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https://scholarbank.nus.edu.sg/handle/10635/95169
DC Field | Value | |
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dc.title | Synthesis, structure and sweetness of 4-chloro-4-deoxy-α-d-galactopyranosyl 1,4,6-trichloro-1,4,6-trideoxy-β-d-tagatofuranoside | |
dc.contributor.author | Lee, C.K. | |
dc.contributor.author | Kang, H.C. | |
dc.contributor.author | Linden, A. | |
dc.date.accessioned | 2014-10-16T08:44:37Z | |
dc.date.available | 2014-10-16T08:44:37Z | |
dc.date.issued | 1999 | |
dc.identifier.citation | Lee, C.K.,Kang, H.C.,Linden, A. (1999). Synthesis, structure and sweetness of 4-chloro-4-deoxy-α-d-galactopyranosyl 1,4,6-trichloro-1,4,6-trideoxy-β-d-tagatofuranoside. Journal of Carbohydrate Chemistry 18 (2) : 241-253. ScholarBank@NUS Repository. | |
dc.identifier.issn | 07328303 | |
dc.identifier.uri | http://scholarbank.nus.edu.sg/handle/10635/95169 | |
dc.description.abstract | The reaction of 6-O-acetylsucrose with sulfuryl chloride was reexamined. The major product, after dechlorosulfation and acetylation, was determined by X-ray diffraction to be 2,3,6-tri-O-acetyl-4-chloro-4-deoxy-α-D-galactopyranosyl 3-O-acetyl-1,4,6-trichloro-1,4,6-trideoxy-β-D-tagatofuranoside and not the corresponding sorbofuranoside, as reported earlier. The mechanism of chlorination at C-4′ is discussed. The intensity of sweetness of the free 4′-chlorodeoxy tagato isomer is determined to be only about one-tenth the sweetness of the corresponding chlorodeoxy fructo isomer, which strongly suggests that the hydrophobic γ-site is located at C-4′. | |
dc.source | Scopus | |
dc.type | Article | |
dc.contributor.department | CHEMISTRY | |
dc.description.sourcetitle | Journal of Carbohydrate Chemistry | |
dc.description.volume | 18 | |
dc.description.issue | 2 | |
dc.description.page | 241-253 | |
dc.description.coden | JCACD | |
dc.identifier.isiut | NOT_IN_WOS | |
Appears in Collections: | Staff Publications |
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