2,152
Views
12
CrossRef citations to date
0
Altmetric
Research Article

A study on the inhibition of adenosine deaminase

, &
Pages 182-189 | Received 05 Feb 2007, Accepted 08 May 2007, Published online: 04 Oct 2008

References

  • Cristalli G, Costanzi S, Lambertucci C, Lupidi G, Vittori S, Volpini R, Campioni E. Adenosine deaminase: Functional implications and different classes inhibitors. Med Res Rew 2001; 21: 105–128
  • Lupidi G, Marmocchi F, Falasca M, Venardi G, Cristalli G, Grifantini M, Withehead E, Riva F. Adenosine deaminase from Saccharomyces cerevisiae: Kinetics and interaction with transition and ground state inhibitors. Biochim Biophys Acta 1992; 1122: 311–316
  • Aikawa T, Umemori-Aikawa Y, Fisher JR. Purification and properties of the adenosine deaminase from the midgut gland of a marine bivalved mollusc. Atrina spp Comp Biochem Physiol 1977; 58B: 357–364
  • Ma PF, Fisher JR. Two different hepatic adenosine deaminase in the chicken. Biochim Biophys Acta 1968; 159: 153–159
  • Brady TG, O'Donovan CI. Tissue distribution of adenosine deaminase in six mammal species. Comp Biochem Physiol 1965; 14: 101–119
  • Lupidi G, Marmocchi F, Falasca M, Venardi G, Cristalli G, Riva F. Adenosine deaminase from bovine brain: Purification and partial characterization. Biochem Int 1992; 26: 1053–1063
  • Argwal RP, Sagar SM, Parks RE, Jr. Adenosine deaminase from human erythrocytes: Purification and effects of adenosine analogs. Biochem Pharmacol 1975; 24: 693–701
  • Daddona PE, Kelly WN. Analysis of normal and mutants forms of human adenosine deaminase. J Biol Chem 1980; 252: 110–115
  • Daddona PE. Human adenosine deaminase: properties and turnover in cultured T and B lymphoblast. J Biol Chem 1981; 256: 12496–12501
  • Kelly MA, Vestling MM, Murphy CM, Hua S, Sumpter T, Fenselau C. Primary structure of bovine adenosine deaminase. J Pharm Biomed Anal 1996; 14: 1513–1519
  • Kinoshita T, Nishio N, Sato A, Murata M. Crystallization and preliminary analysis of bovine adenosine deaminase. Acta Crystallogr 1999; D55: 2031–2032
  • Gleeson MP, Burton NA, Hillier IH. The mechanism of adenosine deaminase catalysis studied by QM/MM calculations: The role of histidine 238 and the activity of the alanine 238. Phys Chem Chem Phys 2003; 5: 4272–4278
  • Cass CE, Au-Yeung TH. Enhancement of 9-beta-d-arabinofuranosyladenine cytotoxicity to mouse leukemia L1210 in vitro by 2′-deoxycoformycin. Cancer Res 1976; 36: 1486–1491
  • Johns DG, Adamson RH. Enhancement of the biological activity of cordycepin(3′-deoxyadenosine) by the adenosine inhibitor 2′-deoxycoformycin. Biochem Pharmacol 1976; 25: 1441–1444
  • LePage GA, Worth IS, Kimball AP. Enhancement of the antitumor activity of arabinofuranosyladenine by 2′-deoxycoformicin. Cancer Res 1976; 36: 1481–1485
  • Adamson RH, Zaharevitz DW, Johns DG. Enhancement of the biological activity of adenosine analogs by the adenosine deaminase inhibitor 2′-deoxycoformycin. Pharmacology 1977; 15: 84–89
  • Glazer RI, Lott TJ, Peale AL. Potentiation by 2′-deoxycoformycin of the inhibitory effect by 3′-deoxyadenosine(cordycepin) on nuclear RNA synthesis in L210 cells in vitro. Cancer Res 1978; 38: 2233–2238
  • Iliakis G, Ngo FQH. Effects of adenosine deaminase inhibitor 2′-deoxycoformycin on the repair and expression of potentially lethal damage sensitive to β-araA. Radiat Environ Biophys 1985; 24: 81–88
  • Sciotti VM, Van Wylen DGL. Increases in interstitial adenosine and cerebral blood flow with inhibition of adenosine kinase and adenosine deaminase. J Cerebral Blood Flow Metab 1993; 13: 201–207
  • Llyod HGE, Fredholm BB. Involvement of adenosine deaminase and adenosine kinase in regulating extracellular adenosine concentration in rat hippocampal slices. Neurochem Int 1995; 26: 387–395
  • Golembiowska K, White TD, Sawynok J. Modulation of adenosine release from rat spinal cord by adenosine deaminase and adenosine kinase inhibitors. Brain Res 1995; 699: 315–320
  • White TD. Pharmacological augmentation of excitatory amino acid-evoked adenosine release from rat cortical slices. Drug Dev Res 1994; 31: 333
  • White TD. Potentation of excitatory amino acid-evoked adenosine release from rat cortex by inhibitors of adenosine kinase and adenosine deaminase and by acadesine. Eur J Pharmacol 1996; 303: 27–38
