Imprinting of synthetic polymers using molecular templates

Advances in Polymer Science

Volumn 123, Issue , 1995, Pages 81-125

  Steinke, J ^a   Sherrington, D C ^a   Dunkin, I R ^a  

^a UNIVERSITY OF STRATHCLYDE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0009465582     PISSN: 00653195     EISSN: None     Source Type: Book Series    
DOI: 10.1007/3-540-58908-2_3     Document Type: Article

References (204)

1. Wulff G (1986) ACS Symp Ser 308: 186-130 In: Ford WT (ed) Polymeric reagnets and catalysts. Molecular recognition in polymers prepared by imprinting with templates. Washington DC
2. Watson JD, Crick FHC (1953) Nature (Lon) 171: 737
3. Todd AR (1956) In: Todd AR Perspectives in organic chemistry. Interscience, London, p 263
4. Vlatakis G, Andersson LI, Mueller R, Mosbach K (1993). Nature 361: 645-7
5. Mutter M (1989) Angew Chim Int Edn 28: 535
6. Mutter M, Tuchscherver GG, Miller GG, Altmann KH, Carey RI, Wyss DS, Labhard AM and Rivier TE (1992) J Amer Chem Soc 114: 1463
7. Mutter M and Tuchscherver GG (1988) Die Makromol. Chem Rapid 9: 437
8. Schultz PG (1988) Science 240: 426
9. Atherton E and Shepherd RC (1989) Solid Phase Peptide Synthesis, Oxford University Press
10. Lerner R, Benkovics SJ and Schultz PG (1991) Science 252: 659
11. Schultz DG and Lerner RA (1993) Acc Chem Res 26: 391
12. Lehn JM, Rigault A, Siegel J, Harrowfield J, Chevrier B and Mobras D(1987) Proc Natal Acad Sci USA 84: 2565
13. Lehn JM and Rigault A (1988) Angew Chem Intl. Edn 27: 1095.
14. Dietrich-Buchecker C and Sauvage JP (1992) New J Chem 16: 277
15. Dietrich-Buchecker C and Sauvage JP (1992) Bull Soc Chim Fr 129: 113
16. Anelli PL, Delgado M, Gandolfi MT, Goodnov TT, Kaifer AE, Philp D, Pietrazkiewiz M, Prodi L, Reddington MV, Slawin AMZ, Spencer N, Stoddart JF, Vincent C and Williams DJ (1992) J Amer Chem Soc 114: 193
17. Sauwage JP (1993) Ed New J Chem 17: pp 619-763
18. Gokel GW and Korzeniowski SH (1982) Macrocylic Polyether Syntheses, Springer Verlag, Berlin
19. Anderson S, Anderson HL and Saunders JKM (1993) Acc Chem Res 26: 469
20. Busch DH (1992) J Incl Phenom Mol Recog 12: 389-395
21. Busch DH and Stevenson NA (1990) Coord Chem Rev 100: 119-54
22. Lindsey JS (1991) New J Chem 15: 153-180
23. Broer DJ and Heynderickx I (1990) Macromols 23: 2474-77
24. Percec V, Heck J, Johansson G and Ungar G (1993) Polym Prepr March, 116-7
25. Challa G and Tan YY (1981) Pure Appl Chem 53: 627
26. Shavit N and Cohen J (1977) Polymerisation in Organised Systems, ed Elias HG, Gordon and Breach, London p 213
27. Wulff G and Sarhan A (1972) Angew Chem Int Ed Engl 84: 364-5
28. Wulff G, Sarhan A and Sabrocki K (1973) Tetrahedron Lett 37: 4329-32
29. Dunkin IR, Sherrington DC and Steinke J (1994) unpublished results. Steinke J Ph.D. Thesis University of Strathclyde, Glasgow, U.K.
30. Guyot A (1988) In: Syntheses and Separations Using Functional Polymers, Sherrington DC and Hodge P Eds J Wiley and Sons, Chichester, U.K. Chap. 1. p1.
