Studies on Peptides. CXXXVII. : Conventional Solution Synthesis of Porcine Hypothalamic Growth Hormone Releasing Factor (pGRF)
A tetratetracontapeptide amide corresponding to the entire amino acid sequence of porcine hypothalamic growth hormone releasing factor (pGRF) was synthesized by a conventional solution method, by assembling nine peptide fragments followed by deprotection with 1 M trifluoromethanesulfonic acid-thioan...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1986/04/25, Vol.34(4), pp.1814-1820 |
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| container_end_page | 1820 |
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| container_issue | 4 |
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| container_title | Chemical & pharmaceutical bulletin |
| container_volume | 34 |
| creator | SHIMOKURA, MASANORI KISO, YOSHIAKI NAGATA, AKIHIKO TSUDA, MASABUMI SEKI, HITOSHI KAI, YOSHIYUKI FUJII, NOBUTAKA YAJIMA, HARUAKI |
| description | A tetratetracontapeptide amide corresponding to the entire amino acid sequence of porcine hypothalamic growth hormone releasing factor (pGRF) was synthesized by a conventional solution method, by assembling nine peptide fragments followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid. The synthetic peptide was as active as synthetic human GRF-44-NH2 in an in vitro assay. A new substituted hydrazine, 2, 2, 2-trichloro-tert-butoxycarbonyl hydrazine, was employd for the preparation of a hydrazide containing Glu(OBzl). In the deprotecting step, Me2Se was empliyed to facilitate acidolytic cleavage of protecting groups, as well as reduction of Met(O). |
| doi_str_mv | 10.1248/cpb.34.1814 |
| format | Article |
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CXXXVII. : Conventional Solution Synthesis of Porcine Hypothalamic Growth Hormone Releasing Factor (pGRF)</title><source>MEDLINE</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese</source><source>Free Full-Text Journals in Chemistry</source><creator>SHIMOKURA, MASANORI ; KISO, YOSHIAKI ; NAGATA, AKIHIKO ; TSUDA, MASABUMI ; SEKI, HITOSHI ; KAI, YOSHIYUKI ; FUJII, NOBUTAKA ; YAJIMA, HARUAKI</creator><creatorcontrib>SHIMOKURA, MASANORI ; KISO, YOSHIAKI ; NAGATA, AKIHIKO ; TSUDA, MASABUMI ; SEKI, HITOSHI ; KAI, YOSHIYUKI ; FUJII, NOBUTAKA ; YAJIMA, HARUAKI</creatorcontrib><description>A tetratetracontapeptide amide corresponding to the entire amino acid sequence of porcine hypothalamic growth hormone releasing factor (pGRF) was synthesized by a conventional solution method, by assembling nine peptide fragments followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid. The synthetic peptide was as active as synthetic human GRF-44-NH2 in an in vitro assay. A new substituted hydrazine, 2, 2, 2-trichloro-tert-butoxycarbonyl hydrazine, was employd for the preparation of a hydrazide containing Glu(OBzl). In the deprotecting step, Me2Se was empliyed to facilitate acidolytic cleavage of protecting groups, as well as reduction of Met(O).</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.34.1814</identifier><identifier>PMID: 3755081</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>Amino Acid Sequence ; Animals ; Chemical Phenomena ; Chemistry ; Chromatography, High Pressure Liquid ; Exact sciences and technology ; growth hormone releasing factor ; hypothalamus ; in vivo GRF activity ; Organic chemistry ; peptide synthesis ; Peptides ; Peptides - chemical synthesis ; pigs ; Preparations and properties ; Solutions ; Swine</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1986/04/25, Vol.34(4), pp.1814-1820</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1986 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4124-5ae1c546f41d43615e0ad0c4933a7dd2879a04ae1e30eea085545a4662c7d4d3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,778,782,1879,27907,27908</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=8748580$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/3755081$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>SHIMOKURA, MASANORI</creatorcontrib><creatorcontrib>KISO, YOSHIAKI</creatorcontrib><creatorcontrib>NAGATA, AKIHIKO</creatorcontrib><creatorcontrib>TSUDA, MASABUMI</creatorcontrib><creatorcontrib>SEKI, HITOSHI</creatorcontrib><creatorcontrib>KAI, YOSHIYUKI</creatorcontrib><creatorcontrib>FUJII, NOBUTAKA</creatorcontrib><creatorcontrib>YAJIMA, HARUAKI</creatorcontrib><title>Studies on Peptides. CXXXVII. : Conventional Solution Synthesis of Porcine Hypothalamic Growth Hormone Releasing Factor (pGRF)</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>A tetratetracontapeptide amide corresponding to the entire amino acid sequence of porcine hypothalamic growth hormone releasing factor (pGRF) was synthesized by a conventional solution method, by assembling nine peptide fragments followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid. The synthetic peptide was as active as synthetic human GRF-44-NH2 in an in vitro assay. A new substituted hydrazine, 2, 2, 2-trichloro-tert-butoxycarbonyl hydrazine, was employd for the preparation of a hydrazide containing Glu(OBzl). In the deprotecting step, Me2Se was empliyed to facilitate acidolytic cleavage of protecting groups, as well as reduction of Met(O).