ISSN:
0170-2041
Keywords:
5-Thiopentulofuranose
;
6-Thiohexulopyranose
;
Rabbit muscle aldolase (RAMA)
;
Yeast transketolase
;
Carbohydrates
;
Enzymes
;
Transketolase
;
Aldolase
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Enzyme-Catalyzed Reactions, 14. - Stereoselective Synthesis of Thiosugars from Achiral Starting Compounds by EnzymesA novel synthesis for thiosugars starting from achiral compounds by using enzymes as catalysts is described. 5-Thio-D-threo-2-pentulofuranose (4), for example, is prepared either by the RAMA (rabbit muscle aldolase)-catalyzed reaction of mercaptoacetaldehyde (1b) with dihydroxyacetonephosphate (2) or by the yeast transketolase-catalyzed reaction of 2-hydroxy-3-mercaptopanal (R/S)-6 with lithium 3-hydroxypyruvate (9). 6-Thio-D-arabino-2-hexulopyranose (8a) and 6-thio-L-xylo-2-hexulopyranose (8b) are obtained by the RAMA-catalyzed reaction of racemic (R/S)-6 with 2.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1992199201214
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