Sites and thermodynamic quantities associated with proton and metal ion interaction with ribonucleic acid, deoxyribonucleic acid, and their constituent bases, nucleosides, and nucleotides

Chemical Reviews

Volumn 71, Issue 5, 1971, Pages 439-481

  Izatt, Reed M ^a,b   Christensen, James J ^a,b   Rytting, J Howard ^a,b  

^a BRIGHAM YOUNG UNIVERSITY   (United States)

^b UNIVERSITY OF KANSAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BORON; CADMIUM; CALCIUM; CHROMIUM; COBALT; COPPER; DNA; IRON; LANTHANUM; LEAD; MAGNESIUM; MANGANESE; MERCURY; METAL; NICKEL; NUCLEIC ACID; NUCLEOSIDE; NUCLEOTIDE; PLATINUM; POTASSIUM; PROTON; PURINE DERIVATIVE; PYRIMIDINE DERIVATIVE; RNA; SILVER; SODIUM; URANIUM; ZINC;

ARTICLE; BINDING SITE; TECHNIQUE; THERMODYNAMICS;

BINDING SITES; BORON; CADMIUM; CALCIUM; CHROMIUM; COBALT; COPPER; DNA; IRON; LANTHANUM; LEAD; MAGNESIUM; MANGANESE; MERCURY; METALS; METHODS; NICKEL; NUCLEIC ACIDS; NUCLEOSIDES; NUCLEOTIDES; PLATINUM; POTASSIUM; PROTONS; PURINES; PYRIMIDINES; RNA; SILVER; SODIUM; THERMODYNAMICS; URANIUM; ZINC;

EID: 0015138001     PISSN: 00092665     EISSN: 15206890     Source Type: Journal    
DOI: 10.1021/cr60273a002     Document Type: Article

References (236)

