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| pubmed-article:743223 | lifeskim:mentions | umls-concept:C0443286 | lld:lifeskim |
| pubmed-article:743223 | lifeskim:mentions | umls-concept:C0007382 | lld:lifeskim |
| pubmed-article:743223 | lifeskim:mentions | umls-concept:C0037791 | lld:lifeskim |
| pubmed-article:743223 | lifeskim:mentions | umls-concept:C1705241 | lld:lifeskim |
| pubmed-article:743223 | lifeskim:mentions | umls-concept:C0441712 | lld:lifeskim |
| pubmed-article:743223 | lifeskim:mentions | umls-concept:C1514873 | lld:lifeskim |
| pubmed-article:743223 | lifeskim:mentions | umls-concept:C1705242 | lld:lifeskim |
| pubmed-article:743223 | lifeskim:mentions | umls-concept:C0057751 | lld:lifeskim |
| pubmed-article:743223 | pubmed:issue | 2 | lld:pubmed |
| pubmed-article:743223 | pubmed:dateCreated | 1979-4-25 | lld:pubmed |
| pubmed-article:743223 | pubmed:abstractText | The reactions of papain (EC 3.4.22.2) with substrate-derived diazomethyl ketones reported by Leary, Larsen, Watanabe & Shaw [Biochemistry (1977) 16, 5857--5861] are unusual in that (i) these reagents fail to react with low-molecular-weight thiols and (ii) the rate of reaction with the papain thiol group does not decrease to near-zero values across a pKa of 4 as the pH is decreased. Existing data are shown to suggest an interpretation involving neighbouring-group participation via transient thiohemiketal formation, rate-determining protonation by imidazolium ion and alkylation on sulphur via a three-membered cyclic transition state. Implications for (a) the difference in site-specificity exhibited by halomethyl ketones in their reactions with serine proteinases and cysteine proteinases and (b) stereoelectronic requirements in the mechanism of papain-catalysed hydrolysis are discussed. The possibility of two tetrahedral intermediates between adsorptive complex and acyl-enzyme is indicated. | lld:pubmed |
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| pubmed-article:743223 | pubmed:language | eng | lld:pubmed |
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| pubmed-article:743223 | pubmed:citationSubset | IM | lld:pubmed |
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| pubmed-article:743223 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:743223 | pubmed:month | Nov | lld:pubmed |
| pubmed-article:743223 | pubmed:issn | 0264-6021 | lld:pubmed |
| pubmed-article:743223 | pubmed:author | pubmed-author:BrocklehurstK... | lld:pubmed |
| pubmed-article:743223 | pubmed:author | pubmed-author:MalthouseJ... | lld:pubmed |
| pubmed-article:743223 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:743223 | pubmed:day | 1 | lld:pubmed |
| pubmed-article:743223 | pubmed:volume | 175 | lld:pubmed |
| pubmed-article:743223 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:743223 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:743223 | pubmed:pagination | 761-4 | lld:pubmed |
| pubmed-article:743223 | pubmed:dateRevised | 2009-11-18 | lld:pubmed |
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| pubmed-article:743223 | pubmed:year | 1978 | lld:pubmed |
| pubmed-article:743223 | pubmed:articleTitle | Mechanism of the reaction of papain with substrate-derived diazomethyl ketones. Implications for the difference in site specificity of halomethyl ketones for serine proteinases and cysteine proteinases and for stereoelectronic requirements in the papain catalytic mechanism. | lld:pubmed |
| pubmed-article:743223 | pubmed:publicationType | Journal Article | lld:pubmed |
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