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656402

2-Fluoroadenosine

Name: 2-Fluoroadenosine
Brand: ALDRICH

97%

Synonym(s):

2-Fluoro-9-β-D-ribofuranosyladenine

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₂FN₅O₄

CAS Number:

146-78-1

Molecular Weight:

285.23

NACRES:

NA.22

PubChem Substance ID:

24884201

UNSPSC Code:

41106305

MDL number:

MFCD00866394

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Quality Level

100

assay

97%

form

solid

mp

240 °C (D) (lit.)

SMILES string

Nc1nc(F)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

InChI

1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1

InChI key

HBUBKKRHXORPQB-UUOKFMHZSA-N

signalword

Warning

hcodes

H302,H315,H319,H335

pcodes

P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Adenosine kinase from Schistosoma mansoni: structural basis for the differential incorporation of nucleoside analogues.

Larissa Romanello et al.

Acta crystallographica. Section D, Biological crystallography, 69(Pt 1), 126-136 (2013-01-01)

In adult schistosomes, the enzyme adenosine kinase (AK) is responsible for the incorporation of some adenosine analogues, such as 2-fluoroadenosine and tubercidin, into the nucleotide pool, but not others. In the present study, the structures of four complexes of Schistosoma

N2-hydroxyguanosine 5'-monophosphate is a time-dependent inhibitor of Escherichia coli guanosine monophosphate synthetase.

M L Deras et al.

Biochemistry, 38(1), 303-310 (1999-01-16)

In contrast to several other glutamine amidotransferases including asparagine synthetase, cytidine 5'-triphosphate (CTP) synthetase, carbamoyl phosphate synthetase, and phosphoribosyl pyrophosphate (PRPP) amidotransferase, guanosine monophosphate synthetase (GMPS) will not utilize hydroxylamine as an alternative nitrogen source. Instead, the enzyme is inhibited

Expression of methylthioadenosine phosphorylase cDNA in p16-, MTAP- malignant cells: restoration of methylthioadenosine phosphorylase-dependent salvage pathways and alterations of sensitivity to inhibitors of purine de novo synthesis.

Z H Chen et al.

Molecular pharmacology, 52(5), 903-911 (1997-11-14)

5'-Deoxy-5'-methylthioadenosine phosphorylase (MTAP) is involved in the salvage of adenine and methylthio moieties of 5'-deoxy-5'-methylthioadenosine, a byproduct of polyamine synthesis, to adenine nucleotides and methionine, respectively. The gene encoding MTAP, MTAP, is frequently codeleted along with the tumor suppressor gene

Synergistic inhibition of platelet aggregation by forskolin plus PGE1 or 2-fluoroadenosine: effects of 2',5'-dideoxyadenosine and 5'-methylthioadenosine.

K C Agarwal et al.

Biochemical pharmacology, 31(22), 3713-3716 (1982-11-15)

Biodistribution and PET imaging of [(18)F]-fluoroadenosine derivatives.

Mian M Alauddin et al.

Nuclear medicine and biology, 34(3), 267-272 (2007-03-27)

Many fluorinated analogues of adenosine nucleoside have been synthesized and studied as potential antitumor and antiviral agents. Earlier, we reported radiosynthesis of 2'-deoxy-2'-[(18)F]fluoro-1-beta-D-arabinofuranosyl-adenine ([(18)F]-FAA) and 3'-deoxy-3'-[(18)F]fluoro-1-beta-d-xylofuranosyl-adenine ([(18)F]FXA). Now, we report their in vivo studies including blood clearance, biodistribution and micro-PET

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Global Trade Item Number

SKU	GTIN
656402-250MG	04061833483534
656402-1G	04061826699218

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