{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,3]],"date-time":"2026-10-03T15:27:29Z","timestamp":1791041249704,"version":"4.1.0"},"reference-count":30,"publisher":"Wiley","issue":"10","license":[{"start":{"date-parts":[[2022,4,25]],"date-time":"2022-04-25T00:00:00Z","timestamp":1650844800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001691","name":"Japan Society for the Promotion of Science","doi-asserted-by":"publisher","award":["KAKENHI JP19K15773"],"award-info":[{"award-number":["KAKENHI JP19K15773"]}],"id":[{"id":"10.13039\/501100001691","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012016","name":"Nipponham Foundation","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100012016","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Journal of Peptide Science"],"published-print":{"date-parts":[[2022,10]]},"abstract":"<jats:p>Platelet\u2010activating factor (PAF) is an important lipid mediator of anaphylaxis and therefore can be an anti\u2010anaphylactic agent target. Recently, we reported that several synthetic biotinylated peptides containing a Tyr\u2010Lys\u2010Asp\u2010Gly sequence markedly inhibited the bioactivities of PAF in vitro and in vivo; it also inhibited anaphylactic reactions such as hypothermia, hypotension, and vascular permeability in vivo. Here, we report the anti\u2010anaphylactic effects of three biotinylated heptapeptides (peptide <jats:bold>1<\/jats:bold>: H\u2010Lys(biotinyl)\u2010Trp\u2010Tyr\u2010Lys\u2010Asp\u2010Gly\u2010Asp\u2010OH, peptide <jats:bold>2<\/jats:bold>: H\u2010<jats:sub>D<\/jats:sub>\u2010Lys(biotinyl)\u2010Trp\u2010Tyr\u2010Lys\u2010Asp\u2010Gly\u2010Asp\u2010OH, and peptide <jats:bold>3<\/jats:bold>: H\u2010<jats:sub>D<\/jats:sub>\u2010Lys(biotinyl)\u2010Trp\u2010Tyr\u2010Lys\u2010Asp\u2010Gly\u2010<jats:sub>D<\/jats:sub>\u2010Asp\u2010OH). The experiment using tryptophan fluorescence spectroscopy showed that the interaction of peptides <jats:bold>2<\/jats:bold> and <jats:bold>3<\/jats:bold> with PAF was larger than that of peptide <jats:bold>1<\/jats:bold>. Experiments using a rat model of hind paw edema showed that peptides <jats:bold>1<\/jats:bold>, <jats:bold>3<\/jats:bold>, and <jats:bold>2<\/jats:bold> inhibited PAF\u2010induced edema by 67.9%, 69.3%, and 79.3%, respectively. In a mouse model of anaphylaxis, both peptides <jats:bold>2<\/jats:bold> and <jats:bold>3<\/jats:bold> showed inhibitory effects on anaphylactic hypothermia, whereas peptide <jats:bold>1<\/jats:bold> did not. Furthermore, experiments involving in vitro rat plasma stability of peptides showed that both peptides <jats:bold>3<\/jats:bold> and <jats:bold>2<\/jats:bold> were more stable in plasma compared to peptide <jats:bold>1<\/jats:bold> (84.0%, 51.8%, and 0%, remained after 6\u00a0h, respectively). Our results suggest that both peptides <jats:bold>2<\/jats:bold> and <jats:bold>3<\/jats:bold> may show systemic and local inhibitory effects as anti\u2010anaphylactic agents targeting PAF.<\/jats:p>","DOI":"10.1002\/psc.3412","type":"journal-article","created":{"date-parts":[[2022,4,19]],"date-time":"2022-04-19T01:38:58Z","timestamp":1650332338000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Biotinylated peptides substituted with D\u2010amino acids with high stability as anti\u2010anaphylactic agents targeting platelet\u2010activating factor"],"prefix":"10.1002","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7015-4038","authenticated-orcid":false,"given":"Akira","family":"Sato","sequence":"first","affiliation":[{"name":"Faculty of Pharmacy Iryo Sosei University  Iwaki Fukushima Japan"},{"name":"Graduate School of Life Science and Technology Iryo Sosei University  Iwaki Fukushima 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Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,4,25]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1186\/1939\u20104551\u20107\u20109"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1159\/000141516"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.imlet.2008.03.001"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.trsl.2016.02.011"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(19)70658-9"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1172\/JCI111957"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1042\/bj2920617"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1177\/0394632015600598"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/s0163\u20107827(99)00016\u20108"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1111\/all.15161"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1056\/NEJMoa070030"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1348\u20100421.1977.tb02803.x"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/0167\u20104781(94)90258\u20105"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/0024\u20103205(83)90049\u20108"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejphar.2012.04.025"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/psc.3019"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1002\/psc.3197"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejphar.2015.06.062"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1476\u20105381.1992.tb14378.x"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1042\/bj3010801"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1126\/scisignal.299pl4"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cs15360b"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(18)38167-5"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M708909200"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.4049\/jimmunol.181.7.5008"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.R800046200"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1194\/jlr.M049205"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.4049\/jimmunol.1303026"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0132367"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules25184071"}],"container-title":["Journal 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