216879-15-1

Upstream product

• 196801-10-2 cis-(1S,2S)-2-hydroxycyclohexane-1-carbonitrile 
• 1655-06-7 cis-ethyl 2-hydroxy-cyclohexanoate 
• 609-69-8 (+/-)-(1R,2S)-cis-2-hydroxy-1-cyclohexanecarboxylic acid 
• 63301-31-5 trans-2-cyanocyclohexanol 
• 125356-62-9 (1R,2S)-2-hydroxycyclohexane-1-carbonitrile 
• 936-03-8 (+/-)-cis-2-hydroxy-cyclohexanecarboxylic acid methyl ester 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 
• 4513-77-3 2-cyanocyclohexanone 
• 646-20-8 pimelonitrile 

Relevant academic research and scientific papers

Strengthening the Combination between Enzymes and Metals in Aqueous Medium: Concurrent Ruthenium-Catalyzed Nitrile Hydration - Asymmetric Ketone Bioreduction

A dual ruthenium/ketoreductase catalytic system has been developed for the conversion of β-ketonitriles into optically active β-hydroxyamides through an unprecedented hydration/bioreduction cascade process in aqueous medium working in concurrent mode. The ketoreductase-mediated ketone reduction took place with exquisite stereoselectivity and it was simultaneous to the nitrile hydration promoted by the ruthenium catalyst. The overall transformation occurred: (i) employing commercially and readily available catalytic systems (ii) under mild reaction conditions, (iii) with high degree of conversion and excellent stereoselectivity, and (iv) without the need to isolate intermediates and with high final product yields. This genuine process demonstrates the benefits of combining metal and enzymatic catalysis to tackle the limitations arising from each field.

NEUROPEPTIDE S RECEPTOR (NPSR) AGONISTS

Neuropeptide S receptor agonists are provided. The NPS agonists include peptidomimetic analogs exhibiting affinity for and activity at the neuropeptide S receptor. The molecules may be useful in the treatment of disorders, syndromes and conditions mediated by modulation of the neuropeptide S receptor such as substance abuse, narcolepsy, insomnia, obesity, cognitive decline, dementia, Alzheimer's disease, panic disorder, generalized anxiety, PTSD, phobias, schizophrenia and as supportive medication during any kind of cessation program in cognitive behavioral therapy, such as drug addiction, eating disorders and gambling.

Developing a Biocascade Process: Concurrent Ketone Reduction-Nitrile Hydrolysis of 2-Oxocycloalkanecarbonitriles

A stereoselective bioreduction of 2-oxocycloalkanecarbonitriles was concurrently coupled to a whole cell-catalyzed nitrile hydrolysis in one-pot. The first step, mediated by ketoreductases, involved a dynamic reductive kinetic resolution, which led to 2-hydroxycycloalkanenitriles in very high enantio- and diastereomeric ratios. Then, the simultaneous exposure to nitrile hydratase and amidase from whole cells of Rhodococcus rhodochrous provided the corresponding 2-hydroxycycloalkanecarboxylic acids with excellent overall yield and optical purity for the all-enzymatic cascade.

Selective biotransformation of substituted alicyclic nitriles by Rhodococcus equi A4

Nitrile hydratase from Rhodococcus equi A4 discriminated between geometric isomers of substituted alicyclic nitriles. The enzyme transformed trans-4-benzoyloxycyclohexanecarbonitrile (trans-1a), cis-3-benzoyloxy-cyclohexanecarbonitrile (cis-2a), trans-2-h

Dynamic kinetic resolution of 2-oxocycloalkanecarbonitriles: Chemoenzymatic syntheses of optically active cyclic β- and γ-amino alcohols

A series of fungi and yeasts have been tested for the stereoselective bioreduction of 2-oxocycloalkanecar-bonitriles, 1. The yeast Saccharomyces montanus CBS 6772 yielded the corresponding cis-hydroxy nitriles, 2, in >90% ee and de and in high chemical yields. Through simple and efficient procedures, they were transformed into optically active 2-amino and 2-aminomethyl cycloalkanols.