31. Mudd S (1932) J Immunol 23: 423-7
32. Pauling L (1940) J Amer Chem Soc 62: 2643-57
33. Pressman D and Pauling L (1949) J Amer Chem Soc 71: 2893-2899
34. Dickey FH (1949) Proc Natl Acad Sci 35: 277-9
35. Dickey FH (1955) J Phys Chem 59: 695-707
36. Bernhard SA (1952) J Amer Chem Soc 74: 4946-7
37. Erlenmeyer H and Bartels H (1964) Helv Chim Acta 47: 46-51
38. Haldeman RG and Emmett PH (1955) J Phys Chem 59: 1039-43
39. Curti R, Colombo U and Clerici F (1952) Gazz Chim Ital 82: 491-502
40. Morrison JL, Worsley M, Shaw DR and Hodgson GW (1959) Can J Chem 37: 1986-95
41. Bartels H and Prijs B (1974) Adv Chrom 11: 115-43
42. Bartels H (1967) J Chrom 30: 113-6
43. Curti R and Colombo U (1952) J Amer Chem Soc 74: 3961
44. Beckett AH (1957) Nature 179: 1074
45. Beckett AH and Anderson P (1960) J Pharm Pharmacol 12: 228T-36T
46. Beckett AH and Youssef HZ (1963) J Pharm Pharmacol 15: 253T-66T
47. Erlenmeyer H and Bartels H (1964) Helv Chem Acta 47: 1285-88
48. Bartels H and Erlenmeyer H (1965) Helv Chim Acta 48: 285-90
49. Erlenmeyer H and Bartels H (1965)Helv Chim Acta 48: 301-3
50. Bartels H, Prijs B and Erlenmeyer H (1966) Helv Chim Acta 49: 621-25
51. Bartels H (1967) Z Anorg Allg Chem 350: 143-7
52. Kaiser GG and Andersson JT (1992) Fres J Analyt Chem 342: 834-9
53. Takagishi T and Klotz IM (1972) Biopolymers 11: 483-91
54. Takagishi T, Hayashi A and Kuroki N. (1982) J Polym Sci Polym Chem Ed 20: 1533-47
55. Takagishi T, Sugimoto T, Hamano H, Lim Y.-J., Kuroki N and Kuzoka H (1984) J Polym Sci Polym Lett Ed 22: 283-9
56. Takagishi T, Sugimoto T. Hamano H, Lim Y.-J. and Kuroki N (1984) J Polym Sci Polym Chem Ed (1984) 22: 4035-9
57. Takagishi T, Hamana H, Shimokado T and Kuroki N (1985) J Polym Sci Polym Lett Ed (1985) 23: 545-8
58. Kozuka H, Takagishi T, Yoshikawa K, Kuroki N and Mitsuishi M (1985) J Polym Sci Polym Chem Ed (1985) 24: 2695-700
59. Takagishi T and Okada M (1986) Chem Express 1: 359-62
60. Shinkai S, Yamada M, Sone T and Manabe O (1983) Tetrahedron Lett 24: 3501-4
61. Cleland WW (1975) Acc Chem Res 8: 145-51
62. Wulff G (1993) Makromol Chem Macromol Symp 70: 285-8
63. Wulff G, Minarik M and Schauhoff S (1991) GIT Fachz Lab 35: 10-12, 15-17
64. Wulff G and Haarer J (1991) Makromol Chem 192: 1329-38
65. Damen J and Neckers DC (1980) J Amer Chem Soc 102: 3265-7
66. Damen J and Neckers DC (1980) J Org Chem 45: 1382-7
67. Sarhan A (1982) Makromol Chem Rapid Commun 3: 489-94
68. Sarhan A, Ali MM and Abdelaal MY (1989) React Polym 11: 57-70
69. Sarhan A (1989) Makromol Chem 190: 2031-9 ]
70. Shea KJ and Thompson EA (1978) J Org Chem 43: 4253 -5
71. Wulff G and Minarik M. (1990) J Liq Chrom 13: 2987-3001
72. Wulff G, Poil H.-G, Minarik M (1986) J Liq Chrom 9: 385-405
73. Steinke JHG (1990) Diplomarbeit, Heinrich-Heine-Universität Düsseldorf
74. Wulff G, Vietmeier J and Poll H-G (1987) Makromol Chem 188: 731-40
75. Wulff G and Vesper W (1978) J Chrom 167: 171-86
76. Wulff G, Oberkobusch D and Minarik M (1985) React Polym 3: 161-75
77. Wulff G, Vesper W, Grobe-Einsler R and Sarhan A (1977) Makromol Chem 178: 2817-25
78. Sarhan A and Wulff G (1982) Macromol Chem 183: 85-92.
79. Wulff G and Sarhan A (1982) Makromol Chem 183: 1603-1614
80. Wulff G and Sarhan A (1982) Makromol Chem 188: 741-48
81. Wulff G, Best W and Akelah A (1984) React Polym Exch Sorb 2: 167-74
82. Damen J and Neckers DC (1980) Tetrahedron Lett 21: 1913-6
83. Shea KJ and Sasaki DY (1989) J Amer Chem Soc 111: 3442-4
