Mass spectrometry and chromatography of t-butyldimethylsilyl derivatives of cytokinin bases
Di-(t-butyldimethylsilyl) derivatives of the cytokinin bases zeatin, cis-zeatin, and dihydrozeatin may be prepared quantitatively in the presence of dimethylaminopyridine. These derivatives have good gas chromatographic properties and are very suitable for gas chromatography-mass spectrometry analys...
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| Veröffentlicht in: | Analytical biochemistry 1986-02, Vol.153 (1), p.85-96 |
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| container_title | Analytical biochemistry |
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| creator | Hocart, Charles H. Wong, O.Choon Letham, David S. Tay, Stephen A.B. MacLeod, John K. |
| description | Di-(t-butyldimethylsilyl) derivatives of the cytokinin bases zeatin,
cis-zeatin, and dihydrozeatin may be prepared quantitatively in the presence of dimethylaminopyridine. These derivatives have good gas chromatographic properties and are very suitable for gas chromatography-mass spectrometry analysis of cytokinin bases. The t-butyldimethylsilyl (tBuDMS) group at N-9 may be selectively hydrolyzed and the resulting mono-
O-silyl derivatives are sufficiently stable to be subjected to thin-layer chromatography and high-performance liquid chromatography. The mass spectral fragmentation of the mono- and di-tBuDMS derivatives of adenine, zeatin,
cis-zeatin, and dihydrozeatin and also of the mono-tBuDMS derivatives of
N
6-isopentenyladenine and 6-benzylaminopurine have been rationalized. The 9-tBuDMS moiety was characterized by an elimination of isobutene (M-56) and of isobutene plus a methyl radical (M-56-15). |
| doi_str_mv | 10.1016/0003-2697(86)90065-5 |
| format | Article |
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cis-zeatin, and dihydrozeatin may be prepared quantitatively in the presence of dimethylaminopyridine. These derivatives have good gas chromatographic properties and are very suitable for gas chromatography-mass spectrometry analysis of cytokinin bases. The t-butyldimethylsilyl (tBuDMS) group at N-9 may be selectively hydrolyzed and the resulting mono-
O-silyl derivatives are sufficiently stable to be subjected to thin-layer chromatography and high-performance liquid chromatography. The mass spectral fragmentation of the mono- and di-tBuDMS derivatives of adenine, zeatin,
cis-zeatin, and dihydrozeatin and also of the mono-tBuDMS derivatives of
N
6-isopentenyladenine and 6-benzylaminopurine have been rationalized. The 9-tBuDMS moiety was characterized by an elimination of isobutene (M-56) and of isobutene plus a methyl radical (M-56-15).</description><identifier>ISSN: 0003-2697</identifier><identifier>EISSN: 1096-0309</identifier><identifier>DOI: 10.1016/0003-2697(86)90065-5</identifier><identifier>PMID: 3963385</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Chemical Phenomena ; Chemistry ; Chromatography, High Pressure Liquid ; Chromatography, Thin Layer ; cytokinins ; Cytokinins - analysis ; gas chromatography ; Gas Chromatography-Mass Spectrometry ; mass spectrometry ; Organosilicon Compounds ; Plant Growth Regulators - analysis ; Silicon - analysis ; t-butyldimethylsilyl derivatives ; thin-layer chromatography ; zeatin ; Zeatin - analysis</subject><ispartof>Analytical biochemistry, 1986-02, Vol.153 (1), p.85-96</ispartof><rights>1986</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c272t-a19b47f48f99bf12201c8b5ba49c946154b1a16e2ab002c573eb045161e806063</citedby><cites>FETCH-LOGICAL-c272t-a19b47f48f99bf12201c8b5ba49c946154b1a16e2ab002c573eb045161e806063</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/0003-2697(86)90065-5$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/3963385$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hocart, Charles H.</creatorcontrib><creatorcontrib>Wong, O.Choon</creatorcontrib><creatorcontrib>Letham, David S.</creatorcontrib><creatorcontrib>Tay, Stephen A.B.</creatorcontrib><creatorcontrib>MacLeod, John K.</creatorcontrib><title>Mass spectrometry and chromatography of t-butyldimethylsilyl derivatives of cytokinin bases</title><title>Analytical biochemistry</title><addtitle>Anal Biochem</addtitle><description>Di-(t-butyldimethylsilyl) derivatives of the cytokinin bases zeatin,
cis-zeatin, and dihydrozeatin may be prepared quantitatively in the presence of dimethylaminopyridine. These derivatives have good gas chromatographic properties and are very suitable for gas chromatography-mass spectrometry analysis of cytokinin bases. The t-butyldimethylsilyl (tBuDMS) group at N-9 may be selectively hydrolyzed and the resulting mono-
O-silyl derivatives are sufficiently stable to be subjected to thin-layer chromatography and high-performance liquid chromatography. The mass spectral fragmentation of the mono- and di-tBuDMS derivatives of adenine, zeatin,
cis-zeatin, and dihydrozeatin and also of the mono-tBuDMS derivatives of
N
