Full metadata record
DC Field | Value | Language |
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dc.contributor.author | 박준우 | - |
dc.date.accessioned | 2016-08-27T02:08:25Z | - |
dc.date.available | 2016-08-27T02:08:25Z | - |
dc.date.issued | 2000 | - |
dc.identifier.issn | 0923-0750 | - |
dc.identifier.other | OAK-371 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/215338 | - |
dc.description.abstract | Effects of beta-cyclodextrin (beta-CD) 1 and its derivatives 2-7 on the deacylation reaction of p-nitrophenyl (R or S)-alpha-methoxyphenylacetate were studied. The beta-CD derivatives used were 6-alpha-D-glucosyl-beta-CD 2, sulfated beta-CD (7-11 sulfate groups/CD ring) 3, dimethylated beta-CD 4, carboxymethylated beta-CD (3.5 carboxymethyl groups/CD ring) 5, 2-tri(2-hydroxypropyl)-beta-CD 6, and beta-CD appended on poly(allylamine) 7. The rate constant (k(psi)(CD)) of the substrate/beta-CD complexes and the formation constants (K) of the complexes were determined from the dependence of the pseudo-first order rate constants of the deacylation reaction on the concentration of beta-CDs. The order of k(psi)(CD) for the R-enantiomer at pH 8.0 is 4 << 5 < H2O < 3 congruent to 6 < 1 congruent to 2 < 7, while that for the S-enantiomer is 4 < 5 congruent to 6 < H2O congruent to 1 congruent to 2 3 < 7: H2O denotes the rate in the absence of beta-CDs. The order of K values is 3 < 7 < 6 congruent to 2 congruent to 1 < 4 < 5. This work indicates that, though the secondary hydroxyl groups of beta-CD play critical roles in the deacylation reactions of the esters complexed with beta-CDs, the reactivity of the ester/beta-CD complexes depends highly on the nature of the substituents at the secondary face of beta-CD. It also suggests that the substrates inserted from the secondary side as well as the primary side of beta-CD of poly(allylamine)-bound beta-CD undergo the reaction by attack of amino groups on the polymer chain. | - |
dc.language | English | - |
dc.publisher | KLUWER ACADEMIC PUBL | - |
dc.subject | modified beta-cyclodextrin | - |
dc.subject | hydrolysis | - |
dc.subject | catalysis | - |
dc.subject | enantioselectivity | - |
dc.subject | poly(allylamine) | - |
dc.title | Effects of modified beta-cyclodextrins on the hydrolysis reaction of p-nitrophenyl alpha-methoxyphenylacetate | - |
dc.type | Article | - |
dc.relation.issue | 3 | - |
dc.relation.volume | 36 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.startpage | 343 | - |
dc.relation.lastpage | 354 | - |
dc.relation.journaltitle | JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY | - |
dc.identifier.doi | 10.1023/A:1008079427416 | - |
dc.identifier.wosid | WOS:000085288100010 | - |
dc.identifier.scopusid | 2-s2.0-0034147273 | - |
dc.author.google | Park, JW | - |
dc.author.google | Hong, JH | - |
dc.author.google | Park, KK | - |
dc.contributor.scopusid | 박준우(35332923800) | - |
dc.date.modifydate | 20220119160750 | - |