84. Shea KJ and Dougherty TK (1986) J Amer Chem Soc 108: 1091.3
85. Wulff G (1982) Pure Appl Chem 54: 2039-102
86. Wulff G, Schultze I, Zabrocki K and Vesper W (1980) Makromol Chem 181: 531-44
87. Wulff G, Vesper W, Grobe-Einsler R and Sarham A (1977) Makromol Chem 178: 2799-816
88. Wulff G and Vietmeier J (1989) Makromol Chem 190: 1717-26
89. Wulff G and Vietmeier J (1989) Makromol Chem 190: 1727-35
90. Sellergren B, Lepistö M and Mosbach K (1988) J Amer Chem Soc 110: 5853-60
91. Arshady R and Mosbach K (1981) Makromol Chem 182: 687-92
92. Andersson LI, Miyabayashi A, O'Shannessy DJ and Mosbach K (1990) J Chrom 516: 323-33
93. Ekberg B and Mosbach K (1989) TIBTECH 7: 92-6
94. Fischer L, Mueller R, Ekberg B and Mosbach K (1991) J Amer Chem Soc 113: 9358-60
95. Lepistö M and Sellergren B (1989) J Org Chem 54: 6010-2
96. Sellergren B (1989) Makromol Chem 190: 2703-11
97. Sellergren B and Andersson LI (1990) J Org Chem 55: 3381-2
98. Sellergen B (1989) Chirality 1: 63-8
99. Andersson LI (1988) React Polym 9: 29-41
100. Andersson LI and Mosbach K (1990) J Chrom 516: 313-23
101. Andersson LI, Sellergren B and Mosbach K (1984) Tetrahedron Lett 25: 5211-14
102. Andersson LI and Mosbach K (1990) J Chrom 516: 313-23
103. Sellergren B and Nilsson KGI (1989) Meth Mol Cell Biol 1: 59-62
104. Anderson LI, O'Shannessy DJ and Mosbach K (1990) J Chrom 513: 167-81
105. O'Shannessy DJ, Ekberg B and Mosbach K (1989) Anal Biochem 177: 144-51
106. Sellergren B and Shea KJ (1993) J Chrom 635: 31-49
107. Sellergren B, Ekberg B and Mosbach K (1985) J Chrom 347: 1-10
108. O'Shannessy DJ, Andersson LI and Mosbach K (1989) J Mol Recog 2: 1-5
109. Kempe M and Mosbach K (1991) Analyt Lett 24: 1137-45
110. Sellergren B and Shea KJ (1993) J Chrom submitted
111. Shea KJ, Spivak DA and Sellergren B (1993) J Amer Chem Soc 115: 3368-9
112. Dunkin IR, Lenfeld J and Sherrington DC (1993) Polymer 34: 77-84
113. Sagiv J (1979) Isr J Chem 18: 346-53
114. Wulff G, Heide B and Helfmeier G (1986) J Amer Chem Soc 108: 1089-91
115. Toa Y-T and Ho Y-H (1988) J Chem Soc Chem Commun 417-8
116. Tahmassebi DC and Sasaki T (1992) Abstr Amer Chem Soc 204: Aug, 314 (ORGN)
117. Wulff G and Görlich T, private communication
118. Norrloew O, Månsson M-O and Mosbach K (1987) J Chrom 396: 374-77
119. Wulff G, Lauer M and Disse B (1979) Disse Chem Ber 112: 2854-65
120. Wulff G, Heide B and Helfmeier G (1987) React Polym Ion Exch Sorb 6: 299-310
121. Shea KJ and Sasaki DY (1991) J Amer Chem Soc 113: 4109-21
122. Kljatschenko WA (1951) Dokl Acad Nauk S.S.S.R. 81: 235ff
123. Stanberg J, Seidl J and Rahn J (1958) J Polym Sci (1958) B 31: 15-24
124. Nishide H, Deguchi J and Tsuchida E (1976) Chem Lett 2: 169-74
125. Nishide H, Deguchi J and Tsuchida E (1977) J Polym Sci Polym Chem 15: 3023-9
126. Nishide H and Tsuchida E (1976) Makromol Chem 177: 2295-310
127. Kalo M , Nishide N, Tsuchida E and Sasaki T (1981) J Polym Sci Polym Chem 19: 1803-9
128. Efendiev AA and Kabanov VA (1982) Pure Appl Chem 54: 2077-92
129. Kabanov VA, Efendiev AA and Orujev DD (1979) J Appl Polym Sci 24: 259-67
130. Gupta SN and Neckers DC (1982) J Polym Sci Polym Chem 20: 1609-22
131. Neckers DC (1985) Polymeric bipyridines as chelating agents and catalysts, in Metalcontaining polymer systems, Seats JE, Carraher CE, Pittman CU, Jr (eds), Plenum Pres NY, London
132. Kuchen W and Schram J (1988) Angew Chem Int Ed Engl 27: 1695-7
