Биологический каталог




Биоорганическая химия

Автор Г.Дюга, К.Пенни

ne-functionalized micellar catalyst. Tetrahedron Lett. 507—510 (1978).

164. Tagaki W., Нага H. Acyloin condensation of aldehydes catalyzed by AMauryl-thiazolium bromide. Chem. Commun. 891—892 (1973).

165. Bunton C. A., Robinson L., Stain M. F. Stereospecific micellar catalyzed ester hydrolysis. Tetrahedron Lett. 121—124 (1971).

166. Brown I. M., Bunton C. A. Stereoselective micelle-promoted ester hydrolysis. Chem. Commun. 969—971 (1974).

167. Moss R. A., Lee Y. S., Lukas T. J. Micellar stereoselectivity cleavage of diaslereometric substrates by functional surfactant micelles. J. Amer. Chem. Soc. 101, 2499—2501 (1979).

168. Imanishi Y. Intramolecular reactions on polymer chains. J. Polym. Sci. Ma-cromo. Rev. 14, 1—205 (1979).

Литература

495

169. Manecke С, Storck W. Polymeric catalysis Angew. Chem., Int. Ed. Engl 17, 657—670 (1978).

170. Overberger С. G., Salamone 1. C. Esterolytic action of synthetic macromole-cules. Acc. Chem. Res. 2, 217—224 (1969).

UlrKiefer H. C, Congdon W. I., Scarpa I. S., Klotz I. M. Catalytic accelerations of 1012-fold by an enzyme-like synthetic polymer. Proc. Nat. Acad. Sci. USA 69, 2155—2159 (1972). 172. Frank H., Nicholson G. C, Bayer E. Chiral polysiloxanes for resolution of

optical antipodes. Angew. Chem!, Int. Ed. Engl. 17, 363—365 (1978). Il73. Bender M. L., Komiyama M. Cyclodextrin Chemistry, Springer-Verlag, Berlin and New York, 1978. 74. Breslow R., Campbell P. Selective aromatic substitution within a cyclodextrin mixed complex J. Amer. Chem. Soc. 91, 3085 (1969). 75 Komiyama M., Breaux E. J., Bender M. L. The use of cycloamylose to probe the «charge-relay» system. Bioorg. Chem. 6, 127—136 (1977).

176. Einert /., Breslow R. Modification of the cavity of p-cyclodextrin by flexible capping. J. Amer. Chem. Soc. 97, 670—672 (1975).

177. Fujita K., Shinoda A., Imoto T. Hydrolysis of phenyl acetates with capped P-cyclodextrins: Reversion from meta to para selectivity. J. Amer. Chem. Soc. 102, 1161—1163 (1980).

MS. .Komiyama M., Bender M. L. Importance of apolar binding in complex formation of cyclodextrins with adamantanecarboxylate. J. Amer. Chem. Soc. 100, 2259—2260 (1978).

179. Breslow R., Doherti/ J. В., Guillot G., Lipsey C. P-Cyclodextrinylbisirnidazole, a model for ribonuclease. J. Amer. Chem. Soc. 100, 3227—3229 (1978).

180. Tabushi /., Shimokawa K-, Shimizu N., Shirakata H., Fujita K. Capped cyclodextrin. J. Amer. Chem. Soc. 98, 7855—7856 (1976).

181. Tabushi I., Shimokawa K., Fujita K. Specific bifunctionalization on cyclodextrin. Tetrahedron Lett. 1527—1530 (1977).

182. Tabyshi /., Kuroda Y., Mochizuki A. The first successful carbonic anhydrase model prepared through a new route to regiospecifically bifunctionalized cyclodextrin. J. Amer. Chem. Soc. 102, 1152—1153 (1980).

83. Breslow R., Overman L. E. An «artificial enzyme» combining a metal catalytic group and a hydrophobic binding cavity. J. Amer. Chem. Soc. 92, 1075—1077 (1970).

184. Boger I., Brenner D. G., Knowles I. R. Symmetrical triamino-per-O-methyl-a-cyclodextrin: Preparation and characterization of primary trisubstituted cc-cyclodextrins. J. Amer. Chem. Soc. 101, 7630—7631 (1979). 85. Boger J, Knowles J. R. Symmetrical triamino-per-O-methyl-a-cyclodextrin: A host for phosphate esters exploiting both hydrophobic and electrostatic interactions in aqueous solution. J. Amer. Chem. Soc. 101, 7631—7633 (1979).

