| Title |
Chemical synthesis and enzymatic, stereoselective hydrolysis of a functionalized dihydropyrimidine for the synthesis of β-amino acids
|
|---|---|
| Published in |
AMB Express, December 2015
|
| DOI | 10.1186/s13568-015-0174-8 |
| Pubmed ID | |
| Authors |
Christin Slomka, Sabilla Zhong, Anna Fellinger, Ulrike Engel, Christoph Syldatk, Stefan Bräse, Jens Rudat |
| Abstract |
A novel substrate, 6-(4-nitrophenyl)dihydropyrimidine-2,4(1H,3H)-dione (pNO2PheDU), was chemically synthesized and analytically verified for the potential biocatalytic synthesis of enantiopure β-amino acids. The hydantoinase (EC 3.5.2.2) from Arthrobacter crystallopoietes DSM20117 was chosen to prove the enzymatic hydrolysis of this substrate, since previous investigations showed activities of this enzyme toward 6-monosubstituted dihydrouracils. Whole cell biotransformations with recombinant Escherichia coli expressing the hydantoinase showed degradation of pNO2PheDU. Additionally, the corresponding N-carbamoyl-β-amino acid (NCarbpNO2 βPhe) was chemically synthesized, an HPLC-method with chiral stationary phases for detection of this product was established and thus (S)-enantioselectivity toward pNO2PheDU has been shown. Consequently this novel substrate is a potential precursor for the enantiopure β-amino acid para-nitro-β-phenylalanine (pNO2 βPhe). |
X Demographics
The data shown below were collected from the profile of 1 X user who shared this research output. Click here to find out more about how the information was compiled.
Geographical breakdown
| Country | Count | As % |
|---|---|---|
| Unknown | 1 | 100% |
Demographic breakdown
| Type | Count | As % |
|---|---|---|
| Members of the public | 1 | 100% |
Mendeley readers
The data shown below were compiled from readership statistics for 21 Mendeley readers of this research output. Click here to see the associated Mendeley record.
Geographical breakdown
| Country | Count | As % |
|---|---|---|
| Unknown | 21 | 100% |
Demographic breakdown
| Readers by professional status | Count | As % |
|---|---|---|
| Student > Ph. D. Student | 7 | 33% |
| Researcher | 3 | 14% |
| Professor | 2 | 10% |
| Other | 1 | 5% |
| Lecturer | 1 | 5% |
| Other | 3 | 14% |
| Unknown | 4 | 19% |
| Readers by discipline | Count | As % |
|---|---|---|
| Biochemistry, Genetics and Molecular Biology | 8 | 38% |
| Chemistry | 5 | 24% |
| Agricultural and Biological Sciences | 1 | 5% |
| Chemical Engineering | 1 | 5% |
| Sports and Recreations | 1 | 5% |
| Other | 1 | 5% |
| Unknown | 4 | 19% |
Attention Score in Context
This research output has an Altmetric Attention Score of 1. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 24 December 2015.
All research outputs
#15,352,477
of 22,836,570 outputs
Outputs from AMB Express
#445
of 1,234 outputs
Outputs of similar age
#228,875
of 390,633 outputs
Outputs of similar age from AMB Express
#13
of 27 outputs
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