David Dodds

David Dodds
Dodds & Associates LLC

PhD

About

34
Publications
1,178
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1,667
Citations

Publications

Publications (34)
Article
Full-text available
The skin microbiome is rich in opportunities for novel therapeutics for skin diseases, and synthetic biology offers the advantage of providing novel functionality or therapeutic benefit to live biotherapeutic products. The development of novel bacterial strains whose growth can be controlled without the use of antibiotics or genetic elements confer...
Preprint
Full-text available
Using live microbes as therapeutic candidates is a strategy that has gained traction across multiple therapeutic areas. In the skin, commensal microorganisms play a crucial role in maintaining skin barrier function, homeostasis, and cutaneous immunity. Alterations of the homeostatic skin microbiome are associated with a number of skin diseases. Her...
Chapter
Two seemingly distinct fields, industrial biocatalysis and microbial electrosynthesis, can be viewed together through the lens of electrochemical bioreactor technology in order to highlight the challenges that exist in creating a versatile platform technology for use in chemical and biological applications. Industrial biocatalysis applications requ...
Article
Industrial enzymatic reactions requiring 1,4-NAD(P)H2 to perform redox transformations often require convoluted coupled enzyme regeneration systems to regenerate 1,4-NAD(P)H2 from NAD(P) and recycle the cofactor for as many turnovers as possible. Renewed interest in recycling the cofactor via electrochemical means is motivated by the low cost of pe...
Article
The history of the first commercial antibiotics is briefly reviewed, together with data from the US and WHO, showing the decrease in death due to infectious diseases over the 20th century, from just under half of all deaths, to less than 10%. The second half of the 20th century saw the new use of antibiotics as growth promoters for food animals in...
Article
The preparations of ten decalindiones for investigation as substrates of horse liver alcohol dehydrogenase are reported. The structure characterizations include clarifications of some ambiguities in the decalin literature.
Article
The substrate specificity of acetimidylated (A-HLADH) and hydroxybutyrimidylated horse liver alcohol dehydrogenase (HB-HLADH) has been evaluated for the ethanol–acetaldehyde, trans-2-hexenol–trans-2-hexenal, furfural–furfuryl alcohol, benzaldehyde–benzyl alcohol, cyclobutanol–cyclobutanone, cyclopentanol–cyclopentanone, cyclohexanol–cyclohexanone,...
Article
Many chemicals used by the chemical industry can be derived from biomass, potentially reducing the industry's reliance on petroleum.
Article
A collection of about 300 microbes was surveyed for the ability to generate chiral secondary alcohols by enantioselective reduction of a series of alkyl aryl ketones. Microbial cultures demonstrating utility in reducing model ketones were arrayed in multi-well plates and used to rapidly identify specific organisms capable of producing chiral alcoho...
Chapter
The literature is now replete with articles covering the use of biocatalysis, with two commercially available databases (1,2), each listing over 20,000 reports of reactions using biologically derived catalysts, and several texts which extensively cover the subject (3–7). Even the more specific subtopic, the utility of biocatalysis in the pharmaceut...
Article
The resolution of secondary amines via enzyme-catalyzed acylation is a relatively rare process. The kinetic resolution of a series of intermediates of SCH66336 (1), by either enzymatic acylation of the pendant piperidine (4, 5) or hydrolysis of the corresponding carbamate 3, was investigated. In the case of 4, the molecule exists as a pair of enant...
Article
The enzymatic resolution of a commercial mixture of nitropentanol isomers was achieved. The syn isomer could be obtained in high de and ee in either the (2S,3S) or (2R,3R) configuration by combining an enantioselective enzymatic acylation or deacylation with a stereoselective elimination of the minor anti isomer.
Article
A glucuronide of a novel cholesterol absorption inhibitor was synthesized on a 200-mg scale in one step via bovine liver glucuronyltransferase-catalyzed coupling of the glucuronyl moiety of UDP-glucuronic acid with the phenolic hydroxyl of Sch 58235. It was shown that the product yield is limited by the hydrolysis of UDP-glucuronic acid by impuriti...
Article
The application of biologically derived catalysts to the synthesis of pharmaceuticals has grown rapidly in recent years. This review covers examples of isolated enzymes and microorganisms used as catalysts for the synthesis of pharmacologically valuable materials, on both a laboratory and a commercial scale.
Article
Two examples of a practical enzymatic desymmetrization of a 2-substituted-1,3-propanediol and their application to the synthesis of SCH51048, a broad-spectrum orally active antifungal, are described. In each case, enzymatic catalysis under both hydrolytic and transesterification conditions is described. In the first example the key intermediate, th...
Article
Chemoenzymatic approaches to the synthesis of two key chiral-precursors of a new azole antifungal agent, SCH 56592, are described. In particular, the enzymatic diastereoselective acylation of 2-benzyloxy-3-pentanol (7) was developed to produce (2S;3R)-7 in >97% diastereomeric excess (de) from otherwise unusable mixtures of (2S,3R)/(2S,3S)-7 (40–80%...
Article
Biocatalysis research has enjoyed significant publicity over the past decade; this is particularly true of the achievements in academic laboratories. The development of biocatalysis technology, by the application of the intellectual knowledge produced by basic research to practical problems, is still a relatively recent event. This article presents...
Article
The substrate specificity of chloroperoxidase from Caldaromyces fumago in a number of halide-independent reactions was investigated and the ability of this enzyme to perform benzylic hydroxylations with high enantioselectivity is revealed. The substrate repertoire of chloroperoxidase is expanded and the enantioselectivity data for synthetically use...
Article
PPL catalyzed desymmetrization of 2-phenyl-1,3-propanediol (3) was the key step in the chemoenzymatic synthesis of both enantiomers of 2-phenyl-3-hydroxypropylcarbamate (2). Unsuccessful attempts at enzyme catalyzed (PPL, Novo SP435) transcarbamoylation, aminolysis and ammonolysis are also described.
Article
The preparative-scale horse liver alcohol dehydrogenase catalyzed reduction of the sym. cis- and trans-decalindiones (I) occurs with concurrent regio- and stereospecificity to give the enantiomerically pure keto alcohols (II).
Article
Preparative-scale horse liver alcohol dehydrogenase catalyzed reductions of symmetrical and racemic cis- and trans-decalindiones occur with concurrent regio- and stereospecificity to give good yields of enantiomerically pure keto alcohol products. In each case, the reduction occurs to give the (S)-chirality alcohol in a manner that is completely pr...
Article
This chapter discusses the chemical synthesis of deoxy oligonucleotides by the phosphoramidite method. It discusses the synthesis methodology; detailed protocols for preparing the silica support, the phosphoramidite, and deoxy oligonucleotides; and the purification of synthetic deoxyribo nucleic acid (DNA). The phosphite triester approach to DNA sy...
Article
Full-text available
A portion of the gene coding for the Cro repressor protein of bacteriophage lambda has been chemically synthesized, incorporating base pair changes that generate restriction endonuclease sites without altering the amino acid coding sequence. These restriction endonuclease sites were used to remove small segments of the synthetic cro gene and the se...
Article
In selektiver und stereospezifischer Weise werden die Diketone (I), (III) und (V) unter Katalyse durch HLADH (Pferdeleberalkoholdehydrogenase) zu den Hydroxyketonen (II), (IV) und (VI) reduziert.
Article
preparative-scale horse liver alcohol dehydrogenase-catalysed reductions of highly symmetrical cis-and trans-decalindiones are effected regio-and stereo-specifically on only one of the two carbonyl groups to give enantiomerically pure hydroxy-ketones of predictable configurations and of broad values as chiral synthons, as exemplified by the synthes...

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