186. Breslow R., Hammond M., Lauer M. Selective transamination and optical induction by a P-cyclodextrin-pyridoxamine artificial enzyme. J. Arner. Chem. Soc. 102, 421—422 (1980).

187. Saenger N., Noltemeyer M., Manor P. C, Hingerty В., Klar E. B. elnduced-fit»-type complex formation of the model enzyme a-cyclodextrin. Bioorg. Chem. 5, 187—195 (1972).

188. Tabushi I., Kuroda Y., Fujita K., Kawakubo H. Cyclodextrin as a ligase-oxidase model. Specific allylation-Oxidation of hydroquinone derivatives included by p-cyclodextrin. Tetrahedron Lett. 2083—2086 (1978).

189. Tabushi I., Kuroda Y., Shimokawa K. Cyclodextrin having an amino group as a rhodopsin model. J. Amer. Chem. Soc. 101, 4759—4760 (1979).

190. Tabushi I., Yamamura K., Fujita K., Kawakubo H. Specific inclusion catalysis by P-cyclodextrin in the one-step preparation of vitamin Ki or K2 analogues. J. Amer. Chem. Soc. 101, 1019—1026 (1979).

191. Guthrie I. P. Application of Biochemical Systems in Organic Chemistry. In: Techniques of Chemistry Series (J. B. Jones, C. J. Sih, D. Perlman, Eds.), Vol. 10, Part II, Chap. 3, pp. 627—730. Wiley-Interscience, New York, 1976.

496

Литература

192. Guthrie J P., O'Leary S. General base catalysis of |3-elimination by a steroidal enzyme model. Can. J. Chem. 53, 2150—2156 (1975).

193. Guthrie J. P., Veda Y. Electrostatic catalysis and inhibition in aqueous solution. Rate effects on the reactions of charged esters with a cationic steroid bearing an imidazolyl substituent. Chem. Comm. Ill—112 (1974).

194. Breslow R., Winnick M. A. Remote oxidation of unactivated methylene groups. J. Amer. Chem. Soc. 91, 3083—3084 (1969).

195. Breslow R., Rothbard /., Herman F., Rodriguez M. L. Remote functionaliza-tion reactions as conformational probes for flexible alkyl chains. J. Amer. Chem. Soc. 100, 1213—1218 (1978).

196. Czarniecki M. F., Breslow R. Photochemical probes for model membrane structures. J. Amer. Chem. Soc. 101, 3675—3676 (1979).

197. Breslow R. Biomimetic chemistry. Chem. Soc. Rev. 1, 553—580 (1972).

198. Breslow R., Corcoran R. /., Snider В. B. Remote functionalization of steroids by a radical relay mechanism. J. Amer. Chem. Soc. 96, 6791—6792 (1974).

199. Breslow R., Snider В. В., Corcoran R. I. A cortisone synthesis using remote oxidation. J. Arner. Chem. Soc. 96, 6792—6794 (1974).

200. Schwartz M. A., Mami I. S. A biologically patterned synthesis of the morphine alkaloids. J. Amer. Chem. Soc. 97, 1239—1240 (1975).

201. Samuelsson В., Paoletti R. Advances in Prostaglandin and Thromboxane Research, Vols. 1 and 2. Raven Press, New York, 1976.

202. Nicolaou К. C, Gasic G. P., Barrette W. E. Synthesis and biological properties of prostaglandin endoperoxides, thromboxanes and prostacyclins. Angew. Chem., Int. Ed. Engl. 17, 293—312 (1978).

203. Bailey J. M. Prostaglandines, thromboxanes and cardiovascular disease. Trends Biochem. Sci. 4, 68—71 (1979).

204. Funk M. O., Isaac R., Porter N. A. Free radical cyclization of unsaturated hydroperoxides. J. Amer. Chem. Soc. 97, 1281—1282 (1975).

205. Adam N., Birke A., Cadiz C, Diaz Sv., Rodriguez A. Prostonoid endopero-xide model compounds: Preparation of 1,2-dioxolanes from cyclopropanes. J. Org. Chem. 43, 1154—1158 (1978).

