3291-62-1Relevant articles and documents
The macrocycle of leinamycin imparts hydrolytic stability to the thiol-sensing 1,2-dithiolan-3-one 1-oxide unit of the natural product
Sivaramakrishnan, Santhosh,Breydo, Leonid,Sun, Daekyu,Gates, Kent S.
scheme or table, p. 3791 - 3794 (2012/07/17)
Reaction of cellular thiols with the 1,2-dithiolan-3-one 1-oxide moiety of leinamycin triggers the generation of DNA-damaging reactive intermediates. Studies with small, synthetic analogues of leinamycin reveal that the macrocyclic portion of the natural product imparts remarkable hydrolytic stability to the 1,2-dithiolan-3-one 1-oxide heterocycle without substantially compromising its thiol-sensing property.
Biosynthesis of Valine and Isoleucine: Synthesis and Biological Activity of (2S)-&α-Acetolactic Acid (2-Hydroxy-2-methyl-3-oxobutanoic Acid), and (2R)- and (2S)-&α-Acetohydroxybutyric Acid (2-Ethyl-2-hydroxy-3-oxobutanoic Acid)
Armstrong, Frank B.,Lipscomb, Elizabeth L.,Crout, David H. G.,Mitchell, Michael B.,Prakash, Shimoga R.
, p. 1197 - 1202 (2007/10/02)
Stereoisomers of the two substrates for the enzyme reductoisomerase of the valine-isoleucine pathway of biosynthesis have been synthesised in optically pure form.These compounds are (2S)-α-acetolactate (2-hydroxy-2-methyl-3-oxobutanoate) and (2R)- and (2S)-α-acetohydroxybutyrate (2-ethyl-2-hydroxy-3-oxobutanoate).The synthesis of (2S)-α-acetolactate represents the first synthesis in optically pure form of the substrate of the enzyme in the valine pathway.Only the (2S)-isomers of these compounds acted as substrates for the reductoisomerase of Salmonella typhimurium.
