Synthesis of the Gastrointestinal Peptide Hormone Secretin by the Repetitive Excess Mixed Anhydride (REMA) Method
The REMA method was found to be very suitable for the synthesis of secretin. The procedure was rapid, since on a 0.2 mmol‐scale the rate of one amino acid per day could be attained, and yielded an unambiguous product after simple ion‐exchange chromatography. REMA‐secretin was found to be chemically...
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Veröffentlicht in: | Helvetica chimica acta 1976-01, Vol.59 (4), p.1112-1126 |
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description | The REMA method was found to be very suitable for the synthesis of secretin. The procedure was rapid, since on a 0.2 mmol‐scale the rate of one amino acid per day could be attained, and yielded an unambiguous product after simple ion‐exchange chromatography. REMA‐secretin was found to be chemically identical with secretin prepared by fragment condensations and showed a biological activity of 3.4 (2.9–4.3) clinical units/μg, comparable to that of the natural product (4 clinical units/μg). The yield of purified secretin, a heptacosapeptide amide, calculated on the basis of C‐terminal residue, amounted to 5%. |
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The procedure was rapid, since on a 0.2 mmol‐scale the rate of one amino acid per day could be attained, and yielded an unambiguous product after simple ion‐exchange chromatography. REMA‐secretin was found to be chemically identical with secretin prepared by fragment condensations and showed a biological activity of 3.4 (2.9–4.3) clinical units/μg, comparable to that of the natural product (4 clinical units/μg). The yield of purified secretin, a heptacosapeptide amide, calculated on the basis of C‐terminal residue, amounted to 5%.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.19760590415</identifier><identifier>PMID: 950309</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag GmbH</publisher><subject>Amino Acid Sequence ; Anhydrides ; Methods ; Secretin - chemical synthesis</subject><ispartof>Helvetica chimica acta, 1976-01, Vol.59 (4), p.1112-1126</ispartof><rights>Copyright © 1976 Verlag GmbH & Co. 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The procedure was rapid, since on a 0.2 mmol‐scale the rate of one amino acid per day could be attained, and yielded an unambiguous product after simple ion‐exchange chromatography. REMA‐secretin was found to be chemically identical with secretin prepared by fragment condensations and showed a biological activity of 3.4 (2.9–4.3) clinical units/μg, comparable to that of the natural product (4 clinical units/μg). The yield of purified secretin, a heptacosapeptide amide, calculated on the basis of C‐terminal residue, amounted to 5%.</description><subject>Amino Acid Sequence</subject><subject>Anhydrides</subject><subject>Methods</subject><subject>Secretin - chemical synthesis</subject><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1976</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkD1v2zAQhomiX27avUMHTkUzKDlKpGgOHVzDsQvYbRD3C10IijzBbGXJIeXG-veRqyBop0zHw3vPA_Al5DWDMwaQnm8qa86YkjkIBZyJR2TERJomaS7FYzICYOMEmPrxnLyI8RcAKAXyGXmqBGSgRuR63dXtBqOPtClp_6JzE9vQ-LrF2PraVPQSd613SBdN2DY10jXagH1Ei-4vcIW7fm39H6Szg8UY6cof0NFJvelcOJLvrmarySldYbtp3EvypDRVxFd384R8vZh9mS6S5ef5x-lkmdhsLESSK2usyJ0EDqIoCp4qi1xm3KU2LwrLcltkTqpyDCVLGVecCy4dGm6QW8myE_J28O5Cc73vP6O3PlqsKlNjs496nPHezaA_hOHQhibGgKXeBb81odMM9LFkfSxZ_1Nyj7y5c--LLbp7YGi1j98P8Y2vsHtQpxfL6eR_fTLwPrZ4uOdN-K1zmUmhv3-a6_WHlP-8XCz1t-wW7J2ZxQ</recordid><startdate>19760101</startdate><enddate>19760101</enddate><creator>van Zon, Arie</creator><creator>Beyerman, Hugo Christiaan</creator><general>WILEY-VCH Verlag GmbH</general><general>WILEY‐VCH Verlag GmbH</general><scope>BSCLL</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>7X8</scope></search><sort><creationdate>19760101</creationdate><title>Synthesis of the Gastrointestinal Peptide Hormone Secretin by the Repetitive Excess Mixed Anhydride (REMA) Method</title><author>van Zon, Arie ; Beyerman, Hugo Christiaan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3855-69cac56d70405bbb429ce4734d2c6bbc16cb3d79f80f1214944547dea4ae4c713</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1976</creationdate><topic>Amino Acid Sequence</topic><topic>Anhydrides</topic><topic>Methods</topic><topic>Secretin - chemical synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>van Zon, Arie</creatorcontrib><creatorcontrib>Beyerman, Hugo Christiaan</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>van Zon, Arie</au><au>Beyerman, Hugo Christiaan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of the Gastrointestinal Peptide Hormone Secretin by the Repetitive Excess Mixed Anhydride (REMA) Method</atitle><jtitle>Helvetica chimica acta</jtitle><addtitle>HCA</addtitle><date>1976-01-01</date><risdate>1976</risdate><volume>59</volume><issue>4</issue><spage>1112</spage><epage>1126</epage><pages>1112-1126</pages><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>The REMA method was found to be very suitable for the synthesis of secretin. The procedure was rapid, since on a 0.2 mmol‐scale the rate of one amino acid per day could be attained, and yielded an unambiguous product after simple ion‐exchange chromatography. REMA‐secretin was found to be chemically identical with secretin prepared by fragment condensations and showed a biological activity of 3.4 (2.9–4.3) clinical units/μg, comparable to that of the natural product (4 clinical units/μg). The yield of purified secretin, a heptacosapeptide amide, calculated on the basis of C‐terminal residue, amounted to 5%.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag GmbH</pub><pmid>950309</pmid><doi>10.1002/hlca.19760590415</doi><tpages>15</tpages></addata></record> |
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subjects | Amino Acid Sequence Anhydrides Methods Secretin - chemical synthesis |
title | Synthesis of the Gastrointestinal Peptide Hormone Secretin by the Repetitive Excess Mixed Anhydride (REMA) Method |
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