1. R. Phillips, Chem. Rev., 66, 501 (1966).
2. Biochemistry, 9, 4022 (1970).
3. P. A. Levene and H. S. Simms, J. Biol. Chem., 65, 519 (1925).
4. H. F. W. Taylor, J. Chem. Soc., 765 (1948).
5. R. A. Alberty, R. M. Smith, and R. M. Bock, J. Biol. Chem., 193, 425 (1951).
6. R. F. Beers and R. F. Steiner, Nature (London), 179, 1076 (1957).
7. D. L. Levi, W. S. McEwan, and J. H. Wolfenden, J. Chem. Soc., 760 (1949).
8. G. E. Cheney, H. Freiser, and Q. Fernando, J. Amer. Chem. Soc., 81, 2611 (1959).
9. S. Lewin and N. W. Tann, J. Chem. Soc., 1466 (1962).
10. S. Lewin, J. Chem. Soc., 792 (1964).
11. A. Pullman, B. Pullman, and G. Berthier, C. R. Acad. Sci, 243, 380
12. B. Pullman, J. Chem. Soc., 1621 (1959).
13. W. Cochran, Acta Crystallogr., 4, 81 (1951).
14. G. Zubay, Biochim. Biophys. Acta, 28, 644 (1958).
15. J. J. Christensen and R. M. Izatt, J. Phys. Chem., 66, 1030 (1962).
16. J. J. Christensen, J. L. Oscarson, and R. M. Izatt, J. Amer. Chem. Soc., 90, 5949 (1968).
17. J. J. Christensen, R. M. Izatt, and L. D. Hansen, J. Amer. Chem. Soc., 89, 213
18. L. Eberson and I. Wadso, Acta Chem. Scand., 17, 1552 (1963).
19. R. M. Izatt, J. H. Rytting, L. D. Hansen, and J. J. Christensen, J. Amer. Chem. Soc., 88, 2641 (1966).
20. J.J. Christensen, J. H. Rytting, and R. M. Izatt, J. Chem. Soc. B,
21. J. J. Christensen, J. H. Rytting, and R. M. Izatt, Biochemistry 9. 4907 (1970).
22. L. Saocorii, P. Paoletti, and M. Ciampolini, J. Amer. Chem. Soc., 82, 3831 (1960).
23. C. D. Jardetzky and O. Jardetzky, J. Amer. Chem. Soc, 82, 222 (1960).
24. N. A. Berger and G. L. Eichhorn, Biochemistry, 10, 1847 (1971).
25. R. Shapiro, Progr. Nucleic Acid Res., 8, 73 (1968).
26. T. R. Harkins and H. Freiser, J. Amer. Chem. Soc., 80, 1132 (1958).
27. P. A. Levene, H. S. Simms, and L. W. Bass, J. Biol. Chem., 70, 243 (1926).
28. R. M. Izatt, L. D. Hansen, J. H. Rytting, and J. J. Christensen, J. Amer. Chem. Soc., 87, 2760 (1965).
29. J. Iball and H. R. Wilson, Proc. Roy. Soc., Ser. A, 288, 418 (1965).
30. H. T. Miles, F. B. Howard, and J. Frazier, Science, 142, 1458 (1963).
31. W. Pfleiderer, Justus Liebigs Ann. Chem., 647, 167 (1961).
32. A. Albert, Biochem. J., 54, 646 (1953).
33. A. G. Ogston, J. Chem. Soc., 1376 (1935).
34. L. F. Cavalieri, J. J. Fox, A. Stone, and N. Chang. J. Amer. Chem. Soc., 76, 1119 (1954).
35. W. Pfleiderer and G. Nübel, Justus Liebigs Ann. Chem., 647, 155 (1961).
36. H. Mizuno, T. Fujiwara, and K. Tomita, Bull. Chem. Soc. Jap., 42, 3099 (1969).
37. I. Wempen, R. Duschinsky, L. Kaplan, and J. J. Fox, J. Amer. Chem. Soc., 83, 4755 (1961).
38. J. J. Fox, D. Van Praag, I. Wempen, I. L. Doerr, L. Cheong, J. E. Knoll, M. L. Eidinoff, A. Bendich, and G. B. Brown, J. Amer. Chem. Soc., 81, 178 (1959).
39. D. O. Jordan, “The Chemistry of Nucleic Acids,” Butterworths, Washington, D. C., 1960, Chapter 7.
40. L. F. Cavalieri, Amer. Chem. Soc., 75, 5268 (1953).
41. S. Lewin and D. A. Humphreys, J. Chem. Soc. B, 210 (1966).
42. O. Jardetzky, P. Pappas, and N. G. Wade, J. Amer. Chem. Soc., 85, 1657 (1963).
43. H. T. Miles, R. B. Bradley, and E. D. Becker, Science, 142, 1569 (1963).
44. A. R. Katritzky and A. J. Waring, J. Chem. Soc., 3046 (1963).
45. T. Ueda and J. J. Fox, J. Amer. Chem. Soc., 85, 4024 (1963).
46. P. Brookes and P. D. Lawley, Chem. Soc., 1348 (1962).
47. N. A. Berger and G. L. Eichhorn, Biochemistry, 10, 1857 (1971).
48. D. Shugar and J. J. Fox, Biochim. Biophys. Acta, 9, 199 (1952).
49. J. J. Christensen, J. H. Rytting, and R. M. Izatt, J. Phys. Chem., 71, 2700 (1967).
50. J. J. Fox, L. F. Cavalieri, and N. Chang, J. Amer. Chem. Soc., 75, 4315 (1953).
51. W. E. Cohn in “The Nucleic Acids,” Vol. I, E. Chargaffand J. N. Davidson, Ed., Academic Press, New York, N. Y., 1955, p 217.
