α-Chymotrypsin-Catalyzed Peptide Synthesis Using N-Protected D-Amino Acid Carbamoylmethyl Esters as Acyl Donors
α-Chymotrypsin-catalyzed peptide synthesis was carried out between an N-protected D-amino acid ester and an L-amino acid amide (acyl donor, 10 mM; acyl acceptor, 50 mM; enzyme, 2 mg ml⁻¹; pH 8). By using a highly reactive carbamoylmethyl (Cam) ester as acyl donor, the D-amino acid was incorporated i...
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| Veröffentlicht in: | Biotechnology letters 2005-08, Vol.27 (16), p.1199-1203 |
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| container_end_page | 1203 |
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| container_issue | 16 |
| container_start_page | 1199 |
| container_title | Biotechnology letters |
| container_volume | 27 |
| creator | Salam, Sayed Mohiuddin Abdus Kagawa, Ken-ichi Kawashiro, Katsuhiro |
| description | α-Chymotrypsin-catalyzed peptide synthesis was carried out between an N-protected D-amino acid ester and an L-amino acid amide (acyl donor, 10 mM; acyl acceptor, 50 mM; enzyme, 2 mg ml⁻¹; pH 8). By using a highly reactive carbamoylmethyl (Cam) ester as acyl donor, the D-amino acid was incorporated into the N-terminus of the resulting dipeptide amide. N-Protected dipeptide amides bearing D-amino acids such as D-Phe, D-Leu and D-Ala at their N-terminus were synthesized in high yields (up to 80%) in 1–3 h. |
| doi_str_mv | 10.1007/s10529-005-0018-8 |
| format | Article |
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By using a highly reactive carbamoylmethyl (Cam) ester as acyl donor, the D-amino acid was incorporated into the N-terminus of the resulting dipeptide amide. N-Protected dipeptide amides bearing D-amino acids such as D-Phe, D-Leu and D-Ala at their N-terminus were synthesized in high yields (up to 80%) in 1–3 h.</description><identifier>ISSN: 0141-5492</identifier><identifier>EISSN: 1573-6776</identifier><identifier>DOI: 10.1007/s10529-005-0018-8</identifier><identifier>PMID: 16158264</identifier><identifier>CODEN: BILED3</identifier><language>eng</language><publisher>Dordrecht: Kluwer Academic Publishers</publisher><subject>amides ; amino acids ; Amino Acids - chemistry ; Aminoacylation ; Biological and medical sciences ; Biotechnology ; Catalysis ; Chymotrypsin - chemistry ; Electron Transport ; Esters ; Fundamental and applied biological sciences. Psychology ; Peptides - chemical synthesis ; Water - chemistry ; yields</subject><ispartof>Biotechnology letters, 2005-08, Vol.27 (16), p.1199-1203</ispartof><rights>2005 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-4a69dfa29eae190a556f676fc54bf5de1ee4ce17f73afdd6ece787d5480b59493</citedby><cites>FETCH-LOGICAL-c353t-4a69dfa29eae190a556f676fc54bf5de1ee4ce17f73afdd6ece787d5480b59493</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17136853$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16158264$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Salam, Sayed Mohiuddin Abdus</creatorcontrib><creatorcontrib>Kagawa, Ken-ichi</creatorcontrib><creatorcontrib>Kawashiro, Katsuhiro</creatorcontrib><title>α-Chymotrypsin-Catalyzed Peptide Synthesis Using N-Protected D-Amino Acid Carbamoylmethyl Esters as Acyl Donors</title><title>Biotechnology letters</title><addtitle>Biotechnol Lett</addtitle><description>α-Chymotrypsin-catalyzed peptide synthesis was carried out between an N-protected D-amino acid ester and an L-amino acid amide (acyl donor, 10 mM; acyl acceptor, 50 mM; enzyme, 2 mg ml⁻¹; pH 8). By using a highly reactive carbamoylmethyl (Cam) ester as acyl donor, the D-amino acid was incorporated into the N-terminus of the resulting dipeptide amide. N-Protected dipeptide amides bearing D-amino acids such as D-Phe, D-Leu and D-Ala at their N-terminus were synthesized in high yields (up to 80%) in 1–3 h.