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1.
J Asian Nat Prod Res ; 20(2): 139-147, 2018 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-28595458

RESUMO

A series of tanshinone IIA derivatives were synthesized through sulfonation, slat-forming, chlorination, and amidation reactions. Meanwhile, anti-myocardial injury activity was evaluated in vitro. D8 and D9 exhibited a slightly higher anti-myocardial injury (5.78, 7.46 µM) activity compared with esmolol (8.12 µM). In addition, they also displayed a concentration-dependent inhibition on the anti-myocardial injury.


Assuntos
/síntese química , /farmacologia , /química , Antineoplásicos Fitogênicos/farmacologia , Apoptose/efeitos dos fármacos , Traumatismos Cardíacos , Estrutura Molecular , Miocárdio
2.
Chin J Nat Med ; 15(11): 855-859, 2017 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-29329612

RESUMO

In the present study, two new trinor-guaiane sesquiterpenes, named clavuridins B (1), and A (2), along with three known sesquiterpenes (3-5), were isolated from the Xisha soft coral Clavularia viridis. Their structures and absolute configurations were determined on the basis of spectroscopic analysis, X-ray diffraction analysis with Cu Kα radiation and by comparison with related model compounds. Compounds 1 and 3-5 were evaluated for their cytotoxic activity.


Assuntos
Antozoários/química , Produtos Biológicos/química , Sesquiterpenos de Guaiano/isolamento & purificação , Animais , Produtos Biológicos/farmacologia , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Sesquiterpenos de Guaiano/química , Sesquiterpenos de Guaiano/farmacologia
3.
ACS Chem Biol ; 11(7): 1901-7, 2016 07 15.
Artigo em Inglês | MEDLINE | ID: mdl-27135934

RESUMO

NEDD8 activating enzyme (NAE) plays an important role in regulating intracellular proteins with key parts in a broad array of cellular functions. Here, we report a structure-based virtual screening of a compound library containing 50 000 small molecular entities against the active site of NAE. Computational docking and scoring followed by biochemical screening and target validation lead to the identification of 1-benzyl-N-(2,4-dichlorophenethyl) piperidin-4-amine (M22) as a selective NAE inhibitor. M22 is reversible for NAE, inhibits multiple cancer cell lines with GI50 values in the low micromolar range, and induces apoptosis in A549 cells. Furthermore, it produces tumor inhibition in AGS xenografts in nude mice and low acute toxicity in a zebrafish model. M22, a novel NAE inhibitor, represents a promising lead structure for the development of new antitumor agents.


Assuntos
Inibidores Enzimáticos/farmacologia , Piperidinas/química , Enzimas de Conjugação de Ubiquitina/antagonistas & inibidores , Animais , Linhagem Celular Tumoral , Avaliação Pré-Clínica de Medicamentos , Inibidores Enzimáticos/química , Humanos , Camundongos , Camundongos Nus , Estrutura Molecular , Ensaios Antitumorais Modelo de Xenoenxerto
4.
J Phys Chem B ; 120(12): 3148-56, 2016 Mar 31.
Artigo em Inglês | MEDLINE | ID: mdl-26937690

RESUMO

The cell membrane is a major barrier for drug transport. Given that many cancer drugs must passively cross the cell membrane, understanding drug-membrane interactions is crucial. We used fluorescence-activated cell sorting to investigate how cholesterol influences the transport of the cancer drugs ellipticine and pirarubicin across cell membranes. We showed that cholesterol depletion helped pirarubicin cross the membranes of nonsmall cell lung carcinoma and Chinese hamster ovary cells. In contrast, the uptake of ellipticine was not strongly influenced by cholesterol depletion. To study the microscopic origins of these observations, atomistic molecular dynamics simulations were performed. Doxorubicin (similar in structure to pirarubicin) and ellipticine were simulated in model membranes of POPC and POPC with 40 mol % cholesterol. Atomistic free energy calculations for the translocation of a single ellipticine and doxorubicin across the lipid bilayers qualitatively matched the experiment results. The free energy barrier for doxorubicin crossing the bilayer was strongly increased when cholesterol was present, while for ellipticine the barrier remained similar with and without cholesterol. Molecular dynamics simulations showed that the different hydrogen-bonding propensities of the two drugs are likely the major factor for the different behaviors. The qualitative agreement between cell experiments and atomistic computer simulations illustrates the potential to link observed biological phenomena and single molecule mechanisms of actions. Our results suggest that the traditional understanding of drug permeation and the influence of cholesterol on the small molecule transport is naïve and needs to be re-examined.


