| pubmed-article:8081454 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C0374711 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C0043240 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C0020275 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C1705822 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C0348011 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C1705181 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C0679622 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C1522492 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C0205314 | lld:lifeskim |
| pubmed-article:8081454 | lifeskim:mentions | umls-concept:C0439807 | lld:lifeskim |
| pubmed-article:8081454 | pubmed:issue | 6 | lld:pubmed |
| pubmed-article:8081454 | pubmed:dateCreated | 1994-10-13 | lld:pubmed |
| pubmed-article:8081454 | pubmed:abstractText | 2-(3-Aminopropyl-amino) ethaneperthiol (RSSH, the perthiol analogue of the thiol radioprotector, WR-1065) reacts with the alpha-hydroxy alkyl radical (CH3)2C.OH by donating a hydrogen atom as indicated by the characterization of perthiyl radicals (RSS.; lambda max approximately 374 nm, epsilon 374 approximately 1680 +/- 20 dm3 mol-1 cm-1) by pulse radiolysis. The perthiyl radical abstracts a hydrogen from the alcohol to establish a reversible hydrogen-transfer equilibrium. This equilibrium lies predominantly on the side of radical repair since the rate constants for the forward and reverse reactions at pH 4 are: kappa(RSSH+(CH3)2C.OH) = (2.4 +/- 0.1) x 10(9) dm3 mol-1 s-1 and kappa(RSS.+(CH3)2CHOH) = (3.8 +/- 0.3) x 10(3) dm3 mol-1 s-1 respectively. The pKa (RSSH<-->RSS(-)+H+) = 6.2 +/- 0.1 was determined from the pH dependence of the rate of perthiol repair. Identical experiments have been performed with WR-1065 allowing a direct comparison of free-radical repair reactivity to be made with the parthiol analogue. At pH approximately 7.4 the reactivities of the thiol and perthiol were similar, both repairing the alcohol radical with a rate constant of approximately (2.4 +/- 0.1) x 10(8) dm3 mol-1 s-1. However, at pH 5 whilst the hydrogen-donation rate of the thiol was 15-20% higher than at pH 7.4, the perthiol reactivity was over an order of magnitude higher. The thermodynamic driving force for the observed enhanced free-radical repair reactivity of RSSH compared to RSH is attributed to the resonance stabilization energy of 8.8 kJ mol-1 within the RSS. radical. These results indicate a possible application of RSSH/RSS- as DNA-targeted antioxidants or chemoprotectors. | lld:pubmed |
| pubmed-article:8081454 | pubmed:language | eng | lld:pubmed |
| pubmed-article:8081454 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:8081454 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:8081454 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:8081454 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:8081454 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:8081454 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:8081454 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:8081454 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:8081454 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:8081454 | pubmed:month | Jun | lld:pubmed |
| pubmed-article:8081454 | pubmed:issn | 1071-5762 | lld:pubmed |
| pubmed-article:8081454 | pubmed:author | pubmed-author:WardmanPP | lld:pubmed |
| pubmed-article:8081454 | pubmed:author | pubmed-author:AsmusK DKD | lld:pubmed |
| pubmed-article:8081454 | pubmed:author | pubmed-author:FolkesL KLK | lld:pubmed |
| pubmed-article:8081454 | pubmed:author | pubmed-author:EverettS ASA | lld:pubmed |
| pubmed-article:8081454 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:8081454 | pubmed:volume | 20 | lld:pubmed |
| pubmed-article:8081454 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:8081454 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:8081454 | pubmed:pagination | 387-400 | lld:pubmed |
| pubmed-article:8081454 | pubmed:dateRevised | 2006-11-15 | lld:pubmed |
| pubmed-article:8081454 | pubmed:meshHeading | pubmed-meshheading:8081454-... | lld:pubmed |
| pubmed-article:8081454 | pubmed:meshHeading | pubmed-meshheading:8081454-... | lld:pubmed |
| pubmed-article:8081454 | pubmed:meshHeading | pubmed-meshheading:8081454-... | lld:pubmed |
| pubmed-article:8081454 | pubmed:meshHeading | pubmed-meshheading:8081454-... | lld:pubmed |
| pubmed-article:8081454 | pubmed:meshHeading | pubmed-meshheading:8081454-... | lld:pubmed |
| pubmed-article:8081454 | pubmed:meshHeading | pubmed-meshheading:8081454-... | lld:pubmed |
| pubmed-article:8081454 | pubmed:meshHeading | pubmed-meshheading:8081454-... | lld:pubmed |
| pubmed-article:8081454 | pubmed:year | 1994 | lld:pubmed |
| pubmed-article:8081454 | pubmed:articleTitle | Free-radical repair by a novel perthiol: reversible hydrogen transfer and perthiyl radical formation. | lld:pubmed |
| pubmed-article:8081454 | pubmed:affiliation | Cancer Research Campaign Gray Laboratory, Mount Vernon Hospital, Northwood, Middlesex, UK. | lld:pubmed |
| pubmed-article:8081454 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:8081454 | pubmed:publicationType | Comparative Study | lld:pubmed |
| pubmed-article:8081454 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
