Source:http://linkedlifedata.com/resource/pubmed/id/17694503
| Subject | Predicate | Object | Context |
|---|---|---|---|
| pubmed-article:17694503 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C0022023 | lld:lifeskim |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C0022634 | lld:lifeskim |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C0205160 | lld:lifeskim |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C1441547 | lld:lifeskim |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C1881708 | lld:lifeskim |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C0332472 | lld:lifeskim |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C1547179 | lld:lifeskim |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C0600686 | lld:lifeskim |
| pubmed-article:17694503 | lifeskim:mentions | umls-concept:C0812371 | lld:lifeskim |
| pubmed-article:17694503 | pubmed:issue | 9 | lld:pubmed |
| pubmed-article:17694503 | pubmed:dateCreated | 2007-8-28 | lld:pubmed |
| pubmed-article:17694503 | pubmed:abstractText | Collision-induced dissociation (CID) mass spectra of anions derived from several hydroxyphenyl carbaldehydes and ketones were recorded and mechanistically rationalized. For example, the spectrum of m/z 121 ion of deprotonated ortho-hydroxybenzaldehyde shows an intense peak at m/z 93 for a loss of carbon monoxide attributable to an ortho-effect mediated by a charge-directed heterolytic fragmentation mechanism. In contrast, the m/z 121 ion derived from meta and para isomers undergoes a charge-remote homolytic cleavage to eliminate an *H and form a distonic anion radical, which eventually loses CO to produce a peak at m/z 92. In fact, for the para isomer, this two-step homolytic mechanism is the most dominant fragmentation pathway. The spectrum of the meta isomer on the other hand, shows two predominant peaks at m/z 92 and 93 representing both homolytic and heterolytic fragmentations, respectively. (18)O-isotope-labeling studies confirmed that the oxygen in the CO molecule that is eliminated from the anion of meta-hydroxybenzaldehyde originates from either the aldehydic or the phenolic group. In contrast, anions of ortho-hydroxybenzaldehyde and 2-hydroxy-1-naphthaldehyde, both of which show two consecutive CO eliminations, specifically lose the carbonyl oxygen first, followed by that of the phenolic group. Anions from 2-hydroxyphenyl alkyl ketones lose a ketene by a hydrogen transfer predominantly from the alpha position. Interestingly, a very significant charge-remote 1,4-elimination of a H(2) molecule was observed from the anion derived from 2,4-dihydroxybenzaldehyde. For this mechanism to operate, a labile hydrogen atom should be available on the hydroxyl group adjacent to the carbaldehyde functionality. | lld:pubmed |
| pubmed-article:17694503 | pubmed:language | eng | lld:pubmed |
| pubmed-article:17694503 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17694503 | pubmed:status | PubMed-not-MEDLINE | lld:pubmed |
| pubmed-article:17694503 | pubmed:month | Sep | lld:pubmed |
| pubmed-article:17694503 | pubmed:issn | 1076-5174 | lld:pubmed |
| pubmed-article:17694503 | pubmed:author | pubmed-author:AttygalleAthu... | lld:pubmed |
| pubmed-article:17694503 | pubmed:author | pubmed-author:RuzickaJosefJ | lld:pubmed |
| pubmed-article:17694503 | pubmed:author | pubmed-author:VarugheseDeep... | lld:pubmed |
| pubmed-article:17694503 | pubmed:author | pubmed-author:BialeckiJason... | lld:pubmed |
| pubmed-article:17694503 | pubmed:author | pubmed-author:JafriSayedS | lld:pubmed |
| pubmed-article:17694503 | pubmed:issnType | lld:pubmed | |
| pubmed-article:17694503 | pubmed:volume | 42 | lld:pubmed |
| pubmed-article:17694503 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:17694503 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:17694503 | pubmed:pagination | 1207-17 | lld:pubmed |
| pubmed-article:17694503 | pubmed:year | 2007 | lld:pubmed |
| pubmed-article:17694503 | pubmed:articleTitle | Low-energy collision-induced fragmentation of negative ions derived from ortho-, meta-, and para-hydroxyphenyl carbaldehydes, ketones, and related compounds. | lld:pubmed |
| pubmed-article:17694503 | pubmed:affiliation | Center for Mass Spectrometry, Department of Chemistry and Chemical Biology, Stevens Institute of Technology, Hoboken, NJ 07030, USA. athula.attygalle@stevens.edu | lld:pubmed |
| pubmed-article:17694503 | pubmed:publicationType | Journal Article | lld:pubmed |
| http://linkedlifedata.com/r... | pubmed:referesTo | pubmed-article:17694503 | lld:pubmed |