rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
26
|
pubmed:dateCreated |
2006-12-14
|
pubmed:abstractText |
[Structure: see text] D-fructose-6-phosphate aldolase (FSA) mediates a novel straightforward two-step chemo-enzymatic synthesis of D-fagomine and some of its N-alkylated derivatives in 51% isolated yield and 99% de. The key step is the FSA-catalyzed aldol addition of simple dihydroxyacetone (DHA) to N-Cbz-3-aminopropanal. The use of FSA greatly simplifies the enzymatic procedures that used dihydroxyacetonephosphate or DHA/esters. Some N-alkyl derivatives synthesized elicited antifungal and antibacterial activity as well as enhanced inhibitory activity, and selectivity against beta-galactosidase and alpha-glucosidase.
|
pubmed:language |
eng
|
pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Dec
|
pubmed:issn |
1523-7060
|
pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:day |
21
|
pubmed:volume |
8
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
6067-70
|
pubmed:meshHeading |
|
pubmed:year |
2006
|
pubmed:articleTitle |
Fructose-6-phosphate aldolase in organic synthesis: preparation of D-fagomine, N-alkylated derivatives, and preliminary biological assays.
|
pubmed:affiliation |
Institute for Chemical and Environmental Research (IIQAB)-CSIC, Jordi Girona 18-26, 08034 Barcelona, Spain.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|