scholarly journals P4-521: 3-O-SULFO GROUP IS A KEY DETERMINANT IN TAU-GLYCAN INTERACTION

2019 ◽  
Vol 15 ◽  
pp. P1514-P1514
Author(s):  
Yuanyuan Xiao ◽  
Jing Zhao ◽  
Chunyu Wang ◽  
Fuming Zhang ◽  
Robert Linhardt ◽  
...  
Keyword(s):  
2020 ◽  
Author(s):  
Kenneth Lucas ◽  
George Barnes

We present the results of direct dynamics simulations and DFT calculations aimed at elucidating the effect of \textit{O}-sulfonation on the collision induced dissociation for serine. Towards this end, direct dynamics simulations of both serine and sulfoserine were performed at multiple collision energies and theoretical mass spectra obtained. Comparisons to experimental results are favorable for both systems. Peaks related to the sulfo group are identified and the reaction dynamics explored. In particular, three significant peaks (m\z 106, 88, and 81) seen in the theoretical mass spectrum directly related to the sulfo group are analyzed as well as major peaks shared by both systems. Our analysis shows that the m\z 106 peaks result from intramolecular rearrangements, intermolecular proton transfer among complexes composed of initial fragmentation products, and at high energy side-chain fragmentation. The \mz 88 peak was found to contain multiple constitutional isomers, including a previously unconsidered, low energy structure. It was also seen that the RM1 semi empirical method was not able to obtain all of the major peaks seen in experiment for sulfoserine. In contrast, PM6 did obtain all major experimental peaks.


1975 ◽  
Vol 40 (4) ◽  
pp. 521-523 ◽  
Author(s):  
Y Iguchi ◽  
S. Kori ◽  
M. Hayashi
Keyword(s):  

1987 ◽  
Author(s):  
J M Walenga ◽  
J Fareed ◽  
M Petitou ◽  
J C Lormeau ◽  
M Samama ◽  
...  

We have previously reported on the antithromboticaction of a chemically synthesized heparin pentasaccharide which exhibits high affinity to anti thrombinIII and sole anti-factor Xa activity. In order to investigate the relative importance of the 3-0 sulfo group of this pentasaccharide, we evaluated the in vitro and in vivo antithrombotic activity of a synthetic pentasccharide devoid of the sulfo group at the third position of the glucosamine residue. In amidolytic and clot-based assays the 3-0 de- sulfated pentasaccharide (3-0-DP) failed to exhibit any antifactor Xa actions at concentrations <100 ug/ml in humanor rabbit plasmas, whereas pentasaccharide showed strong factor Xa inhibition at 1.0 ug/ml IK-=3.2x10 M)and at 10.0 ug/ml in rabbit plasma (K.=9.0×10™7 M). Using a rabbit stasis thrombosis model in which thrombosis was induce by human serum or an activated pro-thrombin complex concentrate, 3-0-DP failed to produce any antithrombotic action in acute intravenous regimens at dosages up to 200 ug/kg. In these two models, pentasaccharide produced >80% inhibition of induced thrombosis. These studies demonstrate the critical importance of the 3-0 sulfo group in this heparin pentasaccharide for the determination of antithrombotic activity, and that in this type of oligosaccharide, anti-factor Xa activity is responsible for producing the antithrombotic effect.


2014 ◽  
Vol 20 (30) ◽  
pp. 9452-9452
Author(s):  
Yoshiro Kaneko ◽  
Hisaya Toyodome ◽  
Tomonobu Mizumo ◽  
Kazuhiro Shikinaka ◽  
Nobuo Iyi

2012 ◽  
Vol 65 (5) ◽  
pp. 802-807 ◽  
Author(s):  
Wenjian Shi ◽  
Shuwei Chen ◽  
Fei Chang ◽  
Yue Han ◽  
Yuanzhang Zhang

Chitosan-β-cyclodextrin (CTS-CD) prepared through a crosslinking reaction between chitosan and β-cyclodextrin was employed to adsorb the three following sulfo-group-containing aromatics: disodium 2-naphthol-3,6-disulfonate (R salt), 2-naphthalene sulfonic acid (NSA), and sodium dodecylbenzene sulfonate (SDBS). At 318 K, the saturated adsorption capacity of CTS-CD for R salt, NSA, and SDBS was 431, 416, and 376 mg/g, respectively. The experimental data fitted the second-order model well and the rate constant of the adsorption increased with the temperature increment. The values of apparent activation energy for R salt, NSA, and SDBS were calculated as 33.2, 34.2, and 16.8 kJ/mol respectively. The isothermal adsorption was found following the Langmuir adsorption equation. The negative values of ΔG and the positive values of ΔH indicated that the adsorption process was spontaneous and exothermic.


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