Home Fluorides 64183-27-3
64183-27-3,MFCD09750859
Catalog No.:AA0036ZU

64183-27-3 | 2'-Fluoro-2'-deoxyadenosine

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100mg
95%
in stock  
$11.00   $8.00
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250mg
98%
in stock  
$19.00   $14.00
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1g
98%
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$56.00   $39.00
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0036ZU
Chemical Name:
2'-Fluoro-2'-deoxyadenosine
CAS Number:
64183-27-3
Molecular Formula:
C10H12FN5O3
Molecular Weight:
269.2324
MDL Number:
MFCD09750859
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1O)F)n1cnc2c1ncnc2N
Properties
Properties
 
BP:
628.6°C at 760 mmHg  
Form:
Solid  
MP:
228 -231°C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
338  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  

Literature

Title: S-Adenosylhomocysteine hydrolase of the protozoan parasite Trichomonas vaginalis: potent inhibitory activity of 9-(2-deoxy-2-fluoro-β,D-arabinofuranosyl)adenine.

Journal: Bioorganic & medicinal chemistry letters 20120615

Title: Susceptibility in vitro of clinically metronidazole-resistant Trichomonas vaginalis to nitazoxanide, toyocamycin, and 2-fluoro-2'-deoxyadenosine.

Journal: Parasitology research 20100901

Title: Structure of a mutant human purine nucleoside phosphorylase with the prodrug, 2-fluoro-2'-deoxyadenosine and the cytotoxic drug, 2-fluoroadenine.

Journal: Protein science : a publication of the Protein Society 20090501

Title: Unnatural substrates reveal the importance of 8-oxoguanine for in vivo mismatch repair by MutY.

Journal: Nature chemical biology 20080101

Title: Insight into the roles of tyrosine 82 and glycine 253 in the Escherichia coli adenine glycosylase MutY.

Journal: Biochemistry 20051101

Title: Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase.

Journal: Journal of medicinal chemistry 20040422

Title: Crystal structure and mechanism of a bacterial fluorinating enzyme.

Journal: Nature 20040205

Title: Insight into the functional consequences of inherited variants of the hMYH adenine glycosylase associated with colorectal cancer: complementation assays with hMYH variants and pre-steady-state kinetics of the corresponding mutated E.coli enzymes.

Journal: Journal of molecular biology 20030321

Title: Antitumor activity of 2-fluoro-2'-deoxyadenosine against tumors that express Escherichia coli purine nucleoside phosphorylase.

Journal: Cancer gene therapy 20030101

Title: A new synthesis of 9-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)guanine (AraF-G).

Journal: Nucleosides, nucleotides & nucleic acids 20030101

Title: Cell-free biosynthesis of fluoroacetate and 4-fluorothreonine in Streptomyces cattleya.

Journal: Angewandte Chemie (International ed. in English) 20021018

Title: CD80 antigen expression as a predictor of ex vivo chemosensitivity in chronic lymphocytic leukemia.

Journal: Leukemia research 20020501

Title: Biochemistry: biosynthesis of an organofluorine molecule.

Journal: Nature 20020321

Title: Synthesis and anti-hepatitis B virus activity of 9-(2-deoxy-2-fluoro-beta-L-arabinofuranosyl) purine nucleosides.

Journal: Journal of medicinal chemistry 19970815

Title: Purine 2'-deoxy-2'-fluororibosides as antiinfluenza virus agents.

Journal: Journal of medicinal chemistry 19930108

Title: A E Hassan, et al.  A convenient synthesis of 2'-deoxy-2-fluoroadenosine; a potential prodrug for suicide gene therapy. Nucleosides Nucleotides Nucleic Acids. 2000 Mar;19(3):559-65.

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Tags:64183-27-3 Molecular Formula|64183-27-3 MDL|64183-27-3 SMILES|64183-27-3 2'-Fluoro-2'-deoxyadenosine