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The achiral tetrapeptide Z‐Aib‐Aib‐Aib‐Gly‐OtBu

The title achiral peptide N‐benzyloxycarbonyl‐α‐aminoisobutyryl‐α‐aminoisobutyryl‐α‐aminoisobutyrylglycine tert‐butyl ester or Z‐Aib‐Aib‐Aib‐Gly‐OtBu (Aib is α‐aminoisobutyric acid, Z is benzyloxycarbonyl, Gly is glycine and OtBu indicates the tert‐butyl ester), C26H40N4O7, is partly hydrated (0.075...

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Published in:	Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2014-11, Vol.70 (11), p.1046-1049
Main Authors:	Gessmann, Renate, Brückner, Hans, Petratos, Kyriacos
Format:	Article
Language:	English
Subjects:	310‐helices achiral peptides Aminoisobutyric Acids - chemistry Asymmetry Crystal structure Crystallography Crystallography, X-Ray Esters Glycine hydrogen bonding Hydrogen bonds Molecular Conformation Oligopeptides - chemistry Orientation peptaibol antibiotic peptides Peptides tetrapeptides Z‐Aib‐Aib‐Aib‐Gly‐OtBu α‐aminoisobutyric acid
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cited_by	cdi_FETCH-LOGICAL-c4120-e7c19344d564927394c6dff989000449bc9f79aeea552909bfd25f9032be32203
cites	cdi_FETCH-LOGICAL-c4120-e7c19344d564927394c6dff989000449bc9f79aeea552909bfd25f9032be32203
container_end_page	1049
container_issue	11
container_start_page	1046
container_title	Acta crystallographica. Section C, Crystal structure communications
container_volume	70
creator	Gessmann, Renate Brückner, Hans Petratos, Kyriacos
description	The title achiral peptide N‐benzyloxycarbonyl‐α‐aminoisobutyryl‐α‐aminoisobutyryl‐α‐aminoisobutyrylglycine tert‐butyl ester or Z‐Aib‐Aib‐Aib‐Gly‐OtBu (Aib is α‐aminoisobutyric acid, Z is benzyloxycarbonyl, Gly is glycine and OtBu indicates the tert‐butyl ester), C26H40N4O7, is partly hydrated (0.075H2O) and has two different conformations which together constitute the asymmetric unit. Both molecules form incipient 310‐helices. They differ in the relative orientation of the N‐terminal protection group and at the C‐terminus. There are two 4→1 intramolecular hydrogen bonds.
doi_str_mv	10.1107/S2053229614022165
format	article
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Both molecules form incipient 310‐helices. They differ in the relative orientation of the N‐terminal protection group and at the C‐terminus. There are two 4→1 intramolecular hydrogen bonds.</description><identifier>ISSN: 2053-2296</identifier><identifier>ISSN: 0108-2701</identifier><identifier>EISSN: 2053-2296</identifier><identifier>EISSN: 1600-5759</identifier><identifier>DOI: 10.1107/S2053229614022165</identifier><identifier>PMID: 25370104</identifier><language>eng</language><publisher>5 Abbey Square, Chester, Cheshire CH1 2HU, England: International Union of Crystallography</publisher><subject>310‐helices ; achiral peptides ; Aminoisobutyric Acids - chemistry ; Asymmetry ; Crystal structure ; Crystallography ; Crystallography, X-Ray ; Esters ; Glycine ; hydrogen bonding ; Hydrogen bonds ; Molecular Conformation ; Oligopeptides - chemistry ; Orientation ; peptaibol antibiotic peptides ; Peptides ; tetrapeptides ; Z‐Aib‐Aib‐Aib‐Gly‐OtBu ; α‐aminoisobutyric acid</subject><ispartof>Acta crystallographica. Section C, Crystal structure communications, 2014-11, Vol.70 (11), p.1046-1049</ispartof><rights>International Union of Crystallography, 2014</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4120-e7c19344d564927394c6dff989000449bc9f79aeea552909bfd25f9032be32203</citedby><cites>FETCH-LOGICAL-c4120-e7c19344d564927394c6dff989000449bc9f79aeea552909bfd25f9032be32203</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25370104$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Gessmann, Renate</creatorcontrib><creatorcontrib>Brückner, Hans</creatorcontrib><creatorcontrib>Petratos, Kyriacos</creatorcontrib><title>The achiral tetrapeptide Z‐Aib‐Aib‐Aib‐Gly‐OtBu</title><title>Acta crystallographica. Section C, Crystal structure communications</title><addtitle>Acta Crystallogr C Struct Chem</addtitle><description>The title achiral peptide N‐benzyloxycarbonyl‐α‐aminoisobutyryl‐α‐aminoisobutyryl‐α‐aminoisobutyrylglycine tert‐butyl ester or Z‐Aib‐Aib‐Aib‐Gly‐OtBu (Aib is α‐aminoisobutyric acid, Z is benzyloxycarbonyl, Gly is glycine and OtBu indicates the tert‐butyl ester), C26H40N4O7, is partly hydrated (0.075H2O) and has two different conformations which together constitute the asymmetric unit. Both molecules form incipient 310‐helices. They differ in the relative orientation of the N‐terminal protection group and at the C‐terminus. There are two 4→1 intramolecular hydrogen bonds.