52. K. Nakanishi, N. Suzuki, and F. Yamazaki, Bull. Chem. Soc. Jap., 34, 53 (1961).
53. B. T. Suchorukow, V. I. Poltew, and L. Blumenfeld, Abh. Deut. Akad. Wiss. Berlin, Kl. Med., 381 (1964).
54. H. T. Miles, Biochim. Biophys. Acta, 22, 247 (1956).
55. G. L. Eichhorn and Y. A. Shin, J. Amer. Chem. Soc., 90, 7323 (1968).
56. L. Rimai and M. E. Heyde, Biochem. Biophys. Res. Commun., 41, 313 (1970).
57. J. A. Carrabine and M. Sundaralingam, J. Amer. Chem. Soc., 92, 369 (1970).
58. U. Weser, Struct. Bonding (Berlin), 5, 41 (1968).
59. R. M. Izatt, D. P. Nelson, J. H. Rytting, B. L. Haymore, and J. J. Christensen, J. Amer. Chem. Soc., 93, 1619 (1971).
60. H. K. Frensdorff, J. Amer. Chem. Soc., 93, 600 (1971).
61. R. L. Carroll and R. R. Irani, J. Inorg. Nucl. Chem., 30, 2971 (1968).
62. W. A. Eaton, P. George, and G. I. H. Hanania, J. Phys. Chem., 71, 2016 (1967).
63. L. G. Sillen and A. E. Martell, “Stability Constants,” Special Publication No. 17, The Chemical Society, London, 1964.
64. J. J. Christensen and R. M. Izatt, “Handbook of Metal Ligand Heats and Related Thermodynamic Quantities,” Marcel Dekker, New York, N. Y. 1970.
