Bioorganic synthesis of a recombinant HIV-1 fusion inhibitor, SC35EK, with an N-terminal pyroglutamate capping group.

Kajiwara, Kazumi; Watanabe, Kentaro; Tokiwa, Rei; Kurose, Tomoko; Ohno, Hiroaki; Tsutsumi, Hiroko; Hata, Yoji; Izumi, Kazuki; Kodama, Eiichi; Matsuoka, Masao; Oishi, Shinya; Fujii, Nobutaka

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http://hdl.handle.net/2433/109968

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dc.contributor.author	Kajiwara, Kazumi	en
dc.contributor.author	Watanabe, Kentaro	en
dc.contributor.author	Tokiwa, Rei	en
dc.contributor.author	Kurose, Tomoko	en
dc.contributor.author	Ohno, Hiroaki	en
dc.contributor.author	Tsutsumi, Hiroko	en
dc.contributor.author	Hata, Yoji	en
dc.contributor.author	Izumi, Kazuki	en
dc.contributor.author	Kodama, Eiichi	en
dc.contributor.author	Matsuoka, Masao	en
dc.contributor.author	Oishi, Shinya	en
dc.contributor.author	Fujii, Nobutaka	en
dc.contributor.alternative	大石, 真也	ja
dc.date.accessioned	2010-05-12T01:05:17Z	-
dc.date.available	2010-05-12T01:05:17Z	-
dc.date.issued	2009-12-01	-
dc.identifier.issn	1464-3391	-
dc.identifier.uri	http://hdl.handle.net/2433/109968	-
dc.description.abstract	The bioorganic synthesis of an end-capped anti-HIV peptide from a recombinant protein was investigated. Cyanogen bromide-mediated cleavage of two Met-Gln sites across the target anti-HIV sequence generated an HIV-1 fusion inhibitor (SC35EK) analog bearing an N-terminal pyroglutamate (pGlu) residue and a C-terminal homoserine lactone (Hsl) residue. The end-capped peptide, pGlu-SC35EK-Hsl, had similar bioactivity and biophysical properties to the parent peptide, and an improved resistance to peptidase-mediated degradation was observed compared with the non-end-capped peptide obtained using standard recombinant technology.	en
dc.format.mimetype	application/pdf	-
dc.language.iso	eng	-
dc.publisher	Elsevier BV	en
dc.rights	© 2009 Elsevier B.V.	en
dc.rights	This is not the published version. Please cite only the published version.	en
dc.rights	この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。	ja
dc.subject	Anti-HIV peptide	en
dc.subject	Fusion inhibitor	en
dc.subject	HIV	en
dc.subject	Pyroglutamate	en
dc.subject.mesh	4-Butyrolactone/analogs & derivatives	en
dc.subject.mesh	4-Butyrolactone/chemical synthesis	en
dc.subject.mesh	4-Butyrolactone/chemistry	en
dc.subject.mesh	4-Butyrolactone/pharmacology	en
dc.subject.mesh	Animals	en
dc.subject.mesh	Cell Proliferation/drug effects	en
dc.subject.mesh	Circular Dichroism	en
dc.subject.mesh	HIV Fusion Inhibitors/chemical synthesis	en
dc.subject.mesh	HIV Fusion Inhibitors/chemistry	en
dc.subject.mesh	HIV Fusion Inhibitors/pharmacology	en
dc.subject.mesh	HIV-1/drug effects	en
dc.subject.mesh	Hela Cells	en
dc.subject.mesh	Humans	en
dc.subject.mesh	Mice	en
dc.subject.mesh	Pyrrolidonecarboxylic Acid/chemical synthesis	en
dc.subject.mesh	Pyrrolidonecarboxylic Acid/chemistry	en
dc.subject.mesh	Pyrrolidonecarboxylic Acid/pharmacology	en
dc.subject.mesh	Recombinant Proteins/chemical synthesis	en
dc.subject.mesh	Recombinant Proteins/chemistry	en
dc.subject.mesh	Recombinant Proteins/pharmacology	en
dc.subject.mesh	Spectrometry, Mass, Electrospray Ionization	en
dc.title	Bioorganic synthesis of a recombinant HIV-1 fusion inhibitor, SC35EK, with an N-terminal pyroglutamate capping group.	en
dc.type	journal article	-
dc.type.niitype	Journal Article	-
dc.identifier.ncid	AA10938083	-
dc.identifier.jtitle	Bioorganic & medicinal chemistry	en
dc.identifier.volume	17	-
dc.identifier.issue	23	-
dc.identifier.spage	7964	-
dc.identifier.epage	7970	-
dc.relation.doi	10.1016/j.bmc.2009.10.017	-
dc.textversion	author	-
dc.identifier.pmid	19864148	-
dcterms.accessRights	open access	-
dc.identifier.pissn	0968-0896	-
出現コレクション:	学術雑誌掲載論文等

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