133. Harkins DA and Schweitzer GK (1991) Sep Sci Techn 26: 345-55
134. Tsukagashi K, Yu KY, Maeda M and Takagi M (1993) Bull Chem Soc Jpn 66: 114-20
135. Chanda M and Rempel GL (1992) React Polym 16: 149-58
136. Choi KS (1990) Makromol Chem Makromol Symp 33: 55-63
137. Rosatzin T, Andersson LI, Simon W and Mosbach K (1991) J Chem Soc Perkin Trans II 8: 1261-7
138. Bidan G, Divisia-Blohorn B, Lapkowski M, Kern J-M and Sauvage J-P (1992) J Amer Chem Soc 114: 5986-94
139. Belokon YN, Tararov I, Savel'eva TF, Vorob'ev MM, Vitt SV, Sizoy VF, Sukhacheva NA, Vasil'ev GV and Belekov VM (1983) Makromol Chem 184: 2213-23
140. Fuji Y, Matsutani K and Kilkuchi K (1985) J Chem Soc Chem Commun 415-7
141. Fuji Y, Matsutani K, Ota M, Adachi M, Savoji I, Haneishi and Kuwana Y (1984) Chem Lett 1487-90
142. Dhal PK and Arnold FH (1991) J Amer Chem Soc 113: 7417-8
143. Yamamura K, Hatakeyama H, Naha K, Tabushi I (the late) and Kurihara K (1988) J Chem Soc Chem Commun 79-81
144. Byström SE, Börje A and Akermark B (1993) J Amer Chem Soc 115: 2081-3
145. Sarhan A, Abou M and El-Zabah (1987) Makromol Chem Rapid Commun 8: 555
146. Andersson LI and Mosbach K (1989) Makromol Chem Rapid Commun 10: 491-5
147. Hopkins A and Williams A (1983) J Chem Soc Perkin Trans II 891-6
148. Leonhardt A and Mosbach K (1987) React Polym Ion Exch Sorbents 6: 285-6
149. Robinson DK and Mosbach K (1989) J Chem Soc Chem Commun 969-70
150. Morihara K, Kurihara S and Suzuki J (1988) Bull Chem Soc Jpn 61: 3991-8
151. Morihara K, Nishihata E, Kojima M and Miyake S (1988) Bull Chem Soc Jpn 61: 3999-4003
152. Shimada T, Nakamishi K and Morihara K (1992) Bull Chem Soc Jpn 65: 954-8
153. Morihara K, Tanaka E, Takeuchi Y, Miyazaki K, Yamamoto N, Sagawa Y, Kawamoto E and Shimida T (1989) Bull Chem Soc Jpn 62: 499-505
154. Morihara K, Kurokawa M, Kamata Y and Shimada T (1992) J Chem Soc Chem Commun 358-60
155. Morihara K, Kawasaki S and Kofuji M and Shimada T (1993) Bull Chem Soc Jpn 66: 906-13
156. Muller R, Andersson LI and Mosbach K (1993) Makromol Chem Rapid Comm 14: 637
157. Shokat KM, Leumann CJ, Sugasaware R and Schultz PG (1989) Nature 338: 169
158. Klibanov AM (1989) Trends Biochem Sci 14: 141
159. Russell AJ and Klibanov AM (1988) J Biol Chem 263: 1624-6
160. Braco L, Dabulis K and Klibanov AM (1990) Proc Natl Acad Sci 87: 274-7
161. Dabulis K and Klibanov AM (1992) Biotech Bioeng 39: 176-85
162. Ståhl M, M̊ansson M-O and Mosbach K (1990) Biotech Lett 12: 161-6
163. Ståhl M, Jeppssonwistrand U, Månsson M-O and Mosbach K (1991) J Amer Chem Soc 113: 9366-8
164. Ståhl M, Månsson M-O and Mosbach K (1993) Protein Eng 6: 51-51
165. Kriegel T, Schellenberger W, Kopfschläger G and Hoffmann E (1991) Biomed Biochim Acta 50: 1159-65
166. Schultz PG (1989) Angew Chem Int Ed Engl 28: 1283-95
167. Green BS (1991) Curr Opin Biotech 2: 395-400
168. Rini JM, Schulzegahmen U and Wilson IA (1992) Science 255: 959-66
169. Tramontano A, Janda KD and Lerner RA (1986) Proc Natl Acad Sci 83: 6736-40
170. Pollack SJ, Jacobs JW and Schultz PG (1986) Science 234: 1570-3
171. Winteer G and Milstein C (1991) Nature 349: 293-9
172. Lerner RA, Kang AS, Bain JD, Burton DR and Barbas CF (1992) Science 285: 1313
173. Tawfik DS, Zemel RR, Arrad-Yellin R, Green BS and Eshhar Z (1990) Biochemistry 29: 9916-21
174. Shokat KM, Ko MK, Scanlin TS, Kochersperger L, Yonkovich L, Thaisrivongs S and Schultz PG (1990) Angew Chem Int. Ed Engl 29: 1296-1303.
