyms 5′-dAdo
Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms 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
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

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.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Nucleosides, nucleotides, and analogues
Class 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

Product Properties

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)

Associated Targets(Human)

ADORA1 Tclin Adenosine A1 receptor (17603 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ADORA2A Tclin Adenosine A2a receptor (16305 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ADORA3 Tchem Adenosine A3 receptor (15931 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MTAP Tchem S-methyl-5-thioadenosine phosphorylase (233 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HeLa (62764 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Vero (26788 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-methyloxolane-3,4-diol
INCHI 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
InChIKey XGYIMTFOTBMPFP-KQYNXXCUSA-N
Smiles CC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O
Isomeric SMILES C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
WGK Germany 3
RTECS AU7358650
Molecular Weight 251.24
Reaxy-Rn 24731656
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24731656&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

10 results found

Lot Number Certificate Type Date Item
G2410091 Certificate of Analysis May 22, 2024 D350076
G2410118 Certificate of Analysis May 22, 2024 D350076
G2410119 Certificate of Analysis May 22, 2024 D350076
G2410120 Certificate of Analysis May 22, 2024 D350076
G2410121 Certificate of Analysis May 22, 2024 D350076
G2410288 Certificate of Analysis May 22, 2024 D350076
G2410369 Certificate of Analysis May 22, 2024 D350076
G2410370 Certificate of Analysis May 22, 2024 D350076
G2410371 Certificate of Analysis May 22, 2024 D350076
G2410372 Certificate of Analysis May 22, 2024 D350076

Chemical and Physical Properties

Solubility Soluble in water (19.60 - 20.40 m mg/ml).
Refractive Index n20D1.87 (Predicted)
Boil Point(°C) 595.0° C at 760 mmHg (Predicted)
Melt Point(°C) 203-205° C
Molecular Weight 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

Solution Calculators

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