Assuntos
Antineoplásicos/farmacocinética , Membrana Celular/efeitos dos fármacos , Membrana Celular/metabolismo , Colesterol/farmacologia , Doxorrubicina/análogos & derivados , Elipticinas/farmacocinética , Neoplasias Pulmonares/metabolismo , Animais , Antineoplásicos/química , Células CHO , Células Cultivadas , Colesterol/química , Cricetulus , Doxorrubicina/química , Doxorrubicina/farmacocinética , Elipticinas/química , Fluorescência , Humanos , Neoplasias Pulmonares/patologia , Simulação de Dinâmica Molecular , Estrutura Molecular
5.
Adv Healthc Mater ; 4(17): 2709-18, 2015 Dec 09.
Artigo em Inglês | MEDLINE | ID: mdl-26474414

RESUMO

Most drug delivery systems have been developed for efficient delivery to tumor sites via targeting and on-demand strategies, but the carriers rarely execute synergistic therapeutic actions. In this work, C8, a cationic, pH-triggered anticancer peptide, is developed by incorporating histidine-mediated pH-sensitivity, amphipathic helix, and amino acid pairing self-assembly design. We designed C8 to function as a pH-responsive nanostructure whose cytotoxicity can be switched on and off by its self-assembly: Noncytotoxic ß-sheet fibers at high pH with neutral histidines, and positively charged monomers with membrane lytic activity at low pH. The selective activity of C8, tested for three different cancer cell lines and two noncancerous cell lines, is shown. Based on liposome leakage assays and multiscale computer simulations, its physical mechanisms of pore-forming action and selectivity are proposed, which originate from differences in the lipid composition of the cellular membrane and changes in hydrogen bonding. C8 is then investigated for its potential as a drug carrier. C8 forms a nanocomplex with ellipticine, a nonselective model anticancer drug. It selectively targets cancer cells in a pH-responsive manner, demonstrating enhanced efficacy and selectivity. This study provides a novel powerful strategy for the design and development of multifunctional self-assembling peptides for therapeutic and drug delivery applications.


Assuntos
Antineoplásicos/química , Peptídeos/química , Animais , Linhagem Celular Tumoral , Portadores de Fármacos/química , Sistemas de Liberação de Medicamentos/métodos , Elipticinas/química , Histidina/química , Humanos , Concentração de Íons de Hidrogênio , Lipossomos/química , Camundongos , Células NIH 3T3 , Nanoestruturas/química
6.
Curr Comput Aided Drug Des ; 11(1): 51-6, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-26022066

RESUMO

Pharmacophore models of G protein-coupled receptor40 (GPR40) agonists were developed using Discovery Studio V2.1. One hydrogen bond acceptor and three hydrophobic features, Hypo 1 which was the best hypothesis, had a correlation co-efficient of 0.971, cost difference of 73.041, and RMSD 0.680. This model was validated by test set, Fischer randomization test and decoy set. Subsequently, Hypo 1 was employed as a 3D query to identify potent molecules from chembridge database. 21 compounds were identified with estimated EC50 less than 500 nM. Seven top-scored hit compounds were chosen for further evaluation in FLIPR assay and two compounds were discovered as potent GPR40 agonists.


Assuntos
Desenho de Fármacos , Relação Quantitativa Estrutura-Atividade , Receptores Acoplados a Proteínas-G/agonistas , Animais , Células CHO , Desenho Assistido por Computador , Cricetulus , Humanos , Modelos Moleculares , Receptores Acoplados a Proteínas-G/metabolismo
7.
Biomed Chromatogr ; 28(12): 1738-43, 2014 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-24853720

RESUMO

Vilazodone hydrochloride (CAS 163521-12-8) is polymorphic and has 15 crystal forms, referred to as I-XI and XIII-XVI. In the study, we prepared and performed structural identification of a new crystal form named XVII. To investigate this in vivo, a rapid and sensitive method based on liquid-liquid extraction, followed by high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) was developed and validated for the determination of vilazodone hydrochloride in dog plasma. This HPLC-MS/MS method was successfully applied to a bioavailability comparison of two crystal forms of vilazodone hydrochloride (IV and XVII) in six healthy beagles using a single-dose, two-way crossover design. The maximum plasma concentration (C(max)), the time taken to reach C(max), and the area under the concentration-time curve were determined following oral administration of 10 mg vilazodone hydrochloride (IV or XVII) to beagles. These analyses revealed no significant bioavailability differences between vilazodone hydrochloride forms IV and XVII in dogs.