65. G. A. Rechnitz and M. S. Mohan, Science, 168, 1460 (1970).
66. M. S. Mohan and G. A. Rechnitz, J. Amer. Chem. Soc., 92, 5839 (1970);
67. N. C. Melchior, Science, 171, 1267 (1971);
68. G. A. Rechnitz and M. S. Mohan, Science, 171, 1268 (1971).
69. F. de Korosy and M. F. Zevulun-Taboch, Israel J. Chem., 7, 841 (1969).
70. J. H. Prestegard and S. I. Chan J. Amer. Chem. Soc., 91, 2843 (1969).
71. J. Shack, R. J. Jenkins, and J. M. Thompsett, J. Biol. Chem., 203, 373 (1953).
72. R. Thomas, Trans. Faraday Soc., 50, 304 (1954).
73. G. L. Eichhorn, Advan. Chem. Ser., No. 62, 378 (1967).
74. F. Ascoli, C. Botre, and A. M. Liquori, J. Mol. Biol, 3, 202 (1961).
75. R. B. Inman and D. O. Jordan, Biochim. Biophys. Acta. 42, 421 (1960).
76. W. F. Dove and N. Davidson, J. Mol Biol, 5, 467 (1962).
77. J. T. Shapiro, B. S. Stannard, and G. Felsenfeld, Biochemistry, 8, 3233 (1969).
78. J. A. Gordon, Biopoiymers, 3, 5 (1965).
79. G. Zubay and P. Doty, Biochim. Biophys. Acta, 29, 47 (1958).
80. L. Kotin and M. Nagasawa, J. Amer. Chem. Soc., 83, 1026 (1961).
81. U. P. Strauss, C. Helfgott, and H. Pink, J. Phys. Chem., 71, 2550 (1967).
82. G. Furnică, Rec. Roum. Biochim., 6, 17 (1969).
83. A. Epp, T. Ramasarma, and L. R. Wetter, J. Amer. Chem. Soc., 80, 724 (1958).
84. K. Hotta, J. Brahms, and M. Morales, J. Amer. Chem. Soc., 83, 997 (1961).
85. J. A. Happe and M. Morales J. Amer. Chem. Soc., 88, 2077 (1966).
86. M. Cohn and T. R. Hughes, J. Biol Chem., 237, 176 (1962).
87. G. G. Hammes and D. L. Miller, J. Chem. Phys., 46, 1533 (1967).
88. L. Rimai, M. E. Heyde, and E. B. Carew, Biochem. Biophys. Res. Commun., 38, 231 (1970).
89. H. Sternlicht, R. G. Shulman, and E. W. Anderson, J. Chem. Phys., 43, 3133 (1965).
90. M. M. Taqui Khan and A. E. Martell, J. Amer. Chem. Soc., 84, 3037 (1962).
91. R. M. Smith and R. A. Alberty, J. Amer. Chem. Soc., 78, 2376 (1956).
92. G. Weitzel and T. Spehr, Hoppe-Seyler's Z. Physiol. Chem., 313, 212 (1958).
93. T. A. Glassman, C. Cooper, L. W. Harrison, and T. J. Swift, Biochemistry, 10, 843 (1971).
94. M. E. Heyde, and L. Rimai, Biochemistry, 10, 1121 (1971).
95. A. M. Willemsen and G. A. J. Van Os, Biochim. Biophys. Acta, 204, 636 (1970).
96. G. Felsenfeld and S. Huang, Biochim. Biophys. Acta, 34, 234 (1959).
97. H. S. Loring and R. S. Waritz, Science, 125, 646 (1957).
98. A. Goldberg, J. Mol. Biol., 15, 663 (1966).
99. G. L. Eichhorn, Nature (.London), 194, 474 (1962).
100. J. W. Lyons and L. Kotin, J. Amer. Chem. Soc., 86, 3634 (1964).
101. K. C. Banerjee and D. J. Perkins, Biochim. Biophys. Acta, 61, 1 (1962).
102. G. Zubay, Biochim. Biophys. Acta, 32, 233 (1959).
103. H. Fraenkel-Conrat, Biochim. Biophys. Acta, 15, 307 (1954).
104. M. M. Fishman, J. Isaac, S. Schwartz, and S. Stein, Biochem. Biophys. Res. Commun., 29, 378 (1967).
105. R. H. Reeves, C. R. Cantor, and R. W. Chambers, Biochemistry, 9, 3993 (1970).
106. W. E. C. Wacker and B. L. Vallee, J. Biol. Chem., 234, 3257 (1959).
107. B. A. Calhoun, J. Overmeyer, and F. W. Sunderman, Proc. Soc. Exp. Biol. Med., 119, 1089 (1965).
108. K. Fuwa, W. E. C. Wacker, R. Druyan, A. F. Bartholomay, and B. L. Vallee, Proc. Nat. Acad. Sci. U. S. 46, 1298 (1960).
