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1. Michael additions in polyketide biosynthesis

Author:
Miyanaga, Akimasa
Source:
Natural product reports 2019 v.36 no.3 pp. 531-547
ISSN:
1460-4752
Subject:
biosynthesis,   etc   ; bioactive properties; enzymes; polyketides;     Show all 4 Subjects
Abstract:
... Covering: up to July 2018 Polyketides constitute a large family of natural products exhibiting various biological activities. Polyketide biosynthetic systems employ several strategies for the production of structurally diverse polyketides. Among the polyketide biosynthetic enzymes, a growing number of enzymes that catalyze a Michael-type addition have been identified. These enzymes are responsible ...
DOI:
10.1039/c8np00071a

2. Correction to: Two MYB transcription factors (CsMYB2 and CsMYB26) are involved in flavonoid biosynthesis in tea plant [Camellia sinensis (L.) O. Kuntze]

Author:
Wang, Wen-Li; Wang, Yong-Xin; Li, Hui; Liu, Zhi-Wei; Cui, Xin; Zhuang, Jing
Source:
BMC plant biology 2019 v.19 no.1 pp. 36
ISSN:
1471-2229
Subject:
biosynthesis,   etc   ; Camellia sinensis; flavonoids; tea; transcription factors;     Show all 5 Subjects
Abstract:
... Following publication of the original article [1], the author reported that there was a mismatch between figures and their legends. ...
DOI:
10.1186/s12870-018-1582-0

3. Occurrence, function, and biosynthesis of mycofactocin

Author:
Ayikpoe, Richard; Govindarajan, Vishnu; Latham, John A.
Source:
Applied microbiology and biotechnology 2019 v.103 no.7 pp. 2903-2912
ISSN:
0175-7598
Subject:
biosynthesis,   etc   ; Actinobacteria; biochemical pathways; enzymes; peptides; quinones;     Show all 6 Subjects
Abstract:
... Mycofactocin is a member of the rapidly growing class of ribosomally synthesized and post-translationally modified peptide (RiPP) natural products. Although the mycofactocin biosynthetic pathway is widely distributed among Mycobacterial species, the structure, function, and biosynthesis of the pathway product remain unknown. This mini-review will discuss the current state of knowledge regarding th ...
DOI:
10.1007/s00253-019-09684-4

4. Crystal structure of AlpK: An essential monooxygenase involved in the biosynthesis of kinamycin

Author:
Wang, Wenpeng; Li, Jun; Li, HuanHuan; Fan, Keqing; Liu, Yingfang
Source:
Biochemical and biophysical research communications 2019 v.510 no.4 pp. 601-605
ISSN:
0006-291X
Subject:
biosynthesis,   etc   ; catalytic activity; crystal structure; oxygenases;     Show all 4 Subjects
Abstract:
... AlpK is an essential monooxygenase involved in the biosynthesis of kinamycin. It catalyzes the C5-hyfroxylattion of the crucial benzo[b]-fluorence intermediate in kinamycin synthesis. However, the structure and mechanism of AlpK is unclear. Here, we report the first structure of AlpK in complex with FAD. Our structure sheds light on the catalytic mechanism of AlpK. ...
DOI:
10.1016/j.bbrc.2019.01.077

5. Emerging strategies for engineering microbial communities

Author:
Tsoi, Ryan; Dai, Zhuojun; You, Lingchong
Source:
Biotechnology advances 2019
ISSN:
0734-9750
Subject:
biosynthesis,   etc   ; bioremediation; engineering; microbial communities; microorganisms;     Show all 5 Subjects
Abstract:
... From biosynthesis to bioremediation, microbes have been engineered to address a variety of biotechnological applications. A promising direction in these endeavors is harnessing the power of designer microbial consortia that consist of multiple populations with well-defined interactions. Consortia can accomplish tasks that are difficult or potentially impossible to achieve using monocultures. Despi ...
DOI:
10.1016/j.biotechadv.2019.03.011

