Abstract
The influence of MX(3-Chloro-4(Dichloromethyl)-5-Hydroxy-2(5H)- Furanone), a stronglymutagenic compound, on the temperature dependence of the dcelectrical conductivity of collagen as a function of time was studied.Collagen was immersed in MX solution, next dried and pressed intotablets. The MX concentration was measured by HPLC analysis.The reduction of MX concentration to 10% of the initial value wasobserved in the presence of collagen in the solution, whereas in thecontrol solution concentration of MX decreased to 70% of the initialvalue. Measurements of electrical conductivity were performed for thetemperature range 295–453K and activation energies for the chargeconduction process were calculated. Within the temperature range295–340K, the presence of MX decreased electrical conductivity ofcollagen. Calculated activation energies were typical for dry proteins.Within the temperature range 295–320K activation energy decreasedwith time, probably due to the stronger interactions in thecollagen-water-MX system. For temperatures between 320–410 and430–450K the activation energy was not time dependent and theapplication of MX did not change the structure of the collagenmacromolecule. The temporary changes occurring at the lowertemperatures being due solely to changes in the collagen-waterinteractions.
Keywords: 3-Chloro-4(Dichloromethyl)-5-Hydroxy-2(5H)-Furanone, activation energy, collagen, electrical conductivity, MX
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References
- 1.Bardelmeyer G.H. Electrical Conductivity in Hydrated Collagen. I Conductivity Mechanisms. Biopolymers. 1973;12:2289–2302. doi: 10.1002/bip.1973.360121008. [DOI] [PubMed] [Google Scholar]
- 2.Pethig R. Dielectric and Electronic Properties of Biological Materials. Chichester, New York, Brisbane, Toronto: John Willey & Sons Ltd.; 1979. pp. 293–295. [Google Scholar]
- 3.Marzec E. A Comparison of Dielectric Relaxation of Bone and Keratin. Bioelectro. Bioenerg. 1998;46:29–32. [Google Scholar]
- 4.Grigera J.R., Mascarenhas S. A Model for NMR, Dielectric Relaxation and Electret Behavior of Bound Water in proteins. Studia Biophysica. 1978;73:20–24. [Google Scholar]
- 5.Pethig R., Kell D.B. The Passive Electrical Properties of Biological Systems: Their Significance in Physiology, Biophysics and Technology. Phys. Med. Biol. 1987;32:933–970. doi: 10.1088/0031-9155/32/8/001. [DOI] [PubMed] [Google Scholar]
- 6.Kamiñska J., Sionkowska A. Thermal Stability of UV Degradation of Thermal Parameters of Collagen Degradation. Polymer Degrad. Stab. 1996;51:15–18. [Google Scholar]
- 7.Luesscher M., Ruegg M., Schindler P. Effect of Hydration upon the Thermal stability of Tropocollagen and its Dependence on the Presence of Neutral Salts. Biopolymers. 1974;13:2480–2503. doi: 10.1002/bip.1974.360131208. [DOI] [PubMed] [Google Scholar]
- 8.Nicolas F.L., Gagnieu C.H. Denaturated Thiolated Collagen. 2. Cross-linking by Oxidation. Biomatrials. 1997;18:815–821. doi: 10.1016/s0142-9612(97)00003-3. [DOI] [PubMed] [Google Scholar]
- 9.Meier J.R., Blazak W.F., Hnohl R.B. Mutagenic and Clastogenic Properties of 3-Chloro-4(Dichloromethyl)-5-hydroxy-2(5H)-Furanone: A Potential Bacterial Mutagen in drinking Water. Env. Molec. Mutagen. 1987;10:411–424. doi: 10.1002/em.2850100410. [DOI] [PubMed] [Google Scholar]
- 10.Kubisz L., Nawrocki J. The Influence of MX (3-Chloro-4 (Dichloromethyl)-5-Hydroxy-2(5H)-Furanone) on Electrical Conductivity of Collagen. J. Mat. Sci. Lett. 2000;19:685–687. [Google Scholar]
- 11.La Londe R.T., Perakyla H., Ishiguro Y., Clardy J., Brinen L.S. Structure of an Anhydride Related to a Mutagenic Component of Drinking Water, 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone. Chem. Res. Toxicol. 1990;3(5):404–405. doi: 10.1021/tx00017a003. [DOI] [PubMed] [Google Scholar]
