87128-51-6

Upstream product

• 13562-84-0 3-oxo-butyric acid-n-hexyl ester 
• 111-25-1 1-bromo-hexane 
• 13613-65-5 sodium (R)-3-hydroxybutyrate 
• 625-72-9 (R)-3-hydroxybutyric acid 

Relevant academic research and scientific papers

Single-Point Mutant Inverts the Stereoselectivity of a Carbonyl Reductase toward β-Ketoesters with Enhanced Activity

Enzyme stereoselectivity control is still a major challenge. To gain insight into the molecular basis of enzyme stereo-recognition and expand the source of antiPrelog carbonyl reductase toward β-ketoesters, rational enzyme design aiming at stereoselectivity inversion was performed. The designed variant Q139G switched the enzyme stereoselectivity toward β-ketoesters from Prelog to antiPrelog, providing corresponding alcohols in high enantiomeric purity (89.1–99.1 % ee). More importantly, the well-known trade-off between stereoselectivity and activity was not found. Q139G exhibited higher catalytic activity than the wildtype enzyme, the enhancement of the catalytic efficiency (kcat/Km) varied from 1.1- to 27.1-fold. Interestingly, the mutant Q139G did not lead to reversed stereoselectivity toward aromatic ketones. Analysis of enzyme–substrate complexes showed that the structural flexibility of β-ketoesters and a newly formed cave together facilitated the formation of the antiPrelog-preferred conformation. In contrast, the relatively large and rigid structure of the aromatic ketones prevents them from forming the antiPrelog-preferred conformation.

Beta - hydroxy butyrate and butanediol compositions and methods of using method-chain fatty acid ester and methods of using

Aspects of the present disclosure include fatty acid β-hydroxyester compounds (e.g., fatty acid esters of β-hydroxybutyrate), fatty acid esters of butanediol, and pharmaceutically acceptable salts thereof. Also provided are pharmaceutical compositions having one or more fatty acid β-hydroxyester compounds and/or one or more fatty acid esters of butanediol. Methods for treating a subject by administering one or more esters to the subject are also provided. Kits containing one or more of the subject esters are also described.

Novel Ferroelectric Liquid Crystals Derived from Normal Alkyl Esters of (R)-3-Hydroxybutanoic Acid. The Correlation between Molecular Structure and Mesomorphic Properties

The following series of novel ferroelectric liquid crystals, derived from normal alkyl esters of (R)-3-hydroxybutanoic acid, have been synthesized, and several factors determining their mesomorphic properties have been investigated I(m,n), II(m,n), III (10,3), IV(10,3).The smectic polymorphism for these compounds with three aromatic rings is strongly affected by the position and kind of the linkage groups in the core.The effects of the lengths of the two terminal chains (m,n) and the linkage groups in the core on the thermal stability of the smectic A and chiral smectic C phases have been discussed from the structural points of wiew.

STEREOCHEMICAL INVESTIGATION ON ASYMMETRICALLY MODIFIED RANEY NICKEL CATALYST. MODE OF INTERACTION BETWEEN MODIFYING REAGENT AND SUBSTRATE IN THE ENANTIOFACE-DIFFERENTIATING PROCESS.

This paper considers details on the mode of enantioface-differentiation process and the validity of a proposed sterochemical model, based on the following two series of investigations: 1) The hydrogenation of methyl acetoacetate over Raney nickel modified with NaBr and a compound whose structure is analogous to tartaric acid, and 2) the hydrogenation of various prochiral ketones over tartaric acid-NaBr- modified Raney nickel.