Linked Life Data

19650147

Source:http://linkedlifedata.com/resource/pubmed/id/19650147

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
4
pubmed:dateCreated
2010-3-17
pubmed:abstractText
The monosaccharides GlcNAc (N-acetylglucosamine) and the home-made GlcNC(16) (N-palmitoyl-D-glucosamine) were labeled with 2-AB (2-aminobenzamide) by reductive amination of the sugar. The aldehyde group of the monosaccharide reacts with the amino group of 2-AB, forming a Schiff base. In the second step, the Schiff base is reduced with sodium cyanoborohydride to yield a stable secondary amine. We describe here a simple and fast procedure. Previous studies reported the same labeling at high concentration (10(-1) M) during 30 h with further purification steps. In the present paper all operations were carried out in an Eppendorf tube and the reaction medium was directly analyzed without purification. Using the described protocol, the whole procedure can be accomplished in less than 6 h at 65 degrees C at very low concentration (10(-4) M). For both GlcNC(16) and GlcNAc, the 2-AB labeling conditions were optimized and, in addition, new conditions of high-performance liquid chromatography analysis were developed. These N-alkylated sugars were analyzed on reversed-phase HPLC with fluorimetric detection at excitation and emission wavelengths of 340 and 400 nm, respectively. The separation was achieved on a C(18) column with a gradient mobile phase composed of water (0.1% formic acid)-methanol (volume varying) in less than 19 min with 12.5 and 18.3 min retention times for GlcNAc and GlcNC16, respectively. Positive-ion electrospray ionization mass spectrometry (ESI-MS) analysis enabled their structural determination.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Apr
pubmed:issn
1099-0801
pubmed:author
pubmed:copyrightInfo
Copyright (c) 2009 John Wiley & Sons, Ltd.
pubmed:issnType
Electronic
pubmed:volume
24
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
343-6
pubmed:meshHeading
pubmed:year
2010
pubmed:articleTitle
Optimized conditions for 2-aminobenzamide labeling and high-performance liquid chromatography analysis of N-acylated monosaccharides.
pubmed:affiliation
Laboratoire des Interactions Moléculaires et Réactivités Chimique et Photochimique, 118 route de Narbonne, Toulouse cedex 09, France.
pubmed:publicationType
Journal Article