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Determination of the kinetic rate constants for the stepwise intramolecular cyclisation of the 2\u2010carbamoylbenzoate moiety by using HPLC showed that the polarity of the conjugates, and thus their solubility in the aqueous reaction medium, has a stronger influence on the rates of hydrolysis than the size (generation) or shape (linear or spherical) of the macromolecules. Furthermore, structural modifications in close proximity to the release unit, such as the presence of functionalities with catalytic activity, have a strong impact on the release efficiency of the active molecules. An understanding of the physico\u2010chemical parameters determining the local environment of the covalent\u2010bond cleavage site is therefore an important prerequisite to transfer the characteristics of small molecules to larger structures such as oligomers and polymers and thus to design efficient macromolecular conjugates for the controlled delivery of bioactive compounds.<\/jats:p>","DOI":"10.1002\/chem.200801350","type":"journal-article","created":{"date-parts":[[2009,2,3]],"date-time":"2009-02-03T03:46:03Z","timestamp":1233632763000},"page":"2846-2860","source":"Crossref","is-referenced-by-count":22,"title":["Parameters Influencing the Release of Tertiary Alcohols from the Surface of \u201cSpherical\u201d Dendrimers and \u201cLinear\u201d Stylomers by Neighbouring\u2010Group\u2010Assisted Hydrolysis of 2\u2010Carbamoylbenzoates"],"prefix":"10.1002","volume":"15","author":[{"given":"Alain","family":"Trachsel","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jean\u2010Yves","family":"de\u2005Saint\u2005Laumer","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Olivier\u2005P.","family":"Haefliger","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andreas","family":"Herrmann","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2009,2,26]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"For a selection of recent reviews see for example:"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ijpharm.2004.04.013"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1039\/B406727D"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/smll.200400075"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11095-005-9046-2"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.200502640"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200603405"},{"key":"e_1_2_6_7_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200603405"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.progpolymsci.2007.05.017"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.progpolymsci.2007.05.015"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1071\/CH07128"},{"key":"e_1_2_6_11_2","unstructured":"For a selection of recent reviews see for example:"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.3390\/10010114"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ddtec.2005.05.005"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200502113"},{"key":"e_1_2_6_14_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200502113"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.progpolymsci.2005.09.004"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1007\/12_037"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tibtech.2005.11.006"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.progpolymsci.2007.05.005"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.progpolymsci.2007.05.008"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.2741\/2882"},{"key":"e_1_2_6_21_2","unstructured":"\u00a0"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/3527600612"},{"key":"e_1_2_6_23_2","volume-title":"Dendrimers and Other Dendritic Polymers","year":"2001"},{"key":"e_1_2_6_24_2","unstructured":"For reviews see for example:"},{"key":"e_1_2_6_25_2","first-page":"87","volume":"96","author":"Dufresne M.\u2010H.","year":"2003","journal-title":"Bull. 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