</description><subject>310‐helices</subject><subject>achiral peptides</subject><subject>Aminoisobutyric Acids - chemistry</subject><subject>Asymmetry</subject><subject>Crystal structure</subject><subject>Crystallography</subject><subject>Crystallography, X-Ray</subject><subject>Esters</subject><subject>Glycine</subject><subject>hydrogen bonding</subject><subject>Hydrogen bonds</subject><subject>Molecular Conformation</subject><subject>Oligopeptides - chemistry</subject><subject>Orientation</subject><subject>peptaibol antibiotic peptides</subject><subject>Peptides</subject><subject>tetrapeptides</subject><subject>Z‐Aib‐Aib‐Aib‐Gly‐OtBu</subject><subject>α‐aminoisobutyric acid</subject><issn>2053-2296</issn><issn>0108-2701</issn><issn>2053-2296</issn><issn>1600-5759</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNqFkctOwkAUhidGIwR5ADeGxI2b6jlz6XSWSBSNJCyEhW6aaTsNJYXWaRvDzkfwGX0SpwGNwQWbc8t3_pwLIecI14ggb54pCEap8pEDpeiLI9JtS15bO_4Td0i_qpYAgEiFlHhKOlQwCQi8S9RsYQY6XmRW54Pa1FaXpqyzxAxevz4-h1m0Z8f5xtlpfduckZNU55Xp73yPzO_vZqMHbzIdP46GEy_mSMEzMkbFOE-EzxWVTPHYT9JUBcpNxLmKYpVKpY3RQlAFKkoTKlIFjEbGrQesR662uqUt3hpT1eEqq2KT53ptiqYKUQomWABSHkZ9ihSVAt-hl3vosmjs2i3SUsABg6AVxC0V26KqrEnD0mYrbTchQth-Ifz3BddzsVNuopVJfjt-bu4AtQXes9xsDiuGw5cRfZozl7NvuIyR2g</recordid><startdate>201411</startdate><enddate>201411</enddate><creator>Gessmann, Renate</creator><creator>Brückner, Hans</creator><creator>Petratos, Kyriacos</creator><general>International Union of Crystallography</general><general>Wiley Subscription Services, Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope></search><sort><creationdate>201411</creationdate><title>The achiral tetrapeptide Z‐Aib‐Aib‐Aib‐Gly‐OtBu</title><author>Gessmann, Renate ; Brückner, Hans ; Petratos, Kyriacos</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4120-e7c19344d564927394c6dff989000449bc9f79aeea552909bfd25f9032be32203</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>310‐helices</topic><topic>achiral peptides</topic><topic>Aminoisobutyric Acids - chemistry</topic><topic>Asymmetry</topic><topic>Crystal structure</topic><topic>Crystallography</topic><topic>Crystallography, X-Ray</topic><topic>Esters</topic><topic>Glycine</topic><topic>hydrogen bonding</topic><topic>Hydrogen bonds</topic><topic>Molecular Conformation</topic><topic>Oligopeptides - chemistry</topic><topic>Orientation</topic><topic>peptaibol antibiotic peptides</topic><topic>Peptides</topic><topic>tetrapeptides</topic><topic>Z‐Aib‐Aib‐Aib‐Gly‐OtBu</topic><topic>α‐aminoisobutyric acid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gessmann, Renate</creatorcontrib><creatorcontrib>Brückner, Hans</creatorcontrib><creatorcontrib>Petratos, Kyriacos</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Acta crystallographica. Section C, Crystal structure communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gessmann, Renate</au><au>Brückner, Hans</au><au>Petratos, Kyriacos</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The achiral tetrapeptide Z‐Aib‐Aib‐Aib‐Gly‐OtBu</atitle><jtitle>Acta crystallographica. Section C, Crystal structure communications</jtitle><addtitle>Acta Crystallogr C Struct Chem</addtitle><date>2014-11</date><risdate>2014</risdate><volume>70</volume><issue>11</issue><spage>1046</spage><epage>1049</epage><pages>1046-1049</pages><issn>2053-2296</issn><issn>0108-2701</issn><eissn>2053-2296</eissn><eissn>1600-5759</eissn><abstract>The title achiral peptide N‐benzyloxycarbonyl‐α‐aminoisobutyryl‐α‐aminoisobutyryl‐α‐aminoisobutyrylglycine tert‐butyl ester or Z‐Aib‐Aib‐Aib‐Gly‐OtBu (Aib is α‐aminoisobutyric acid, Z is benzyloxycarbonyl, Gly is glycine and OtBu indicates the tert‐butyl ester), C26H40N4O7, is partly hydrated (0.075H2O) and has two different conformations which together constitute the asymmetric unit. Both molecules form incipient 310‐helices. They differ in the relative orientation of the N‐terminal protection group and at the C‐terminus. There are two 4→1 intramolecular hydrogen bonds.</abstract><cop>5 Abbey Square, Chester, Cheshire CH1 2HU, England</cop><pub>International Union of Crystallography</pub><pmid>25370104</pmid><doi>10.1107/S2053229614022165</doi><tpages>4</tpages></addata></record>
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language	eng
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source	Wiley-Blackwell Read & Publish Collection; Alma/SFX Local Collection
subjects	310‐helices achiral peptides Aminoisobutyric Acids - chemistry Asymmetry Crystal structure Crystallography Crystallography, X-Ray Esters Glycine hydrogen bonding Hydrogen bonds Molecular Conformation Oligopeptides - chemistry Orientation peptaibol antibiotic peptides Peptides tetrapeptides Z‐Aib‐Aib‐Aib‐Gly‐OtBu α‐aminoisobutyric acid
title	The achiral tetrapeptide Z‐Aib‐Aib‐Aib‐Gly‐OtBu
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