</description><subject>Amino Acid Sequence</subject><subject>Animals</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Exact sciences and technology</subject><subject>growth hormone releasing factor</subject><subject>hypothalamus</subject><subject>in vivo GRF activity</subject><subject>Organic chemistry</subject><subject>peptide synthesis</subject><subject>Peptides</subject><subject>Peptides - chemical synthesis</subject><subject>pigs</subject><subject>Preparations and properties</subject><subject>Solutions</subject><subject>Swine</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1986</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc-L1DAYhoMo6-zqybOQg4girUmTtKk3GZ0fsOCys8jcyrfp150snaQmrctc_NttmWE8ekkCz5PvTXgJecNZyjOpP5vuPhUy5ZrLZ2TGhSwSlWXiOZkxxsokE7l4SS5jfGQsU6wQF-RCFEoxzWfkz6YfaouRekdvsOttjTGl8-12-3O9TukXOvfuN7reegct3fh2mI50c3D9DqMd7zX0xgdjHdLVofP9DlrYW0OXwT_1O7ryYe9HdostQrTugS7A9D7QD93ydvHxFXnRQBvx9Wm_IneL73fzVXL9Y7mef71OjBy_mChAbpTMG8lrKXKukEHNjCyFgKKuM12UwOQooWCIwLRSUoHM88wUtazFFXl_HNsF_2vA2Fd7Gw22LTj0Q6yKXJeZZOy_IpdKFCWXo_jpKJrgYwzYVF2wewiHirNqaqUaW6mErKZWRvvtaexwv8f67J5qGPm7E4dooG0COGPjWdOF1EpPr_t21B5jDw945hB6a1qcInmp9BQrj8uU_g_vIFToxF9DOav7</recordid><startdate>19860101</startdate><enddate>19860101</enddate><creator>SHIMOKURA, MASANORI</creator><creator>KISO, YOSHIAKI</creator><creator>NAGATA, AKIHIKO</creator><creator>TSUDA, MASABUMI</creator><creator>SEKI, HITOSHI</creator><creator>KAI, YOSHIYUKI</creator><creator>FUJII, NOBUTAKA</creator><creator>YAJIMA, HARUAKI</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><scope>IQODW</scope><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>7QL</scope><scope>C1K</scope><scope>7X8</scope></search><sort><creationdate>19860101</creationdate><title>Studies on Peptides. CXXXVII. : Conventional Solution Synthesis of Porcine Hypothalamic Growth Hormone Releasing Factor (pGRF)</title><author>SHIMOKURA, MASANORI ; KISO, YOSHIAKI ; NAGATA, AKIHIKO ; TSUDA, MASABUMI ; SEKI, HITOSHI ; KAI, YOSHIYUKI ; FUJII, NOBUTAKA ; YAJIMA, HARUAKI</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4124-5ae1c546f41d43615e0ad0c4933a7dd2879a04ae1e30eea085545a4662c7d4d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1986</creationdate><topic>Amino Acid Sequence</topic><topic>Animals</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Exact sciences and technology</topic><topic>growth hormone releasing factor</topic><topic>hypothalamus</topic><topic>in vivo GRF activity</topic><topic>Organic chemistry</topic><topic>peptide synthesis</topic><topic>Peptides</topic><topic>Peptides - chemical synthesis</topic><topic>pigs</topic><topic>Preparations and properties</topic><topic>Solutions</topic><topic>Swine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>SHIMOKURA, MASANORI</creatorcontrib><creatorcontrib>KISO, YOSHIAKI</creatorcontrib><creatorcontrib>NAGATA, AKIHIKO</creatorcontrib><creatorcontrib>TSUDA, MASABUMI</creatorcontrib><creatorcontrib>SEKI, HITOSHI</creatorcontrib><creatorcontrib>KAI, YOSHIYUKI</creatorcontrib><creatorcontrib>FUJII, NOBUTAKA</creatorcontrib><creatorcontrib>YAJIMA, HARUAKI</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Environmental Sciences and Pollution Management</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>SHIMOKURA, MASANORI</au><au>KISO, YOSHIAKI</au><au>NAGATA, AKIHIKO</au><au>TSUDA, MASABUMI</au><au>SEKI, HITOSHI</au><au>KAI, YOSHIYUKI</au><au>FUJII, NOBUTAKA</au><au>YAJIMA, HARUAKI</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Studies on Peptides. CXXXVII. : Conventional Solution Synthesis of Porcine Hypothalamic Growth Hormone Releasing Factor (pGRF)</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1986-01-01</date><risdate>1986</risdate><volume>34</volume><issue>4</issue><spage>1814</spage><epage>1820</epage><pages>1814-1820</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>A tetratetracontapeptide amide corresponding to the entire amino acid sequence of porcine hypothalamic growth hormone releasing factor (pGRF) was synthesized by a conventional solution method, by assembling nine peptide fragments followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid. The synthetic peptide was as active as synthetic human GRF-44-NH2 in an in vitro assay. A new substituted hydrazine, 2, 2, 2-trichloro-tert-butoxycarbonyl hydrazine, was employd for the preparation of a hydrazide containing Glu(OBzl). 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| ispartof | Chemical and Pharmaceutical Bulletin, 1986/04/25, Vol.34(4), pp.1814-1820 |
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| language | eng |
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| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Free Full-Text Journals in Chemistry |
| subjects | Amino Acid Sequence Animals Chemical Phenomena Chemistry Chromatography, High Pressure Liquid Exact sciences and technology growth hormone releasing factor hypothalamus in vivo GRF activity Organic chemistry peptide synthesis Peptides Peptides - chemical synthesis pigs Preparations and properties Solutions Swine |
| title | Studies on Peptides. CXXXVII. : Conventional Solution Synthesis of Porcine Hypothalamic Growth Hormone Releasing Factor (pGRF) |
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