Synonym
2-Fluoro-ADP; ADP-beta-F; 2-flATP;
IUPAC/Chemical Name
Adenosine, 5'-(trihydrogen diphosphate), 2-fluoro-
InChi Key
ZAHBDWMZWHJOLZ-UUOKFMHZSA-N
InChi Code
InChI=1S/C10H14FN5O10P2/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H2,12,14,15)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1
SMILES Code
O[C@@H]([C@H]([C@H](N1C=NC2=C(N=C(F)N=C21)N)O3)O)[C@H]3COP(O)(OP(O)(O)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
445.19
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Sinha KK, Gross JD, Narlikar GJ. Distortion of histone octamer core promotes nucleosome mobilization by a chromatin remodeler. Science. 2017 Jan 20;355(6322). pii: eaaa3761. doi: 10.1126/science.aaa3761. PubMed PMID: 28104838; PubMed Central PMCID: PMC5656449.
2: Carter AR, Seaberg MH, Fan HF, Sun G, Wilds CJ, Li HW, Perkins TT. Sequence-dependent nanometer-scale conformational dynamics of individual RecBCD-DNA complexes. Nucleic Acids Res. 2016 Jul 8;44(12):5849-60. doi: 10.1093/nar/gkw445. Epub 2016 May 24. PubMed PMID: 27220465; PubMed Central PMCID: PMC4937329.
3: Zhang B, Muller-Steffner H, Schuber F, Potter BV. Nicotinamide 2-fluoroadenine dinucleotide unmasks the NAD+ glycohydrolase activity of Aplysia californica adenosine 5'-diphosphate ribosyl cyclase. Biochemistry. 2007 Apr 3;46(13):4100-9. Epub 2007 Mar 7. PubMed PMID: 17341094.
4: London RE, Gabel SA. Mg2+ and other polyvalent cations catalyze nucleotide fluorolysis. Arch Biochem Biophys. 1996 Oct 15;334(2):332-40. PubMed PMID: 8900408.
5: Decking UK, Alves C, Spahr R, Schrader J. 2-Fluoroadenosine uptake by erythrocytes and endothelial cells studied by 19F-NMR. Am J Physiol. 1994 Apr;266(4 Pt 2):H1596-603. PubMed PMID: 8184939.
6: Wood BE, O'Connor SE, Leff P. Adenosine 5'-(2-fluorodiphosphate) is not a selective P2Y purinoceptor agonist in the rabbit jugular vein. J Pharmacol Exp Ther. 1992 Aug;262(2):566-9. PubMed PMID: 1501113.
7: Wood BE, Squire A, O'Connor SE, Leff P. ADP-beta-F is not a selective P2y-receptor agonist in rabbit jugular vein. Br J Pharmacol. 1989 Dec;98 Suppl:794P. PubMed PMID: 2611511.
8: Hourani SM, Welford LA, Loizou GD, Cusak NJ. Adenosine 5'-(2-fluorodiphosphate) is a selective agonist at P2-purinoceptors mediating relaxation of smooth muscle. Eur J Pharmacol. 1988 Feb 16;147(1):131-6. PubMed PMID: 3371408.
9: Baldo JH, Hansen PE, Shriver JW, Sykes BD. 2-Fluoro-ATP, a fluorinated ATP analog. 19F nuclear magnetic resonance studies of the 2-fluoro-ADP . myosin subfragment-1 complex. Can J Biochem Cell Biol. 1983 Feb-Mar;61(2-3):115-9. PubMed PMID: 6850412.
