{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,20]],"date-time":"2025-10-20T10:10:17Z","timestamp":1760955017614,"version":"build-2065373602"},"reference-count":75,"publisher":"Wiley","issue":"36","license":[{"start":{"date-parts":[[2007,9,28]],"date-time":"2007-09-28T00:00:00Z","timestamp":1190937600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2007,12,17]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Interest in the 37\u2010residue human islet amyloid polypeptide (hIAPP) is related to its ability to form amyloid deposits in patients affected by type II diabetes. Attempts to unravel the molecular features of this disease have indicated several regions of this polypeptide to be responsible for either the ability to form insoluble fibrils or the abnormal interaction with membranes. To extend these studies to peptides that enclose His18, whose ionization state is believed to play a key role in the aggregation of hIAPP, we report on the synthesis of two peptides, hIAPP17\u201329 and rIAPP17\u201329, encompassing the 17\u201329 sequences of human and rat IAPP, respectively, as well as on their conformational features in water and in several membrane\u2010mimicking environments as revealed by circular dichroism (CD) and 2D\u2010NMR studies. hIAPP17\u201329 adopts a \u03b2\u2010sheet structure in water and its solubility increases at low pH. Anionic sodium dodecyl sulfate (SDS) micelles promoted the formation of an \u03b1\u2010helical structure in the peptide chain, which was poorly influenced by pH variations. rIAPP17\u201329 was soluble and unstructured in all the environments investigated, with a negligible effect of pH. The membrane interactions of hIAPP17\u201329 and rIAPP17\u201329 were assessed by recording differential scanning calorimetry (DSC) measurements aimed at elucidating the peptide\u2010induced changes in the thermotropic behaviour of zwitterionic (DPPC) and negatively charged (DPPC\/DPPS 3:1) model membranes (DPPC=1,2\u2010dipalmitoyl\u2010<jats:italic>sn<\/jats:italic>\u2010glycero\u20103\u2010phosphocholine, DPPS=1,2\u2010dipalmitoyl\u2010<jats:italic>sn<\/jats:italic>\u2010glycero\u20103\u2010phosphoserine). Results of DSC experiments demonstrated the high potential of hIAPP17\u201329 to interact with DPPC membranes. hIAPP17\u201329 exhibited a negligible affinity for negatively charged DPPC\/DPPS model membranes at neutral pH. On the other hand, rIAPP17\u201329 did not interact with neutral or negatively charged membranes. The role played by His18 in the modulation of the biophysical properties of this hIAPP region was assessed by synthesising and studying the R18HrIAPP17\u201329 peptide; the replacement of a single Arg with a His residue is not sufficient to induce either amyloidogenic propensity or membrane interaction in this region. The results show that the 17\u201329 domain of hIAPP has many properties of the full\u2010length protein \u201cin vitro\u201d and this opens up new perspectives for both research and eventually therapy.<\/jats:p>","DOI":"10.1002\/chem.200700576","type":"journal-article","created":{"date-parts":[[2007,9,28]],"date-time":"2007-09-28T04:16:33Z","timestamp":1190952993000},"page":"10204-10215","source":"Crossref","is-referenced-by-count":36,"title":["Environmental Factors Differently Affect Human and Rat IAPP: Conformational Preferences and Membrane Interactions of IAPP17\u201329 Peptide Derivatives"],"prefix":"10.1002","volume":"13","author":[{"given":"Giuseppe","family":"Pappalardo","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Danilo","family":"Milardi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Antonio","family":"Magr\u00ec","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Francesco","family":"Attanasio","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Giuseppe","family":"Impellizzeri","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Carmelo","family":"La\u2005Rosa","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Domenico","family":"Grasso","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Enrico","family":"Rizzarelli","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2007,12,7]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1056\/NEJM199906243402507"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00109-003-0464-5"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1056\/NEJMra023144"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.3109\/10408369409084679"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1067122"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1749-6632.2000.tb06920.x"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0047-6374(01)00291-3"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.95.23.13363"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00018-003-3096-6"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0006-291X(84)80190-4"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.82.12.4245"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1007\/s001250051079"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.84.11.3881"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.2337\/diabetes.48.2.241"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0925-4439(01)00078-3"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1002\/1097-0282(2001)60:6<438::AID-BIP10182>3.0.CO;2-A"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.2337\/diabetes.27.4.357"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1177\/030098588101800507"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1016\/0014-5793(89)81467-X"},{"key":"e_1_2_6_20_2","first-page":"522","volume":"66","author":"Johnson K. 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