656402
2-Fluoroadenosine
97%
Synonym(s):
2-Fluoro-9-β-D-ribofuranosyladenine
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About This Item
Empirical Formula (Hill Notation):
C10H12FN5O4
CAS Number:
Molecular Weight:
285.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Quality Level
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
Gene Information
human ... ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)
signalword
Warning
hcodes
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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U K Decking et al.
The American journal of physiology, 266(4 Pt 2), H1596-H1603 (1994-04-01)
Transport and phosphorylation of 2-fluoroadenosine (F-AR) were studied in human erythrocytes and porcine aortic endothelial cells by 19F-nuclear magnetic resonance (NMR) spectroscopy. F-AR (590 microM) added to a human erythrocyte suspension (15% hematocrit) was rapidly incorporated into adenine nucleotides at
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
V B Berzin et al.
Bioorganicheskaia khimiia, 35(2), 210-214 (2009-06-20)
The preparative method for the synthesis of 2-fluoroadenosine starting from commercially available guanosine was developed. It included the intermediate formation of 2-amino-6-azido-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)purine, which was isolated exclusively in the tetrazolo[5,1-i]-form {5-amino-7-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-7H-tetrazolo[5,1-i]purine}. The latter compound was converted by the Schiemann reaction to
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 656402-1G | 04061826699218 |
| 656402-250MG | 04061833483534 |