논문 (학술지)
Biosynthesis of novel 7,8-dihydroxyflavone glycoside derivatives and in silico study of their effects on BACE1 inhibition
| 등록번호 | RPMS-2018-0190583195 | SCI 구분
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※구분 : SCI(SCIE포함), 비SCI |
SCI |
|---|---|---|---|
| 저자명 (주·공동저자) | Pandey Ramesh Prasad; Parajuli Prakash; Pokhrel Anaya Raj; Sohng Jae Kyung | ||
| 논문구분 | 국외전문학술지 | 학술지명 | BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY |
| ISSN | 0885-4513 | 학술지 출판일자 | 2018-03-01 |
| 학술지 볼륨번호 | 65 | 논문페이지 | 128 ~ 137 |
| 학술지 임팩트팩터 | 1.44 | 기여율 | 0 % |
| DOI | 10.1002/bab.1570 | ||
| 초록 | 7,8-Dihydroxyflavone (7,8-DHF) has been conjugated with glucose moiety to produce glucoside derivatives. Three analogues of 7,8-DHF (7-O-β-d-glucosyl-8-hydroxyflavone, 7-hydroxy-8-O-β-d-glucosyl flavone, and 7,8-di-O-β-d-glucosylflavone) have been successfully produced from in vitro reaction using glycosyltransferase of Bacillus licheniformis. Production of these 7,8-DHF derivatives were shifted to cheaper and easier approach in this study by using engineered Escherichia coli BL21 (DE3) ΔpgiΔzwfΔushA cells in which the flow of glucose-6-phospahte toward glycolysis and pentose phosphate pathway and hydrolysis of UDP-α-d-glucose were blocked while directing the carbon flux toward UDP-α-d-glucose by overexpressing UDP-α-d-glucose pathway genes. Supplementation of 300 μM of 7,8-DHF to the culture resulted in production of 171 μM of 7-O-β-d-glucosyl-8-hydroxyflavone, 68 μM of 7-hydroxy-8-O-β-d-glucoxyflavone, and 55 μM of 7,8-di-O-β-d-glucoxyflavone in laboratory-scale 3-L fermentor, representing 98% bioconversion of initially fed substrate to respective glucoside derivatives within 48 H. These products were characterized by high-performance liquid chromatography-photodiode array (HPLC-PDA), HPLC-PDA-quadruple time of flight-electron spray ionization mass spectrometry, and nuclear magnetic resonance analyses. These newly synthesized derivatives were found to be able to interact with amino acids of active site of human β-site amyloid precursor protein cleaving β-site amyloid precursor protein cleaving enzyme 1 (BACE1) β-secretase enzyme in in silico studies, thus displaying possible application in cure of Alzheimer's disease. | ||
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