</description><subject>amides</subject><subject>amino acids</subject><subject>Amino Acids - chemistry</subject><subject>Aminoacylation</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Catalysis</subject><subject>Chymotrypsin - chemistry</subject><subject>Electron Transport</subject><subject>Esters</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Peptides - chemical synthesis</subject><subject>Water - chemistry</subject><subject>yields</subject><issn>0141-5492</issn><issn>1573-6776</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkc1u1DAQgC0EokvhAbhALuVmsBP_JMdVWn6kCiqVPVtee9wNSuLg8R7CW_EiPBOudqUeRqPRfDMafUPIW84-csb0J-RM1h1lTJbgLW2fkQ2XuqFKa_WcbBgXnErR1RfkFeIvxlinmX5JLrjisq2V2JDl31_aH9Yp5rQuOMy0t9mO6x_w1R0sefBQ3a9zPgAOWO0K8FB9p3cpZnC5MNd0Ow1zrLZu8FVv095OcR0nyId1rG4wQ8LKYmmX8jrOMeFr8iLYEeHNOV-S3eebn_1Xevvjy7d-e0tdI5tMhVWdD7buwALvmJVSBaVVcFLsg_TAAYQDroNubPBegQPdai9Fy_ayE11zST6c9i4p_j4CZjMN6GAc7QzxiEa1xUDNVAH5CXQpIiYIZknDZNNqODOPms1JsymazaNm05aZd-flx_0E_mni7LUAV2fAorNjSHZ2Az5xmjflgKZw709csNHYh1SY3X3NuCq_4kwI1vwHdT-QsA</recordid><startdate>20050801</startdate><enddate>20050801</enddate><creator>Salam, Sayed Mohiuddin Abdus</creator><creator>Kagawa, Ken-ichi</creator><creator>Kawashiro, Katsuhiro</creator><general>Kluwer Academic Publishers</general><general>Springer</general><scope>FBQ</scope><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>7X8</scope></search><sort><creationdate>20050801</creationdate><title>α-Chymotrypsin-Catalyzed Peptide Synthesis Using N-Protected D-Amino Acid Carbamoylmethyl Esters as Acyl Donors</title><author>Salam, Sayed Mohiuddin Abdus ; Kagawa, Ken-ichi ; Kawashiro, Katsuhiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-4a69dfa29eae190a556f676fc54bf5de1ee4ce17f73afdd6ece787d5480b59493</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>amides</topic><topic>amino acids</topic><topic>Amino Acids - chemistry</topic><topic>Aminoacylation</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Catalysis</topic><topic>Chymotrypsin - chemistry</topic><topic>Electron Transport</topic><topic>Esters</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Peptides - chemical synthesis</topic><topic>Water - chemistry</topic><topic>yields</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Salam, Sayed Mohiuddin Abdus</creatorcontrib><creatorcontrib>Kagawa, Ken-ichi</creatorcontrib><creatorcontrib>Kawashiro, Katsuhiro</creatorcontrib><collection>AGRIS</collection><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>MEDLINE - Academic</collection><jtitle>Biotechnology letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Salam, Sayed Mohiuddin Abdus</au><au>Kagawa, Ken-ichi</au><au>Kawashiro, Katsuhiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>α-Chymotrypsin-Catalyzed Peptide Synthesis Using N-Protected D-Amino Acid Carbamoylmethyl Esters as Acyl Donors</atitle><jtitle>Biotechnology letters</jtitle><addtitle>Biotechnol Lett</addtitle><date>2005-08-01</date><risdate>2005</risdate><volume>27</volume><issue>16</issue><spage>1199</spage><epage>1203</epage><pages>1199-1203</pages><issn>0141-5492</issn><eissn>1573-6776</eissn><coden>BILED3</coden><abstract>α-Chymotrypsin-catalyzed peptide synthesis was carried out between an N-protected D-amino acid ester and an L-amino acid amide (acyl donor, 10 mM; acyl acceptor, 50 mM; enzyme, 2 mg ml⁻¹; pH 8). By using a highly reactive carbamoylmethyl (Cam) ester as acyl donor, the D-amino acid was incorporated into the N-terminus of the resulting dipeptide amide. N-Protected dipeptide amides bearing D-amino acids such as D-Phe, D-Leu and D-Ala at their N-terminus were synthesized in high yields (up to 80%) in 1–3 h.</abstract><cop>Dordrecht</cop><pub>Kluwer Academic Publishers</pub><pmid>16158264</pmid><doi>10.1007/s10529-005-0018-8</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0141-5492 |
| ispartof | Biotechnology letters, 2005-08, Vol.27 (16), p.1199-1203 |
| issn | 0141-5492 1573-6776 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_68582206 |
| source | MEDLINE; SpringerLink Journals - AutoHoldings |
| subjects | amides amino acids Amino Acids - chemistry Aminoacylation Biological and medical sciences Biotechnology Catalysis Chymotrypsin - chemistry Electron Transport Esters Fundamental and applied biological sciences. Psychology Peptides - chemical synthesis Water - chemistry yields |
| title | α-Chymotrypsin-Catalyzed Peptide Synthesis Using N-Protected D-Amino Acid Carbamoylmethyl Esters as Acyl Donors |
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