Synthesis of Sulfoquinovose and Sulfoquinovosyl Diacylglycerides, and a Fluorogenic Substrate for Sulfoquinovosidases

Author(s):  
Yunyang Zhang ◽  
Janice Mui ◽  
Thimali Arumaperuma ◽  
James P. Lingford ◽  
ETHAN GODDARD-BORGER ◽  
...  

<p>The sulfolipid sulfoquinovosyl diacylglycerol (SQDG) and its headgroup, the sulfosugar sulfoquinovose (SQ), are estimated to harbour up to half of all organosulfur in the biosphere. SQ is liberated from SQDG and related glycosides by the action of sulfoquinovosidases (SQases). We report a 10-step synthesis of SQDG that we apply to the preparation of saturated and unsaturated lipoforms. We also report an expeditious synthesis of SQ and (<sup>13</sup>C<sub>6</sub>)SQ, and X-ray crystal structures of sodium and potassium salts of SQ. Finally, we report the synthesis of a fluorogenic SQase substrate, methylumbelliferyl a-D-sulfoquinovoside, and examination of its cleavage kinetics by two recombinant SQases.</p>

2019 ◽  
Author(s):  
Yunyang Zhang ◽  
Janice Mui ◽  
Thimali Arumaperuma ◽  
James P. Lingford ◽  
ETHAN GODDARD-BORGER ◽  
...  

<p>The sulfolipid sulfoquinovosyl diacylglycerol (SQDG) and its headgroup, the sulfosugar sulfoquinovose (SQ), are estimated to harbour up to half of all organosulfur in the biosphere. SQ is liberated from SQDG and related glycosides by the action of sulfoquinovosidases (SQases). We report a 10-step synthesis of SQDG that we apply to the preparation of saturated and unsaturated lipoforms. We also report an expeditious synthesis of SQ and (<sup>13</sup>C<sub>6</sub>)SQ, and X-ray crystal structures of sodium and potassium salts of SQ. Finally, we report the synthesis of a fluorogenic SQase substrate, methylumbelliferyl a-D-sulfoquinovoside, and examination of its cleavage kinetics by two recombinant SQases.</p>


The spectra of sodium and potassium azide crystals that had been coloured by irradiation with both ultra-violet and X-ray radiation for varying periods at liquid-nitrogen temperature have been recorded. From these results and from measurements of the rate of increase of intensity of the various absorption bands with time, together with the changes observed on raising the temperature, the nature and mechanism of formation of some of the centres are deduced. The different behaviour of the sodium and potassium salts under irradiation and the different effects produced by the two types of irradiation, particularly with the sodium salt, are discussed.


2007 ◽  
Vol 119 (8) ◽  
pp. 1318-1321 ◽  
Author(s):  
Eleuterio Alvarez ◽  
Abdessamad Grirrane ◽  
Irene Resa ◽  
Diego del Río ◽  
Amor Rodríguez ◽  
...  

2007 ◽  
Vol 46 (8) ◽  
pp. 1296-1299 ◽  
Author(s):  
Eleuterio Alvarez ◽  
Abdessamad Grirrane ◽  
Irene Resa ◽  
Diego del Río ◽  
Amor Rodríguez ◽  
...  

1979 ◽  
Vol 34 (10) ◽  
pp. 1212-1215 ◽  
Author(s):  
G. Spinolo ◽  
A. Cingolani ◽  
M. Sanesi

Abstract Conductometric measurements on solid rubidium and cesium propanoates and X-ray powder diffraction measurements on the rubidium salt have been carried out over suitable temperature ranges. The results obtained, along with the previous ones concerning the lithium, sodium and potassium salts, have been discussed in relation to possible melting mechanisms (involving various kinds of disorder, e.g., positional, orientational, conformational) active in the alkali alkanoates family.


1979 ◽  
Vol 34 (5) ◽  
pp. 575-578 ◽  
Author(s):  
A. Cingolani ◽  
G. Spinolo ◽  
M. Sanesi

Abstract Conductometric measurements on solid lithium, sodium and potassium propanoates and X-ray powder diffraction measurements on the sodium and potassium salts have been performed over temperature ranges including solid state transitions. The temperature dependence of the transport and lattice parameters of the different crystalline phases and the changes of the same parameters in correspondence with phase transitions have been put into evidence.


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