6. Refining and expanding nonribosomal peptide synthetase function and mechanism

Author:
McErlean, Matt; Overbay, Jonathan; Van Lanen, Steven
Source:
Journal of industrial microbiology & biotechnology 2019 v.46 no.3-4 pp. 493-513
ISSN:
1367-5435
Subject:
biosynthesis,   etc   ; biotechnology; genes; genomics; ligases; medicine; peptides;     Show all 7 Subjects
Abstract:
... Nonribosomal peptide synthetases (NRPSs) are involved in the biosynthesis of numerous peptide and peptide-like natural products that have been exploited in medicine, agriculture, and biotechnology, among other fields. As a consequence, there have been considerable efforts aimed at understanding how NRPSs orchestrate the assembly of these natural products. This review highlights several recent exam ...
DOI:
10.1007/s10295-018-02130-w

7. Synthesis of amorpha-4,11-diene from dihydroartemisinic acid

Author:
Schwertz, Geoffrey; Zanetti, Andrea; Nascimento de Oliveira, Marllon; Gomez Fernandez, Mario Andrès; Dioury, Fabienne; Cossy, Janine; Amara, Zacharias
Source:
Tetrahedron 2019 v.75 no.6 pp. 743-748
ISSN:
0040-4020
Subject:
biosynthesis,   etc   ; artemisinin; chemical reactions; chemical structure; chromatography;     Show all 5 Subjects
Abstract:
... Amorphadiene is a natural product involved in the biosynthesis of the antimalarial drug artemisinin. A convenient four-step synthesis of amorphadiene, starting from commercially available dihydroartemisinic acid, is reported. The targeted molecule is isolated with an overall yield of 85% on a multi-gram scale in four steps with only one chromatography. ...
DOI:
10.1016/j.tet.2018.12.050

8. Development of a Terpene Feedstock-Based Oxidative Synthetic Approach to the Illicium Sesquiterpenes

Author:
Hung, Kevin; Condakes, Matthew L.; Novaes, Luiz F. T.; Harwood, Stephen J.; Morikawa, Takahiro; Yang, Zhi; Maimone, Thomas J.
Source:
Journal of the American Chemical Society 2019 v.141 no.7 pp. 3083-3099
ISSN:
1520-5126
Subject:
biosynthesis,   etc   ; Illicium; bioactive properties; feedstocks; oxidation;     Show all 5 Subjects
Abstract:
... The Illicium sesquiterpenes are a family of natural products containing over 100 highly oxidized and structurally complex members, many of which display interesting biological activities. This comprehensive account chronicles the evolution of a semisynthetic strategy toward these molecules from (+)-cedrol, seeking to emulate key aspects of their presumed biosynthesis. An initial route generated lo ...
DOI:
10.1021/jacs.8b12247

9. 11-Step Total Synthesis of Teleocidins B-1–B-4

Author:
Nakamura, Hugh; Yasui, Kosuke; Kanda, Yuzuru; Baran, Phil S.
Source:
Journal of the American Chemical Society 2019 v.141 no.4 pp. 1494-1497
ISSN:
1520-5126
Subject:
biosynthesis,   etc   ; amination; electrochemistry; ethyleneimine; stereoselective synthesis;     Show all 5 Subjects
Abstract:
... A unified and modular approach to the teleocidin B family of natural products is presented that proceeds in 11 steps and features an array of interesting strategies and methods. Indolactam V, the known biosynthetic precursor to this family, was accessed through electrochemical amination, Cu-mediated aziridine opening, and a remarkable base-induced macrolactamization. Guided by a desire to minimize ...
DOI:
10.1021/jacs.8b13697

10. Advances in heterologous biosynthesis of plant and fungal natural products by modular co-culture engineering

Author:
Chen, Tingting; Zhou, Yiyao; Lu, Yinghua; Zhang, Haoran
Source:
Biotechnology letters 2019 v.41 no.1 pp. 27-34
ISSN:
0141-5492
Subject:
biosynthesis,   etc   ; biochemical pathways; coculture; engineering; fungi;     Show all 5 Subjects
Abstract:
... Heterologous biosynthesis has been long pursued as a viable approach for high efficiency production of natural products with various industrial values. Conventional methods for heterologous biosynthesis use the mono-culture of an engineered microbe for accommodating the whole target biosynthetic pathway to produce the desired product. The emergence of modular co-culture engineering, which divides ...
DOI:
10.1007/s10529-018-2619-z