109. J. Eisinger, R. G. Shulman, and B. M. Szymanski, J. Chem. Phys., 36, 1721 (1962).
110. J. Eisinger, R. G. Shulman, and W. E. Blumberg, Nature, 192, 963 (1961).
111. R. J. P. Williams, Biopolymers, Symp., No. 1, 515 (1964).
112. R. G. Shulman, H. Sternlicht, and B. J. Wyluda, J. Chem. Phys., 43, 3116 (1965).
113. R. G. Shulman and H. Sternlicht, J. Moi. Biol, 13, 952 (1965).
114. H. Sternlicht, R. G. Shulman, and E. W. Anderson, J. Chem. Phys., 43, 3123 (1965).
115. H. Sternlicht, D. E. Jones, and K. Kustin, J. Amer. Chem. Soc., 90, 7110 (1968).
116. E. Walaas, Acta Chem. Scand., 12, 528 (1958).
117. J. E. Maling, L. T. Taskovich, and M. S. Blois, Biophys. J., 3, 79 (1963).
118. H. Brintzinger, Biochim. Biophys. Acta, 77, 343 (1963).
119. M. Sundaralingam, Biopolymers, 7, 821 (1969).
120. H. Brintzinger, Helv. Chim. Acta, 44, 1199 (1961).
121. J. J. Butzow and G. L. Eichhorn, Biopolymers, 3, 95 (1965).
122. J. J. Butzow and G. L. Eichhorn, Biochemistry, 10, 2019 (1971).
123. I. N. Rabinowitz, F. F. Davis, and R. H. Herber, J. Amer. Chem. Soc., 88, 4346 (1966).
124. R. A. Stukan, A. N. Il'ina, Yu.Sh. Moshkovskii. and V. I. Gol'danskii, Biophysics (USSR) 10, 343 (1965).
125. C. R. Goucher and J. F. Taylor, J. Biol. Chem., 239, 2251 (1964).
126. B. Singer, Biochim. Biophys. Acta, 80, 137 (1964).
127. J. Liquier-Milward, Nature (London), 167, 1068 (1951).
128. J. Brigando and D. Colaitis, Bull. Soc. Chim. Fr., 3445 (1969).
129. J. Brigando and D. Colaitis, Bull. Soc. Chim. Fr., 3449 (1969).
130. L. S. Kan and N. C. Li, J. Amer. Chem. Soc., 92, 281 (1970).
131. U. Weser and M. Dönnicke, Z. Naturforsch. B, 25, 592 (1970).
132. R. L. Karpel, K. Kustin, and M. A. Wolff, J. Phvs. Chem., 75, 799 (1971).
133. A. Albert and E. P. Serjeant, Biochem. J., 76, 621 (1960).
134. E. Frieden and J. Alles, J. Biol. Chem., 230, 797 (1957).
135. H. Reinert and R. Weiss, Hoppe-Seyler's Z. Physiol. Chem., 350, 1310 (1969).
136. D. M. L. Goodgame and K. A. Price, Nature (London), 220, 783 (1968).
137. E. Sletten, Chem. Commun., 1119 (1967).
138. D. Crăciunescu and Al. Fruma, Inorg. Chim. Acta, 4, 287 (1970).
139. J. A. Carrabine and M. Sundaralingam, Chem. Commun., 746 (1968).
140. M. S. Melzer, Chem. Commun, 1052 (1967).
141. R. C. Lord and G. J. Thomas, Biochim. Biophys. Acta, 142, 1 (1967).
142. S. M. Wang and N. C. Li, J. Amer. Chem. Soc., 88, 4592 (1966).
143. A. M. Fiskin and M. Beer, Biochemistry, 4, 1289 (1965).
144. G. L. Eichhorn, P. Clark, and E. D. Becker, Biochemistry, 5, 245 (1966),
145. M. M. Taqui Khan and A. E. Martell, J. Phys. Chem., 66, 10 (1962).
146. H. Reinert and R. Weiss, Hoppe-Seyler's Z. Physiol. Chem., 350, 1321 (1969).
147. V. K. Srivastava, Indian J. Biochem., 6, 149 (1969).
148. F. L. Khalil and T. L. Brown, J. Amer. Chem. Soc., 86, 5113 (1964).
149. P. W. Schneider, H. Brintzinger, and H. Erlenmeyer, Helv. Chim. Acta, 47, 992 (1964).
150. A. T. Tu and C. G. Friederich, Biochemistry, 7, 4367 (1968).
151. P. W. Schneider and H. Brintzinger, Helv. Chim. Acta, 47, 1717 (1964).
