Linked Life Data

12506392

Source:http://linkedlifedata.com/resource/pubmed/id/12506392

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
1
pubmed:dateCreated
2002-12-30
pubmed:abstractText
A family of L-lysine-based low-molecular-weight compounds with various positively charged terminals (pyridinium and imidazolium derivatives) was synthesized and its gelation behavior in water was investigated. Most of the compounds can be very easily synthesized in high yields (total yields >90 %), and they function as excellent hydrogelators that form hydrogels below 1 wt %; particularly, N(epsilon)-lauroyl-N(alpha)-[11-(4-tert-butylpyridinium)undecanoyl]-L-lysine ethyl ester (2 c) and N(epsilon)-lauroyl-N(alpha)-[11-(4-phenylpyridinium)undecanoyl]-L-lysine ethyl ester (2 d), which are able to gel water at concentration of only 0.2 wt %. This corresponds to a gelator molecule that entraps more than 20 000 water molecules. All hydrogels are very stable and maintain the gel state for at least 9 months. TEM observations demonstrated that these hydrogelators self-assemble into a nanoscaled fibrous structure; a three-dimensional network is then formed by the entanglement of the nanofibers. An FTIR study in [D(6)]DMSO/D(2)O and in CHCl(3) revealed the existence of intermolecular hydrogen bonding between the amide groups. This was further supported by a (1)H NMR study in [D(6)]DMSO/H(2)O. A luminescence study, in which ANS (1-anilino-8-naphtharenesulfonic acid) was used as a probe, indicated that the hydrogelators self-assemble into nanostructures possessing hydrophobic pockets at a very low concentration. Consequently, it was found that the driving forces for self-assembly into a nanofiber are hydrogel bonding and hydrophobic interactions.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Jan
pubmed:issn
0947-6539
pubmed:author
pubmed:issnType
Print
pubmed:day
3
pubmed:volume
9
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
348-54
pubmed:dateRevised
2009-8-4
pubmed:meshHeading
pubmed:year
2003
pubmed:articleTitle
A family of low-molecular-weight hydrogelators based on L-lysine derivatives with a positively charged terminal group.
pubmed:affiliation
Graduate School of Science and Technology, Shinshu University, Ueda, Nagano 386-8567, Japan. msuzuki@giptc.shinshu-u.ac.jp
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't