11. Visualizing sphingolipid biosynthesis in cells

Author:
Parashuraman, Seetharaman; D’Angelo, Giovanni
Source:
Chemistry and physics of lipids 2019 v.218 pp. 103-111
ISSN:
0009-3084
Subject:
biosynthesis,   etc   ; biochemical pathways; enzymes; metabolites; sphingolipids;     Show all 5 Subjects
Abstract:
... Biosynthetic pathways play a fundamental role in the building and operation of the cell by synthesizing the constituents by which the cell is constructed, and by producing signalling intermediates that play a key role in cell regulation. While a lot is known about the metabolite profile of the cells and about the biochemical pathways through which these metabolites are produced, the cellular local ...
DOI:
10.1016/j.chemphyslip.2018.11.003

12. Recent trends in integrated bioprocesses: aiding and expanding microbial biofuel/biochemical production

Author:
Flores, Andrew; Wang, Xuan; Nielsen, David R
Source:
Current opinion in biotechnology 2019
ISSN:
0958-1669
Subject:
biosynthesis,   etc   ; biofuels; bioprocessing; catalysts; synthesis; toxicity;     Show all 6 Subjects
Abstract:
... Microbial biosynthesis of fuels and chemicals represents a promising route for their renewable production. Product toxicity, however, represents a common challenge limiting the efficacy of this approach. Integrated bioprocesses incorporating in situ product separation are poised to help address this intrinsic problem, but suffer their own unique shortcomings. To improve and expand the utility of t ...
DOI:
10.1016/j.copbio.2019.02.007

13. Non-monoterpenoid azepinoindole alkaloids

Author:
Lindsay, Ashley C.; Kim, Se Hun; Sperry, Jonathan
Source:
Natural product reports 2018 v.35 no.12 pp. 1347-1382
ISSN:
1460-4752
Subject:
biosynthesis,   etc   ; alkaloids; monoterpenoids;     Show all 3 Subjects
Abstract:
... Covering: 1969 to 2018 Azepinoindole natural products can be broadly classified as being of monoterpenoid or non-monoterpenoid origin. The non-monoterpenoid azepinoindoles have not received as much attention in the literature as their more revered monoterpenoid counterparts. In this review, an overview of all non-monoterpenoid azepinoindoles is provided. Various biological and chemical aspects are ...
DOI:
10.1039/c8np00047f

14. Scalable Synthesis of Cyclocitrinol

Author:
Wang, Yu; Ju, Wei; Tian, Hailong; Tian, Weisheng; Gui, Jinghan
Source:
Journal of the American Chemical Society 2018 v.140 no.30 pp. 9413-9416
ISSN:
1520-5126
Subject:
biosynthesis,   etc   ; biomimetics; pregnenolone;     Show all 3 Subjects
Abstract:
... A 10-step synthesis of the C25 steroid natural product cyclocitrinol from inexpensive, commercially available pregnenolone is reported. This synthesis features a biomimetic cascade rearrangement to efficiently construct the challenging bicyclo[4.4.1] A/B ring system, which enabled a gram-scale synthesis of the bicyclo[4.4.1] enone intermediate 18 in only nine steps. This work also provides experim ...
DOI:
10.1021/jacs.8b06444

15. Isoprenoid-derived plant signaling molecules: biosynthesis and biological importance

Author:
Tarkowská, Danuše; Strnad, Miroslav
Source:
Planta 2018 v.247 no.5 pp. 1051-1066
ISSN:
0032-0935
Subject:
biosynthesis,   etc   ; cell communication; isoprene;     Show all 3 Subjects
Abstract:
... MAIN CONCLUSION: The present review summarizes current knowledge of the biosynthesis and biological importance of isoprenoid-derived plant signaling compounds. Cellular organisms use chemical signals for intercellular communication to coordinate their growth, development, and responses to environmental cues. The skeletons of majority of plant signaling molecules, mediators of plant intercellular ‘ ...
DOI:
10.1007/s00425-018-2878-x