152. M. Pieber, H. Reitboeck, C. Romero, and J. Tohá, J. Biol. Chem., 245, 4141 (1970).
153. H. Sigel, Helv. Chim. Acta, 50, 582 (1967).
154. H. Sigel, Eur. J. Biochem., 3, 530 (1968).
155. G. L. Eichhorn and E. Tarien, Biopolymers, 5, 273 (1967).
156. H. Venner and Ch. Zimmer, Biopolymers, 4, 321 (1966).
157. S. E. Bryan and E. Frieden, Biochemistry, 6, 2728 (1967).
158. J. H. Coates, D. O. Jordan, and V. K. Srivastava, Bicchem. Biophys. Res. Commun., 20, 611 (1965).
159. S. Hiai, J. Mol. Biol., 11, 612 (1965).
160. G. L. Eichhorn and P. Clark, Prcc. Nat. Acad. Sci. U. S., 53, 586 (1965).
161. D. Bach and I. R. Miller, Biopolymers, 5, 161 (1967).
162. L. E. Minchenkova and V. I. Ivanov, Biopolymers, 5, 615 (1967).
163. K. B. Yatsimirskii, E. E. Kriss, and T. I. Akhrameeva, Dokl. Akad. Nauk SSSR, 168, 840 (1966);
164. Chem. Abstr., 65, 7516f (1966).
165. Ye.T. Zakharenko and Yu.Sh. Moshovskii, Biophysics (USSR), 11, 1083 (1966).
166. C. Zimmer and H. Venner, Eur. J. Biochem., 15, 40 (1970).
167. C. Ropars and R. Viovy, J. Chim. Phys., Physicochim. Biol., 62, 408 (1965).
168. R. L. Ward and J. A. Happe, Biochem. Biophys. Res. Commun., 28, 785 (1967).
169. H. Brintzinger, Helv. Chim. Acta, 48, 47 (1965).
170. H. Brintzinger, J. Amer. Chem. Soc., 87, 1805 (1965).
171. K. Gillen, R. Jensen, and N. Davidson, J. Amer. Chem. Soc., 86, 2792 (1964).
172. R. Phillips and P. George, Biochim. Biophys. Acta, 162, 73 (1968).
173. A. T. Tu and J. A. Reinosa, Biochemistry, 5, 3375 (1966).
174. R. H. Jensen and N. Davidson, Biopolymers, 4, 17 (1966).
175. M. Daune, C. A. Dekker, and H. K. Schachman, Biopolymers, 4, 51 (1966).
176. B. Singer, and H. Fraenkel-Conrat, Biochemistry, 1, 852 (1962).
177. T. Yamane and N. Davidson, Biochim. Biophys. Acta, 55, 609 (1962).
178. B. P. Ulanov, L. F. Malysheva, and Yu.Sh. Moshkovskii, Biophysics (USSR), 12, 371 (1967).
179. G. L. Eichhorn and P. Clark, J. Amer. Chem. Soc., 85, 4020 (1963).
180. R. B. Simpson, J. Amer. Chem. Soc., 86, 2059 (1964).
181. L. S. Kan and N. C. Li, J. Amer. Chem. Soc., 92, 4823 (1970).
182. T. Yamane and N. Davidson, J. Amer. Chem. Soc., 83, 2599 (1961).
183. M.Ya. Fel'dman, Biochemistry (USSR), 25, 432 (1960).
184. S. Lewin and M. A. Barnes, J. Chem. Soc. B, 478 (1966).
185. S. Katz, J. Amer. Chem. Soc., 74, 2238 (1952).
186. C. A. Thomas, J. Amer. Chem. Soc., 16, 6032 (1954).
187. S. Katz, Nature, 194, 569 (1962).
188. S. Katz, Biochim. Biophys. Acta, 68, 240 (1963).
189. D. W. Gruenwedel and N. Davidson, Biopolymers, 5, 847 (1967).
190. D. W. Gruenwedel and N. Davidson, J. Mol. Biol, 21, 129 (1966).
191. Y. Kawade, Biochem. Biophys. Res. Commun., 10, 204 (1963).
192. G. L. Eichhorn and J. J. Butzow, Biopolymers, 3, 79 (1965).
193. E. Bamann, H. Trapmann, and F. Fischler, Biochem. Z., 326, 89 (1954).
194. I. Feldman, J. Jones, and R. Cross, J. Amer. Chem. Soc., 89, 49 (1967).
195. R. P. Agarwal and I. Feldman, J. Amer. Chem. Soc., 90, 6635 (1968).
196. I. Feldman and K. E. Rich, J. Amer. Chem. Soc., 92, 4559 (1970).
