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

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$12.00	$8.00
250mg	97%	in stock	$25.00	$17.00
1g	97%	in stock	$72.00	$50.00
5g	97%	in stock	$207.00	$145.00

Description

• Catalog Number: AB48934
• 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

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

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

  Bioorganic & medicinal chemistry letters 20120615

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

  Parasitology research 20100901

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

  Protein science : a publication of the Protein Society 20090501

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

  Nature chemical biology 20080101

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

  Biochemistry 20051101

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

  Journal of medicinal chemistry 20040422

• Crystal structure and mechanism of a bacterial fluorinating enzyme.

  Nature 20040205

• 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 of molecular biology 20030321

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

  Cancer gene therapy 20030101

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

  Nucleosides, nucleotides & nucleic acids 20030101

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

  Angewandte Chemie (International ed. in English) 20021018

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

  Leukemia research 20020501

• Biochemistry: biosynthesis of an organofluorine molecule.

  Nature 20020321

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

  Journal of medicinal chemistry 19970815

• Purine 2'-deoxy-2'-fluororibosides as antiinfluenza virus agents.

  Journal of medicinal chemistry 19930108