175. Reymond JL, Janda KD and Lerner RA (1991) Angew Chem Int Ed Engl 30: 1711-3
176. Iverson BI, Cameron KE, Jahangiri GK and Pasternak DS (1990) J Amer Chem Soc 112: 5320-3
177. Iverson BL and Lerner RA (1989) Science 243: 1184-8
178. Scanlan TS, Prudent JR and Schultz PG (1991) J Amer Chem Soc 113: 9397-8
179. Sinha SC, Keiman E and Reymond J-L (1993) J Amer Chem Soc 115: 4893-4
180. Liotta LJ, Benkovic PA and Miller GP (1993) J Amer Chem Soc 115: 350-1
181. Braisted AC and Schultz PlG (1990) J Amer Chem Soc 112: 7430-1
182. Keinan E, Sinha SC, Sinha-Bagchi A, Benory E, Ghozi MC, Eshhar Z and Green BS (1990) Pure Appl Chem 62: 2013-9
183. IKeda S, Weinhouse MI, Janda KD, Lerner RA and Danishefsky SJ (1991) J Amer Chem Soc 113: 7763-4
184. Jackson DY, Liang MN, Bartlett PA and Schultz PG (1992) Angew Chem Int Ed Engl (1992) 3: 182-3
185. Jackson JR, Prudent JR, Kochersperger L, Yonkovich S and Schultz PG (1992) Science 256: 365-7
186. Uno T and Schultz PG (1992) J Amer Chem Soc 114: 6573-4
187. Fernholz E, Schloeder D, Liu KKC, Bradshaw CW, Huang HM, Janda KD, Lerner RA and Wong CH (1992) J Org Chem 57: 4756-61
188. Gibbs RA, Taylor S and Benkovic SJ (1992) Science 258: 803-6
189. Jackson DY, Prudent JR, Baldwin EP and Schultz PG (1991) Proc Natl. Acad Sci 58: 58-62
190. Shea KJ, Stoddard GJ, Shavelle DM, Walmi F and Choate MM (1990) Macromols 23: 4497-507
191. Shea KJ, Thompson EA, Pandy SD and Beauchamp PS (1980) J Amer Chem Soc 102: 3149-3155
192. Csaba G, Kovács P, Làszló V (1989) Acta Protozoologica 28: 175-82
193. Wulff G, Private Communication
194. Wulff G and Stellbrink H (1990) Rec Trav Chim Payes-Bas (J Roy Soc Neth Chem Soc) 109: 216-21
195. Gelfi C and Righetti PG (1981) Electrophoresis 2: 220-28
196. Wu TF and Orgel LE (1992) J Amer Chem Soc 114: 5496-500
197. Wu TF and Orgel LE (1992) J Amer Chem Soc 114: 7963-8
198. Rosenberg J-E and Flodin P (1987) Macromols 20: 1518-22
199. Rosenberg J-E and Flodin P (1986) Macromols 19: 1543-6
200. Hoss R and Vogtle F (1994) Angew Chem Int Edn Engl 33: 375
201. Mullis KB, Scientific American, April 1990, p 56
202. Erlich HA, Gelfand D and Sninsky JJ, Science (1991) 252: 1643
203. Brock TD and Freeze H J. Bacteriol (1969) 98: 289
204. Saiki RK, Science (1988) 239: 487