A Shortened Synthesis of 4-(3-Aminopropyl) Pyrazole, an Affinity Ligand for Alcohol Dehydrogenase Purification
The most efficient, specific and rapid procedures for alcohol dehydrogenase (ADH) purification utilize immobilized 4-(3-aminopropyl) pyrazole to which pyrazole sensitive ADHs, i.e. class I isozymes, bind. Because of the length of the reported synthesis of this affinity resin, we synthesized the 4-(3...
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| Veröffentlicht in: | Preparative biochemistry 1989-01, Vol.19 (2), p.129-139 |
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| container_title | Preparative biochemistry |
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| creator | Miller, Stephen P.F. Rathna, Giri P. Goldman, David |
| description | The most efficient, specific and rapid procedures for alcohol dehydrogenase (ADH) purification utilize immobilized 4-(3-aminopropyl) pyrazole to which pyrazole sensitive ADHs, i.e. class I isozymes, bind. Because of the length of the reported synthesis of this affinity resin, we synthesized the 4-(3-aminopropyl) pyrazole ligand by a new method in two steps from commercially available nicotinaldehyde. The ligand synthesized by this simplified procedure was directly coupled to the chain-extended support, Activated CH-Sepharose 4B, to yield the same ligand-spacer combination as reported by L.G. Lange and B.L. Vallee (Biochem. 15: 4681-4686, 1976). Human and hamster class I ADHs purified using this resin were homogeneous by SDS-PAGE followed by silver staining. Specific activity and recovery of human class I ADH were comparable to those previously reported. |
| doi_str_mv | 10.1080/10826068908544903 |
| format | Article |
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Because of the length of the reported synthesis of this affinity resin, we synthesized the 4-(3-aminopropyl) pyrazole ligand by a new method in two steps from commercially available nicotinaldehyde. The ligand synthesized by this simplified procedure was directly coupled to the chain-extended support, Activated CH-Sepharose 4B, to yield the same ligand-spacer combination as reported by L.G. Lange and B.L. Vallee (Biochem. 15: 4681-4686, 1976). Human and hamster class I ADHs purified using this resin were homogeneous by SDS-PAGE followed by silver staining. Specific activity and recovery of human class I ADH were comparable to those previously reported.</description><identifier>ISSN: 0032-7484</identifier><identifier>DOI: 10.1080/10826068908544903</identifier><identifier>PMID: 2798361</identifier><language>eng</language><publisher>United States: Taylor & Francis Group</publisher><subject>4-(3-aminopropyl)pyrazole ; Alcohol Dehydrogenase - antagonists & inhibitors ; Alcohol Dehydrogenase - isolation & purification ; Alcohol Dehydrogenase - metabolism ; Animals ; Chemical Phenomena ; Chemistry ; Chromatography, Affinity ; Cricetinae ; Electrophoresis, Polyacrylamide Gel ; Humans ; Isoenzymes - isolation & purification ; Isoenzymes - metabolism ; Liver - enzymology ; Pyrazoles - chemical synthesis</subject><ispartof>Preparative biochemistry, 1989-01, Vol.19 (2), p.129-139</ispartof><rights>Copyright Taylor & Francis Group, LLC 1989</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c332t-e9d98867a20066b96bd473fd262b6edf567384b8dcb8df1d48611107978eb6743</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.tandfonline.com/doi/pdf/10.1080/10826068908544903$$EPDF$$P50$$Ginformaworld$$H</linktopdf><linktohtml>$$Uhttps://www.tandfonline.com/doi/full/10.1080/10826068908544903$$EHTML$$P50$$Ginformaworld$$H</linktohtml><link.rule.ids>314,780,784,4023,27922,27923,27924,59646,60435</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/2798361$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Miller, Stephen P.F.</creatorcontrib><creatorcontrib>Rathna, Giri P.</creatorcontrib><creatorcontrib>Goldman, David</creatorcontrib><title>A Shortened Synthesis of 4-(3-Aminopropyl) Pyrazole, an Affinity Ligand for Alcohol Dehydrogenase Purification</title><title>Preparative biochemistry</title><addtitle>Prep Biochem</addtitle><description>The most efficient, specific and rapid procedures for alcohol dehydrogenase (ADH) purification utilize immobilized 4-(3-aminopropyl) pyrazole to which pyrazole sensitive ADHs, i.e. class I isozymes, bind. Because of the length of the reported synthesis of this affinity resin, we synthesized the 4-(3-aminopropyl) pyrazole ligand by a new method in two steps from commercially available nicotinaldehyde. The ligand synthesized by this simplified procedure was directly coupled to the chain-extended support, Activated CH-Sepharose 4B, to yield the same ligand-spacer combination as reported by L.G. Lange and B.L. Vallee (Biochem. 15: 4681-4686, 1976). Human and hamster class I ADHs purified using this resin were homogeneous by SDS-PAGE followed by silver staining. Specific activity and recovery of human class I ADH were comparable to those previously reported.