  • Hebb MO, White TD. Co-administration of adenosine kinase and deaminase inhibitors produces supra-additive potentiation of N-methyl-D-aspartate-evoked adenosine formation in cortex. Eur J Pharmacol 1998; 344: 121–125
  • Poon A, Saynok J. Antinociceptive and anti-inflammatory properties of an adenosine kinase inhibitor and an adenosine deaminase inhibitor. Eur J Pharmacol 1999; 384: 123–138
  • Tofovic SP, Kusaka H, Li P, Jackson EK. Effects of adenosine deaminase inhibition on blood pressure in old spontaneously hypertensive rats. Clin Exp Hyperten 1998; 20: 329–344
  • Langer M, Pauling A, Rétey J. The role of dehydroalanine in catalysis by histidine ammonia lyase. Angew Chem Int Ed Engl 1995; 34: 1464–1465
  • Abeles RH, Frey PA, Jencks WP. Biochemistry. Jones and Bartlett Publisher. 1992
  • Voet D, Voet JG. Biochemistry. John Wiley and sons. 1990
  • Alunni S, Conti A, Palmizio ER. Mechanism and proton activating factors in base-induced β-elimination reactions of N-[2-(4-pyridyl)ethyl]quinuclidinium and N-[2-(2-pyridyl)ethyl]quinuclidinium salts. J Chem Soc Perkin Trans 2000; 2: 453–457
  • Alunni S, Conti A, Palmizio ER. Use of solvent isotope effect to identify an intermediate carbanion in the β-elimination reactions from N-[2-(4-pyridyl)ethyl]quinuclidinium and N-[2-(2-pyridyl)ethyl]quinuclidinium induced by acetohydroxamate/acetohydroxamic acid buffers. Res Chem Intermed 2001; 27: 635–641
  • Alunni S, Busti A. Mechanism and proton activating factors in base-induced β-elimination reactions of 2-(2-chloroethyl)pyridine. J Chem Soc Perkin Trans 2001; 2: 778–781
  • Alunni S, Laureti V, Ottavi L, Ruzziconi R. Catalysis of the β-elimination of HF from isomeric 2-fluoroethylpyridines and 1-methyl-2- fluoroethylpyridinium salts. Proton-activating factors and methyl-activating factors as a mechanism test to distinguish between concerted E2 and E1cb irreversible mechanisms. J Org Chem 2003; 68: 718–725
  • Alunni S, Ottavi L. Mechanism of acid-base catalysis of β-elimination reactions in systems activated by a pyridine ring. AJ Org Chem 2004; 69: 2272–2283
  • Alunni S, De Angelis F, Ottavi L, Papavasileiou M, Tarantelli F. Evidence of a borderline region between E1cb and E2 elimination reaction mechanisms: A combined experimental and theorical study of systems activated by the pyridine ring. J Am Chem 2005; 127: 15151–15160
  • Frieden C, Kurz LC, Gilbert HR. Adenosine deaminase and adenylate deaminase: comparative kinect studies with transition state and ground state analog inhibitors. Biochemistry 1980; 19: 5303–5309
  • Lerner LM, Rossi RR. Inhibition of adenosine deaminase by alcohols derived from adenine nucleosides. Biochemistry 1972; 11: 2772–2777
  • Schaeffer HJ, Johnson RN, Odin E, Hansch C. Structure-activity relationships in adenosine deaminase inhibitors. J Med Chem 1970; 13: 452–455
  • Saboury AA, Divsalar A, Jafari GA, Mossavi-Movahedi AA, Housaindokht MR, Hakimelahi GH. A product inhibition study on adenosine deaminase by spectroscopy and calorimetry. J Biochem Mol Biol 2002; 35: 302–305
  • Ogawa T, Aikawa Y, Aikawa T. Kinetic characteristics and binding process of substrate analogs to the adenosine deaminase in the marine mussel, mytilus edulis. Comp Biochem Physiol 1987; 88B(1)91–100
  • Wolfenden R. On the rate-determining step in the action of adenosine deaminase. Biochemistry 1969; 8(6)2409–2412
  • Saboury AA, Divsalar A, Ataie G, Amanlou M, Moosavi-Movahedi AA, Hakimelahi GH. Inhibition study of adenosine deaminase by caffeine using spectroscopy and isothermal titration calorimetry. Acta Biochem Pol 2003; 50: 849–855
  • Aikawa T, Aikawa Y, Brady TG. The pH-dependence of the inhibitory effects of several divalent cations on the bovine intestine adenosine deaminase activity. Int J Biochem 1980; 12: 493–495
  • Copeland A. Enzymes. VCH Publisher, Inc. 1996
  • Dixon M. The effect of pH on the affinities of enzymes for substrates and inhibitors. Biochem J 1953; 55: 161–170
  • Isaac NS. Physical organic chemistry. Langman Scientific and Technical, Harlow, Essex, England 1987
  • Bruice TC, Dixon JE. α-effects IV. Additional observation on the α-effect employing malachite green as substrate. J Am Chem Soc 1971; 93: 6592–6597

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.