Reactions of reduced nicotinamide adenine dinucleotide in acid: studies by reversed-phase high-pressure liquid chromatography
Reversed-phase high-pressure liquid chromatography was used to isolate acid breakdown products of reduced nicotinamide adenine dinucleotide (NADH) and products produced when NADH breakdown is catalyzed by glyceraldehyde-3-phosphate dehydrogenase (G-3-PD). Chromatographic and UV spectral data on thes...
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| Veröffentlicht in: | Biochemistry (Easton) 1978-05, Vol.17 (11), p.2234-2238 |
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| container_title | Biochemistry (Easton) |
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| creator | Miksic, Joy R Brown, Phyllis R |
| description | Reversed-phase high-pressure liquid chromatography was used to isolate acid breakdown products of reduced nicotinamide adenine dinucleotide (NADH) and products produced when NADH breakdown is catalyzed by glyceraldehyde-3-phosphate dehydrogenase (G-3-PD). Chromatographic and UV spectral data on these and related products support a mechanism for NADH acid degradation involving hydroxy addition at the nicotinamide C-6 followed by cyclization of the ring and the adjacent ribose moiety. G-3-PD is shown to catalyze a reaction in which two products are formed which are also intermediates in the acid degradation of NADH (alpha- and beta-6-hydroxynicotinamide products). Formation of the major acid products fits a three-step, first-order mechanism curve, making it possible to calculate the rate constants k2 and k3 as well as the previously determined k1. |
| doi_str_mv | 10.1021/bi00604a034 |
| format | Article |
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Chromatographic and UV spectral data on these and related products support a mechanism for NADH acid degradation involving hydroxy addition at the nicotinamide C-6 followed by cyclization of the ring and the adjacent ribose moiety. G-3-PD is shown to catalyze a reaction in which two products are formed which are also intermediates in the acid degradation of NADH (alpha- and beta-6-hydroxynicotinamide products). 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Chromatographic and UV spectral data on these and related products support a mechanism for NADH acid degradation involving hydroxy addition at the nicotinamide C-6 followed by cyclization of the ring and the adjacent ribose moiety. G-3-PD is shown to catalyze a reaction in which two products are formed which are also intermediates in the acid degradation of NADH (alpha- and beta-6-hydroxynicotinamide products). Formation of the major acid products fits a three-step, first-order mechanism curve, making it possible to calculate the rate constants k2 and k3 as well as the previously determined k1.</description><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Hydrogen-Ion Concentration</subject><subject>Kinetics</subject><subject>NAD</subject><subject>Oxidation-Reduction</subject><subject>Spectrophotometry, Ultraviolet</subject><issn>0006-2960</issn><issn>1520-4995</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1978</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkD1v1TAUhi1EBZfCxMjiiQ4o9DhfTtigLR9SBQgKSF0sxz5uXBI7teOqd-C_Y7hVxcBkHT_PeW29hDxl8JJByQ4HC9BCLaGq75ENa0oo6r5v7pMNZFCUfQsPyaMYL_NYA68fkL2Sl4xtyK8vKNVqvYvUGxpQJ4WaOqv8ap2crUYqNTrrkGrrkpowg3xpHZXK6lc0rklbjHTY5u1rDBF1sYwyIh3txVgsAWNMAelkr5LVVI3Bz3L1F0Eu4_Yx2TNyivjk9twn396enB29L04_vftw9Pq0kFVTrkUvccAWtIHGQMfkULGWq9rwvm6g75Cxppfl0CEYVKZTaqi46aqqAWlaXtXVPnm-y12Cv0oYVzHbqHCapEOfouB1juCMZ_HFTlTBxxjQiCXYWYatYCD-VC3-qTrbz25j0zCjvnP_dptpsaM2rnhzB2X4KfKneCPOPn8V31s4_nH-8Vy8yf7BzpcqikufgsuV_Pfd33Ksl04</recordid><startdate>19780530</startdate><enddate>19780530</enddate><creator>Miksic, Joy R</creator><creator>Brown, Phyllis R</creator><general>American Chemical Society</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>19780530</creationdate><title>Reactions of reduced nicotinamide adenine dinucleotide in acid: studies by reversed-phase high-pressure liquid chromatography</title><author>Miksic, Joy R ; Brown, Phyllis R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a352t-9aebe60df05f081ab3167c4f7945098e1159a2b8e0fecf8ccb37f83350af67343</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1978</creationdate><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Hydrogen-Ion Concentration</topic><topic>Kinetics</topic><topic>NAD</topic><topic>Oxidation-Reduction</topic><topic>Spectrophotometry, Ultraviolet</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Miksic, Joy R</creatorcontrib><creatorcontrib>Brown, Phyllis R</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>Biochemistry (Easton)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Miksic, Joy R</au><au>Brown, Phyllis R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reactions of reduced nicotinamide adenine dinucleotide in acid: studies by reversed-phase high-pressure liquid chromatography</atitle><jtitle>Biochemistry (Easton)</jtitle><addtitle>Biochemistry</addtitle><date>1978-05-30</date><risdate>1978</risdate><volume>17</volume><issue>11</issue><spage>2234</spage><epage>2238</epage><pages>2234-2238</pages><issn>0006-2960</issn><eissn>1520-4995</eissn><abstract>Reversed-phase high-pressure liquid chromatography was used to isolate acid breakdown products of reduced nicotinamide adenine dinucleotide (NADH) and products produced when NADH breakdown is catalyzed by glyceraldehyde-3-phosphate dehydrogenase (G-3-PD). 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| source | MEDLINE; ACS Publications |
| subjects | Chemical Phenomena Chemistry Chromatography, High Pressure Liquid Hydrogen-Ion Concentration Kinetics NAD Oxidation-Reduction Spectrophotometry, Ultraviolet |
| title | Reactions of reduced nicotinamide adenine dinucleotide in acid: studies by reversed-phase high-pressure liquid chromatography |
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