197. C. R. Zobel and M. Beer, J. Biophys. Biochem. Cytol., 10, 335 (1961).
198. U. Weser, Z. Naturforsch. B, 22, 457 (1967).
199. R. M. Izatt and J. J. Christensen, J. Phys. Chem., 66, 359 (1962).
200. A. Albert and D. J. Brown, J. Chem. Soc., 2060 (1954).
201. M. Rawitscher and J. M. Sturtevant, J. Amer. Chem. Soc., 82, 3739 (1960).
202. A. G. Ogston, J. Chem. Soc., 1713 (1936).
203. J. J. Christensen, J. H. Rytting, and R. M. Izatt, J. Amer. Chem. Soc., 88, 5105 (1966).
204. M. M. Taqui Khan and A. E. Martell, J. Amer. Chem. Soc., 89, 5585 (1967).
205. J. Schubert, J. Amer. Chem. Soc., 76, 3442 (1954).
206. E. Doody, E. R. Tucci, R. Scruggs, and N. C. Li, J. Inorg. Nucl. Chem., 28, 833 (1966).
207. R. Phillips, P. Eisenberg, P. George, and R. J. Rutman, J. Biol. Chem., 240, 4393 (1965).
208. H. Sigel and H. Brintzinger, Helv. Chim. Acta, 47, 1701 (1964).
209. H. Sigel, K. Becker, and D. B. McCormick, Biochim. Biophys. Acta, 148, 655 (1967).
210. J. Stockx and L. Vandendriessche, Biochim. Biophys. Acta, 72, 137 (1963).
211. W. J. O'Sullivan and M. Cohn, J. Bid. Chem., 241, 3104 (1966).
212. M. M. Taqui Khan and A. E. Martell, J. Amer. Chem. Soc., 88, 668 (1966).
213. D. D. Perrin and V. S. Sharma, Biochim. Biophys. Acta, 127, 35 (1966).
214. J. Botts, A. Chashin, and H. L. Young, Biochemistry, 4, 1788 (1965).
215. E. R. Tucci, E. Doody, and N. C. Li, J. Phys. Chem., 65, 1570 (1961).
216. H. Brintzinger, Helv. Chim. Acta, 44, 935 (1961).
217. R. M. Smith and R. A. Alberty, J. Phys. Chem., 60, 180 (1956).
218. M. A. Rawitscher, P. D. Ross, and J. M. Sturtevant, J. Amer. Chem. Soc., 85, 1915 (1963).
219. P. A. Levene, L. W. Bass, and H. S. Simms, J. Biol. Chem., 70, 229 (1926).
220. J. J. Fox and D. Shugar, Biochim. Biophys Acta, 9, 369 (1952).
221. H. S. Loring, H. W. Bortner, L. W. Levy, and M. L. Hammell, J. Biol. Chem., 196, 807 (1952).
222. R. A. Cox, Biochem. J., 100, 146 (1966).
223. L. G. Bunville and S. J. Schwalbe, Biochemistry, 5, 3521 (1966).
224. L. Grossman, S. S. Levine, and W. S. Allison, J. Mol. Biol., 3, 47 (1961).
225. E. M. Wooley, R. W. Wilton, and L. G. Hepler, Can. J. Chem., 48, 3249 (1970).
226. G. B. Elion, J. Org. Chem., 27, 2478 (1962).
227. S. Watanabe, T. Trosper, M. Lynn, and L. Evenson, J. Biochem., 54, 17 (1963).
228. J. J. Fox, J. F. Codington, N. C. Yung, L. Kaplan, and J. O. Lampen, J. Amer. Chem. Soc., 80, 5155 (1958).
229. N. N. Aylward, J. Chem. Soc. B, 401 (1967).
230. E. Hurlen, S. G. Laland, R. A. Cox, and A. R. Peacocke, Acta Chem. Scand., 10, 793 (1956).
231. D. O. Jordan, A. R. Mathieson, and S. Matty, J. Chem. Soc., 158 (1956).
232. L. F. Cavalieri and A. L. Stone, J. Amer. Chem. Soc., 77, 6499 (1955).
233. E. Eisinger, F. Fawaz-Estrup, and R. G. Shulman, J. Chem. Phys., 42, 43 (1965).
234. N. C. Melchior, J. Biol Chem., 208, 615 (1954).
235. E. J. King, “Acid-Base Equilibria,” Macmillan, New York, N. Y. 1965, pp 192-196.
236. L. G. Bunville, E. P. Geiduschek, M. A. Rawitscher, and J. M. Sturtevant, Biopolymers, 3, 213 (1965).