183667-71-2

Upstream product

• 149707-75-5 2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose 
• 57-10-3 1-hexadecylcarboxylic acid 
• 103348-50-1 (2S,3R,4E)-2-azido-3-benzoyloxy-4-octadecen-1-ol 
• 914803-32-0 (2S,3R,4E)-2',3',4',6'-tetra-O-benzoyl-β-D-galactopyranosyl-(1'->1)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol 
• 34324-89-5 (2S,3R,4E)-1-(β-D-galactopyranosyloxy)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-ene 
• 93-97-0 benzoic acid anhydride 

Downstream Products

• 34324-89-5 (2S,3R,4E)-1-(β-D-galactopyranosyloxy)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-ene 

Relevant academic research and scientific papers

Efficient syntheses of a series of glycosphingolipids with 1,2-trans-glycosidic linkages

A series of glycosphingolipids with 1,2-trans-glycosidic linkages were synthesized in the presence of neighboring group participation using trichloroacetimidates as glycosyl donors and an azido-sphingosine as the glycosyl acceptor. During the preparation

Liquid Secondary Ionization, Tandem and Matrix-assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometric Characterization of Glycoshingolipid Derivatives

Permethylated, peracetylated and perbenzoylated derivatives of glycosphingolipids (GSLs) were prepared to compare their liquid secondary ionization mass spectrometric (LSIMS) and collision-induced dissociation tandem mass spectrometric (CID/MS/MS) fragmentation patterns and also to determine sensivity improvement in LSIMS and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOFMS) relative to the native species.Permethylation was carried out in the liquid phase, whereas peracetylation and perbenzoylation could be effected using either liquid (bulk)-phase or gase-phase procedures.Lower amounts of starting material were required for the gas-phase derivatization (/= 100 pmol) compared with the bulk phase (/= 1 nmol), because the former method permits more efficient sample handling.All three types of derivatives yielded sensivity improvements of at least two orders of magnitude over the native species in both LSIMS and MALDI-TOFMS.The behaviour of the permethylated compounds was used as the benchmark for GSL structural information content in normal and tandem mass spectra.Fragments present in spectra of the three types of derivatives generated complementary information.Permethylated GSLs favoured the formation of ions related to the ceramide moieties, whereas peracetylation enhanced the production of carbohydrate-related ions.The LSI mass spectra of perbenzoylated GSLs contained information on both ceramide and sugar portions of the molecules.Each of the LSIMS, MS/MS and MALDI-TOFMS techniques proved to be complementary to the others in this study; the use of all three is recommended for the generation of complete structural information.