- 12.La Londe R.T., Leo H., Perakyla H., Dence C.W., Farell R.P. Associaitons of the Bacterial Mutagenecity of Halogenated 2(5H)-Furanones with their MNDO-PM3 Computed Properties and Mode of Reactivity with Sodiu Borohydride. Chem. Res. Toxicol. 1992;5(3):392–400. doi: 10.1021/tx00027a012. [DOI] [PubMed] [Google Scholar]
- 13.Nomura S., Hiltner A., Lando J.B., Baer E. Interaction of Water with Native Collagen. Biopolymers. 1977;16:231–246. doi: 10.1002/bip.1977.360160202. [DOI] [PubMed] [Google Scholar]
- 14.Bigi A., Fichera A.M., Roveri N., Koch M.H. Structural Modification of Air-Dried Tendon Collagen on Heating. Int. J. Biol. Macromol. 1987;9:176–180. [Google Scholar]
- 15.Kinae N., et al. Seasonal Variation and Stability of Chlorinated OrganicMutagens in Drinking Water. Wat. Sci. Tech. 1992;25:333–340. [Google Scholar]
- 16.Fukui S., Ogawa S., Motozuka T., Hanasaki Y. Removal of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone(MX) in Water by Oxidative, Reductive, Thermal or Photochemical Treatments. Chemosphere. 1991;23:761–775. [Google Scholar]
- 17.Holmbomb B., Kronberg L., Smeds A. Chemical Stability of the Mutagens 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) and E-2-chloro-3-(dichloromethyl)-4-oxobutenoic Acid (E-MX) Chemosphere. 1989;18:333–337. [Google Scholar]
- 18.Padmapriya A.A., Just G., Lewis N.G. Synthesis of 3-chloro-4-dicloromethyl)-5-hydroxy-2(5H)-furanone, a Potent Mutagen. Can. J. Chem. 1985;63:828–832. [Google Scholar]
- 19.Vartiainen T., Heiskanen K., Lotjonen S. Ananysis and Some Chemical Properties of MX (3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone), the Potential Drinking Water Mutagen, Fresenius. J. Anal. Chem. 1991;340:230–233. [Google Scholar]
- 20.Risto L., Vartiainen T., Komulainen H. Formation of Methemoglobin by 3-Chloro-4(Dichloromethyl)-5-hydroxy-2(5H)-Furanone, (MX), in Rat Erythrocytes in Vitro. Toxicol. Lett. 1993;68:325–332. doi: 10.1016/0378-4274(93)90024-r. [DOI] [PubMed] [Google Scholar]
- 21.Vaittinen S.L., Komulainen H., Kosma V.M., et al. Subchronic Toxicity of-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone(MX) in Wistar Rats. Food Che. Toxicol. 1995;33:1027–1037. doi: 10.1016/0278-6915(95)00079-8. [DOI] [PubMed] [Google Scholar]
- 22.Kubisz L. The Effect of γ-Irradiation on the Temperature Dependence of DC Electrical Conductivity of Dry Bone. Int. J. Biol. Macromol. 1999;26:71–81. doi: 10.1016/s0141-8130(99)00067-7. [DOI] [PubMed] [Google Scholar]
- 23.Tomaselli V.P., Shamos M.H. Electrical Properties of Hydrated Collagen I. Dielectric Properties. Biopolymers. 1973;12:353–366. doi: 10.1002/bip.1974.360131203. [DOI] [PubMed] [Google Scholar]
- 24.Liboff A.R., Shamos M.H. Solid State Physics of Bone. In: Zipkin J., editor. Biological Mineralization. New York: Ed Wiley; 1973. pp. 335–395. [Google Scholar]
- 25.Eley D.D. Semiconducting Biological Polymers. In: Katon J.E., editor. Organic Semiconducting Polymers. New York: Marcel Dekker Inc.; 1968. pp. 259–291. [Google Scholar]
- 26.Okamoto Y., Saeki K. Phase Transition of Collagen and Gealtin Kolloid. Z.Z. 1964;194:124–130. [Google Scholar]
- 27.Nguyen A.L., Vu B.T., Wilkes G.L. The Dynamic Mechanical, Dielectric and Melting Behavior of Reconstituted Collagen. Biopolymers. 1974;13:1023–1037. doi: 10.1002/bip.1974.360130516. [DOI] [PubMed] [Google Scholar]
- 28.Pineri M.H., Escoubes M., Roche G. Water-Collagen Interaction: Calorimetric and Mechanical Experiments. Biopolymers. 1987;17:2799–2815. doi: 10.1002/bip.1978.360171205. [DOI] [PubMed] [Google Scholar]