diastereomeric pair
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CrystEngComm ◽  
2021 ◽  
Author(s):  
Rama Krishna Gamidi ◽  
Monica Dandawate ◽  
Srinu Tothadi ◽  
Rahul Choudhury ◽  
Ashwini K. Nangia ◽  
...  

The visually indistinguishable acicular crystals of a (2S,3R/S)-3-ethyl-1-phenylhex-5-ene-2,3-diol (ephd) diastereomeric pair are separated via the mechanical response based on elastic (2S,3R, right) and brittle (2S,3S, left) crystals.


2020 ◽  
Author(s):  
André M. Striegel ◽  
Steven P. Trainoff

AbstractThe separation of carbohydrate diastereomers by an ideal size-exclusion mechanism, i.e., in the absence of enthalpic contributions to the separation, can be considered one of the grand challenges in chromatography: Can a difference in the location of a single axial hydroxy group on a pyranose ring (e.g., the axial OH being located on carbon 2 versus on carbon 4 of the ring) sufficiently affect the solution conformational entropy of a monosaccharide in a manner which allows for members of a diastereomeric pair to be separated from each other by size-exclusion chromatography (SEC)? Previous attempts at answering this question, for aqueous solutions, have been thwarted by the mutarotation of sugars in water. Here, the matter is addressed by employing the non-mutarotating methyl-α-pyranosides of d-mannose and d-galactose. We show for the first time, using SEC columns, the entropically driven separation of members of this diastereomeric pair, at a resolution of 1.2–1.3 and with only a 0.4–1% change in solute distribution coefficient over a 25 °C range, thereby demonstrating the ideality of the separation. It is also shown how the newest generation of online viscometer allows for improved sensitivity, thereby extending the range of this so-called molar-mass-sensitive detector into the monomeric regime. Detector multidimensionality is showcased via the synergism of online viscometry and refractometry, which combine to measure the intrinsic viscosity and viscometric radius of the sugars continually across the elution profiles of each diastereomer, methyl-α-d-mannopyranoside and methyl-α-d-galactopyranoside.


2019 ◽  
Vol 58 (19) ◽  
pp. 12538-12541 ◽  
Author(s):  
Sudip Kumar Bera ◽  
Arijit Singha Hazari ◽  
Goutam Kumar Lahiri
Keyword(s):  

RSC Advances ◽  
2019 ◽  
Vol 9 (69) ◽  
pp. 40507-40512
Author(s):  
Robert Borowski ◽  
Agnieszka Dziergowska ◽  
Elzbieta Sochacka ◽  
Grazyna Leszczynska

Two novel methods for the preparation of the virtually equimolar mixtures of (S)- and (R)-diastereomers of 5-methoxycarbonylhydroxymethyluridine (mchm5U) have been developed.


2018 ◽  
Vol 47 (6) ◽  
pp. 800-802
Author(s):  
Takashi Hoshi ◽  
Masataka Fujita ◽  
Shouta Matsushima ◽  
Hisahiro Hagiwara ◽  
Toshio Suzuki

2011 ◽  
Vol 2 (1) ◽  
Author(s):  
Erwin van den Born ◽  
Cathrine B. Vågbø ◽  
Lene Songe-Møller ◽  
Vibeke Leihne ◽  
Guro F. Lien ◽  
...  
Keyword(s):  

2011 ◽  
Vol 22 (3-4) ◽  
pp. 491-499 ◽  
Author(s):  
Satoshi Kojima ◽  
Masaaki Nakamoto ◽  
Shiro Matsukawa ◽  
Kin-ya Akiba
Keyword(s):  

Xenobiotica ◽  
2003 ◽  
Vol 33 (11) ◽  
pp. 1125-1137 ◽  
Author(s):  
T. Prueksaritanont ◽  
X. Xu ◽  
P. Deluna ◽  
M. Yamazaki ◽  
J. H. Lin

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