</description><subject>4-(3-aminopropyl)pyrazole</subject><subject>Alcohol Dehydrogenase - antagonists & inhibitors</subject><subject>Alcohol Dehydrogenase - isolation & purification</subject><subject>Alcohol Dehydrogenase - metabolism</subject><subject>Animals</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Chromatography, Affinity</subject><subject>Cricetinae</subject><subject>Electrophoresis, Polyacrylamide Gel</subject><subject>Humans</subject><subject>Isoenzymes - isolation & purification</subject><subject>Isoenzymes - metabolism</subject><subject>Liver - enzymology</subject><subject>Pyrazoles - chemical synthesis</subject><issn>0032-7484</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1989</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFUU1r3DAQ1aEh3WzyA3Io6FRaqBN9WZKhF7Np2sBCAknORrakrIosbSUvxfn1Udgll1JymBmGee_NMA-Ac4wuMJLosiTCEZcNkjVjDaIfwAIhSirBJPsITnL-XVpcU3IMjoloJOV4AUIL7zcxTSYYDe_nMG1MdhlGC1n1hVbt6ELcprid_Vd4Nyf1HL35BlWArbUuuGmGa_ekgoY2Jtj6IW6ih1dmM-sUn0xQ2cC7XXLWDWpyMZyCI6t8NmeHugSP1z8eVr-q9e3Pm1W7rgZKyVSZRjdScqEIQpz3De81E9RqwknPjbY1F1SyXuqhhMWaSY4xRqIR0vRcMLoEn_e65fY_O5OnbnR5MN6rYOIud6IhNWJUvAvEdVEuawsQ74FDijknY7ttcqNKc4dR92pA948BhfPpIL7rR6PfGIfvl_n3_dyF8r5R_Y3J625Ss4_JJhUGlzv6f_kX972Ugg</recordid><startdate>19890101</startdate><enddate>19890101</enddate><creator>Miller, Stephen P.F.</creator><creator>Rathna, Giri P.</creator><creator>Goldman, David</creator><general>Taylor & Francis Group</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>7QL</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M81</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>19890101</creationdate><title>A Shortened Synthesis of 4-(3-Aminopropyl) Pyrazole, an Affinity Ligand for Alcohol Dehydrogenase Purification</title><author>Miller, Stephen P.F. ; Rathna, Giri P. ; Goldman, David</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c332t-e9d98867a20066b96bd473fd262b6edf567384b8dcb8df1d48611107978eb6743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1989</creationdate><topic>4-(3-aminopropyl)pyrazole</topic><topic>Alcohol Dehydrogenase - antagonists & inhibitors</topic><topic>Alcohol Dehydrogenase - isolation & purification</topic><topic>Alcohol Dehydrogenase - metabolism</topic><topic>Animals</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Chromatography, Affinity</topic><topic>Cricetinae</topic><topic>Electrophoresis, Polyacrylamide Gel</topic><topic>Humans</topic><topic>Isoenzymes - isolation & purification</topic><topic>Isoenzymes - metabolism</topic><topic>Liver - enzymology</topic><topic>Pyrazoles - chemical synthesis</topic><toplevel>online_resources</toplevel><creatorcontrib>Miller, Stephen P.F.</creatorcontrib><creatorcontrib>Rathna, Giri P.</creatorcontrib><creatorcontrib>Goldman, David</creatorcontrib><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>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biochemistry Abstracts 3</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Preparative biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Miller, Stephen P.F.</au><au>Rathna, Giri P.</au><au>Goldman, David</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Shortened Synthesis of 4-(3-Aminopropyl) Pyrazole, an Affinity Ligand for Alcohol Dehydrogenase Purification</atitle><jtitle>Preparative biochemistry</jtitle><addtitle>Prep Biochem</addtitle><date>1989-01-01</date><risdate>1989</risdate><volume>19</volume><issue>2</issue><spage>129</spage><epage>139</epage><pages>129-139</pages><issn>0032-7484</issn><abstract>The most efficient, specific and rapid procedures for alcohol dehydrogenase (ADH) purification utilize immobilized 4-(3-aminopropyl) pyrazole to which pyrazole sensitive ADHs, i.e. class I isozymes, bind. Because of the length of the reported synthesis of this affinity resin, we synthesized the 4-(3-aminopropyl) pyrazole ligand by a new method in two steps from commercially available nicotinaldehyde. The ligand synthesized by this simplified procedure was directly coupled to the chain-extended support, Activated CH-Sepharose 4B, to yield the same ligand-spacer combination as reported by L.G. Lange and B.L. Vallee (Biochem. 15: 4681-4686, 1976). Human and hamster class I ADHs purified using this resin were homogeneous by SDS-PAGE followed by silver staining. Specific activity and recovery of human class I ADH were comparable to those previously reported.</abstract><cop>United States</cop><pub>Taylor & Francis Group</pub><pmid>2798361</pmid><doi>10.1080/10826068908544903</doi><tpages>11</tpages></addata></record> |
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| ispartof | Preparative biochemistry, 1989-01, Vol.19 (2), p.129-139 |
| issn | 0032-7484 |
| language | eng |
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| source | MEDLINE; Taylor & Francis:Master (3349 titles) |
| subjects | 4-(3-aminopropyl)pyrazole Alcohol Dehydrogenase - antagonists & inhibitors Alcohol Dehydrogenase - isolation & purification Alcohol Dehydrogenase - metabolism Animals Chemical Phenomena Chemistry Chromatography, Affinity Cricetinae Electrophoresis, Polyacrylamide Gel Humans Isoenzymes - isolation & purification Isoenzymes - metabolism Liver - enzymology Pyrazoles - chemical synthesis |
| title | A Shortened Synthesis of 4-(3-Aminopropyl) Pyrazole, an Affinity Ligand for Alcohol Dehydrogenase Purification |
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