16. Correction: Menaquinone biosynthesis inhibition: a review of advancements toward a new antibiotic mechanism

Author:
Boersch, M.; Rudrawar, S.; Grant, G.; Zunk, M.
Source:
RSC advances 2018 v.8 no.15 pp. 8007-8009
ISSN:
2046-2069
Subject:
biosynthesis,   etc   ; antibiotics; menaquinones; quinones;     Show all 4 Subjects
Abstract:
... Correction for ‘Menaquinone biosynthesis inhibition: a review of advancements toward a new antibiotic mechanism’ by M. Boersch et al., RSC Adv., 2018, 8, 5099–5105. ...
DOI:
10.1039/c8ra90011f

17. Selective Radical Trifluoromethylation of Native Residues in Proteins

Author:
Imiołek, Mateusz; Karunanithy, Gogulan; Ng, Wai-Lung; Baldwin, Andrew J.; Gouverneur, Véronique; Davis, Benjamin G.
Source:
Journal of the American Chemical Society 2018 v.140 no.5 pp. 1568-1571
ISSN:
1520-5126
Subject:
biosynthesis,   etc   ; fluorine; proteins; tryptophan;     Show all 4 Subjects
Abstract:
... The incorporation of fluorine can not only significantly facilitate the study of proteins but also potentially modulate their function. Though some biosynthetic methods allow global residue-replacement, post-translational fluorine incorporation would constitute a fast and efficient alternative. Here, we reveal a mild method for direct protein radical trifluoromethylation at native residues as a st ...
DOI:
10.1021/jacs.7b10230
PubMed:
29301396
PubMed Central:
PMC5806083

18. Unlocking the trove of metabolic treasures: activating silent biosynthetic gene clusters in bacteria and fungi

Author:
Zhang, Xiafei; Hindra,; Elliot, Marie A
Source:
Current opinion in microbiology 2019 v.51 pp. 9-15
ISSN:
1369-5274
Subject:
biosynthesis,   etc   ; bacteria; coculture; elicitors; fungi; multigene family; screening; secondary metabolites;     Show all 8 Subjects
Abstract:
... Bacteria and fungi are prolific producers of secondary metabolites, yet they house a multitude of silent biosynthetic gene clusters that are poorly expressed and whose products are unknown or ‘cryptic’. Stimulating the expression of these clusters and accessing their associated molecules is a major priority, as they are expected to have a veritable cornucopia of bioactivites. Here, we highlight th ...
DOI:
10.1016/j.mib.2019.03.003

19. Phytosterol biosynthesis and production by diatoms (Bacillariophyceae)

Author:
Jaramillo-Madrid, Ana Cristina; Ashworth, Justin; Fabris, Michele; Ralph, Peter J.
Source:
Phytochemistry 2019 v.163 pp. 46-57
ISSN:
0031-9422
Subject:
biosynthesis,   etc   ; Bacillariophyceae; cholesteremic effect; engineering; microalgae; photosynthetic algae;     Show all 6 Subjects
Abstract:
... Diatoms are abundant unicellular marine photosynthetic algae that have genetically diversified their physiology and metabolism while adapting to numerous environments. The metabolic repertoire of diatoms presents opportunities to characterise the biosynthesis and production of new and potentially valuable microalgal compounds, including sterols. Sterols of plant origin, known as phytosterols, have ...
DOI:
10.1016/j.phytochem.2019.03.018

20. Random mutagenesis of Clostridium butyricum strain and optimization of biosynthesis process for enhanced production of 1,3-propanediol

Author:
Yang, Miaomiao; An, Yingfeng; Zabed, Hossain M.; Guo, Qi; Yun, Junhua; Zhang, Guoyan; Awad, Faisal N.; Sun, Wenjing; Qi, Xianghui
Source:
Bioresource technology 2019 v.284 pp. 188-196
ISSN:
0960-8524
Subject:
biosynthesis,   etc   ; Clostridium butyricum; ambient temperature; mutagenesis; mutants; response surface methodology;     Show all 6 Subjects
Abstract:
... The aim of this work was to study the random mutagenesis of Clostridium butyricum strain. A high 1,3-PD tolerant mutant strain, designated as C. butyricum YP855, was developed from the wild strain C. butyricum XYB11, using combined chemical (NTG, N-methyl-N′-nitro-N-nitrosoguanidine,) and plasma-based mutagenesis (ARTP, atmospheric and room temperature plasma). The YP855 showed a maximum tolerance ...
DOI:
10.1016/j.biortech.2019.03.098