206. Coughlin D. J., Brown R. S., Salomon R. G. The prostaglandin endoperoxid nucleus and related bicyclic peroxides. Synthetic and spectroscopic studies. J. Amer. Chem. Soc. 101, 1533—1539 (1979).

207. van Tamelen E. E. Bioorganic chemistry; Total synthesis of tetra- and penta-cyclic triterpenoids. Acc. Chem. Res. 8, 152—158 (1975).

208. Johnson W. S. Biomimetic polyene cyclizations. Angew. Chem., Int. Ed. Engl. 15, 9—17 (1976).

209. Johnson W. S. Biomimetic Polyene Cyclizations. Bioorg. Chem. 5, 51—98 (1976).

210. van Tamelen E. E., Willett J. D., Clayton R. В., Lord R. E. Enzymic conversion of squalene 2,3-oxide to lanosterol and cholesterol. J. Amer. Chem. Soc. 88, 4752—4754 (1966).

211. van Tamelen E. E., Freed J. H. Biochemical conversion of partially cyc-lized squalene 2,3-oxide types to the lanosterol system. Views on the normal enzymic cyclization process. J. Amer. Chem. Soc. 92, 7206—7207 (1970).

212. Corey E. /., Russey W. E., Ortiz de Montellano P. R. 2,3-Oxidosqualene, an intermediate in the biological synthesis of sterols from squalene. J. Amer. Chem. Soc. 88, 4750—4751 (1966).

213. Woodward R. В., Bloch K. The cyclization of squalene in cholesterol synthesis. J. Amer. Chem. Soc. 75, 2023—2024 (1953).

214. Vallee B. L., Williams R. J. P. Enzyme action: Views derived from metallo-enzyme studies. Chem. Br. 4, 397—402 (1968).

215. Jones M. M., Pratt Т. H. Therapeutic chelating agents. J. Chem. Educ. 53, 342—347 (1976).

216. Ainscough E. W., Brodie A. M. The role of metal ions in proteins and other biological molecules. J. Chem. Educ. 53, 156—158 (1976).

Литература

497

В17. Pocker Y., Bjorkquist D. W. Comparitive studies of bovine carbonic anhy-drase in H20 and D20. Stopped-flow studies of the kinetics of interconver-sion of C02 and HCO3. Biochemistry 16, 5698—5707 (1977). 18. Tang С. C, Davalian D., Huand P., Breslow R. Models of metal binding sites in zinc enzymes. Synthesis of tris[4(5)-imidazolyl]carbinol (4-TIC), tris(2-imidazolyl)-carbinol (2-TIC), and related ligands and studies on metal complex binding constants and spectra. J. Amer. Chem. Soc. 100, 3918—3922 (1978).

|219. Quiocho F. A., Lipscomb W. N. Carboxypeptidase A: A protein and an enzyme. Adv. Prot. Chem. 25, 1—78 (1971).

20. Breslow R., McClure D. ?., Brown R. S., Eisenach J. Very fast zinc catalyzed hydrolysis of an anhydride. A model for the rate and mechanism of carboxypeptidase A catalysis. J. Amer. Chem. Soc. 97, 194—195 (1975).

21. Breslow R., McClure D. E. Cooperative catalysis of the cleavage of an amide by carboxylate and phenolic groups in a carboxypeptidase A model. J. Amer. Chem. Soc. 98, 258—259 (1976).

t222. Breslow R., Wernick D. On the mechanism of catalysis by carboxypeptidase

A. J. Amer. Chem. Soc. 98, 259—261 (1976). 223. Fife Т. H., Squillacote V. L. Metal ion effects on intramolecular nucleophilic carboxyl group participation in amide end ester hydrolysis. Hydrolysis of W-(8-quinolyl)phlhalamic acid and 8-quinolyl hydrogen glutarate. J. Amer. Chem. Soc. 100, 4787—4793 (1978). |224. Makinen M. W., Kuo L. C, Dymouski J. J., Jaffer S. Catalytic role of the metal ion of carboxypeptidase A in ester hydrolysis. J. Biol. Chem. 254, 356—366 (1979).

fe25. Breslow R., McAllister C. Intramolecular bifunctional catalysis of ester hydrolysis by metal

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