6-isopentenyladenine and 6-benzylaminopurine have been rationalized. The 9-tBuDMS moiety was characterized by an elimination of isobutene (M-56) and of isobutene plus a methyl radical (M-56-15).</description><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Chromatography, Thin Layer</subject><subject>cytokinins</subject><subject>Cytokinins - analysis</subject><subject>gas chromatography</subject><subject>Gas Chromatography-Mass Spectrometry</subject><subject>mass spectrometry</subject><subject>Organosilicon Compounds</subject><subject>Plant Growth Regulators - analysis</subject><subject>Silicon - analysis</subject><subject>t-butyldimethylsilyl derivatives</subject><subject>thin-layer chromatography</subject><subject>zeatin</subject><subject>Zeatin - analysis</subject><issn>0003-2697</issn><issn>1096-0309</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1986</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE1LxDAQhoMo6_rxDxR6Ej1UJ22TJhdBxC9Y8aInDyFJp260265JdqH_3tZdPHoahnneGeYh5ITCJQXKrwAgTzMuy3PBLyQAZynbIVMKkqeQg9wl0z9knxyE8AlAacH4hExyyfNcsCl5f9YhJGGJNvpugdH3iW6rxM6HTsfuw-vlvE-6OompWcW-qdwAzfsmuKZvkgq9W-vo1hhGxvax-3KtaxOjA4YjslfrJuDxth6St_u719vHdPby8HR7M0ttVmYx1VSaoqwLUUtpapplQK0wzOhCWllwygpDNeWYaQOQWVbmaKBglFMUwIHnh-Rss3fpu-8VhqgWLlhsGt1itwqq5KXIhWADWGxA67sQPNZq6d1C-15RUKNTNQpTozAluPp1qsbY6Xb_yiyw-gttJQ7z680chyfXDr0K1mFrsXJ-8Kqqzv1_4AdLM4bz</recordid><startdate>19860215</startdate><enddate>19860215</enddate><creator>Hocart, Charles H.</creator><creator>Wong, O.Choon</creator><creator>Letham, David S.</creator><creator>Tay, Stephen A.B.</creator><creator>MacLeod, John K.</creator><general>Elsevier 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>7X8</scope></search><sort><creationdate>19860215</creationdate><title>Mass spectrometry and chromatography of t-butyldimethylsilyl derivatives of cytokinin bases</title><author>Hocart, Charles H. ; Wong, O.Choon ; Letham, David S. ; Tay, Stephen A.B. ; MacLeod, John K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c272t-a19b47f48f99bf12201c8b5ba49c946154b1a16e2ab002c573eb045161e806063</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1986</creationdate><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Chromatography, Thin Layer</topic><topic>cytokinins</topic><topic>Cytokinins - analysis</topic><topic>gas chromatography</topic><topic>Gas Chromatography-Mass Spectrometry</topic><topic>mass spectrometry</topic><topic>Organosilicon Compounds</topic><topic>Plant Growth Regulators - analysis</topic><topic>Silicon - analysis</topic><topic>t-butyldimethylsilyl derivatives</topic><topic>thin-layer chromatography</topic><topic>zeatin</topic><topic>Zeatin - analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hocart, Charles H.</creatorcontrib><creatorcontrib>Wong, O.Choon</creatorcontrib><creatorcontrib>Letham, David S.</creatorcontrib><creatorcontrib>Tay, Stephen A.B.</creatorcontrib><creatorcontrib>MacLeod, John K.</creatorcontrib><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>Analytical biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hocart, Charles H.</au><au>Wong, O.Choon</au><au>Letham, David S.</au><au>Tay, Stephen A.B.</au><au>MacLeod, John K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Mass spectrometry and chromatography of t-butyldimethylsilyl derivatives of cytokinin bases</atitle><jtitle>Analytical biochemistry</jtitle><addtitle>Anal Biochem</addtitle><date>1986-02-15</date><risdate>1986</risdate><volume>153</volume><issue>1</issue><spage>85</spage><epage>96</epage><pages>85-96</pages><issn>0003-2697</issn><eissn>1096-0309</eissn><abstract>Di-(t-butyldimethylsilyl) derivatives of the cytokinin bases zeatin,
cis-zeatin, and dihydrozeatin may be prepared quantitatively in the presence of dimethylaminopyridine. These derivatives have good gas chromatographic properties and are very suitable for gas chromatography-mass spectrometry analysis of cytokinin bases. The t-butyldimethylsilyl (tBuDMS) group at N-9 may be selectively hydrolyzed and the resulting mono-
O-silyl derivatives are sufficiently stable to be subjected to thin-layer chromatography and high-performance liquid chromatography. The mass spectral fragmentation of the mono- and di-tBuDMS derivatives of adenine, zeatin,
cis-zeatin, and dihydrozeatin and also of the mono-tBuDMS derivatives of
N
6-isopentenyladenine and 6-benzylaminopurine have been rationalized. The 9-tBuDMS moiety was characterized by an elimination of isobutene (M-56) and of isobutene plus a methyl radical (M-56-15).</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>3963385</pmid><doi>10.1016/0003-2697(86)90065-5</doi><tpages>12</tpages></addata></record> |
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| ispartof | Analytical biochemistry, 1986-02, Vol.153 (1), p.85-96 |
| issn | 0003-2697 1096-0309 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Chemical Phenomena Chemistry Chromatography, High Pressure Liquid Chromatography, Thin Layer cytokinins Cytokinins - analysis gas chromatography Gas Chromatography-Mass Spectrometry mass spectrometry Organosilicon Compounds Plant Growth Regulators - analysis Silicon - analysis t-butyldimethylsilyl derivatives thin-layer chromatography zeatin Zeatin - analysis |
| title | Mass spectrometry and chromatography of t-butyldimethylsilyl derivatives of cytokinin bases |
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