Assuntos
Benzofuranos/sangue , Benzofuranos/farmacocinética , Cromatografia Líquida/métodos , Indóis/sangue , Indóis/farmacocinética , Piperazinas/sangue , Piperazinas/farmacocinética , Espectrometria de Massas em Tandem/métodos , Administração Oral , Animais , Benzofuranos/administração & dosagem , Benzofuranos/química , Disponibilidade Biológica , Cães , Feminino , Indóis/administração & dosagem , Indóis/química , Limite de Detecção , Masculino , Piperazinas/administração & dosagem , Piperazinas/química , Reprodutibilidade dos Testes , Cloridrato de Vilazodona
8.
Crit Rev Biotechnol ; 34(3): 197-214, 2014 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-23631634

RESUMO

Fungal arachidonic acid (ARA)-rich oil is an important microbial oil that affects diverse physiological processes that impact normal health and chronic disease. In this article, the historic developments and technological achievements in fungal ARA-rich oil production in the past several years are reviewed. The biochemistry of ARA, ARA-rich oil synthesis and the accumulation mechanism are first introduced. Subsequently, the fermentation and downstream technologies are summarized. Furthermore, progress in the industrial production of ARA-rich oil is discussed. Finally, guidelines for future studies of fungal ARA-rich oil production are proposed in light of the current progress, challenges and trends in the field.


Assuntos
Ácido Araquidônico/metabolismo , Fungos/metabolismo , Óleos/metabolismo , Indústrias , Pesquisa
9.
Bioprocess Biosyst Eng ; 36(11): 1779-85, 2013 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-23649828

RESUMO

Immense interest has been devoted to the production of bulk chemicals from lignocellulose biomass. Diluted sulfuric acid treatment is currently one of the main pretreatment methods. However, the low total sugar concentration obtained via such pretreatment limits industrial fermentation systems that use lignocellulosic hydrolysate. Sugarcane bagasse hemicellulose hydrolysate is used as the carbon and nitrogen sources to achieve a green and economical production of succinic acid in this study. Sugarcane bagasse was ultrasonically pretreated for 40 min, with 43.9 g/L total sugar obtained after dilute acid hydrolysis. The total sugar concentration increased by 29.5 %. In a 3-L fermentor, using 30 g/L non-detoxified total sugar as the carbon source, succinic acid production increased to 23.7 g/L with a succinic acid yield of 79.0 % and a productivity of 0.99 g/L/h, and 60 % yeast extract in the medium could be reduced. Compared with the detoxified sugar preparation method, succinic acid production and yield were improved by 20.9 and 20.2 %, respectively.


Assuntos
Ácidos/química , Actinobacillus/metabolismo , Saccharum/metabolismo , Ácido Succínico/metabolismo , Ultrassom , Fermentação , Hidrólise
10.
Bioresour Technol ; 136: 775-9, 2013 May.
Artigo em Inglês | MEDLINE | ID: mdl-23558185

RESUMO

In this study, corn steep liquor powder (CSL) was used as nitrogen source to replace the relatively costly yeast extract typically used for the production of succinic acid with Actinobacillus succinogenes NJ113. Moreover, when heme was added to the fermentation medium and the culture was agitated at a low speed, a maximum succinic acid concentration of 37.9 g/l was obtained from a glucose concentration of 50 g/l, and a productivity of 0.75 g/l/h was achieved. These yields are almost as high as for fermentation with glucose and yeast extract. These results suggest that heme-supplemented CSL may be a suitable alternative nitrogen source for a cost-effective method of producing succinic acid with A. succinogenes NJ113 while consuming less energy than previous methods.


Assuntos
Actinobacillus/metabolismo , Biotecnologia/métodos , Nitrogênio/metabolismo , Ácido Succínico/metabolismo , Resíduos , Zea mays/química , Actinobacillus/efeitos dos fármacos , Actinobacillus/crescimento & desenvolvimento , Técnicas de Cultura Celular por Lotes , Meios de Cultura/farmacologia , Fermentação/efeitos dos fármacos , Heme/farmacologia , Nitrogênio/farmacologia , Pós , Fatores de Tempo
11.
Bioresour Technol ; 135: 254-61, 2013 May.
Artigo em Inglês | MEDLINE | ID: mdl-23305897

RESUMO

Sulfuric acid treated corn fiber hydrolysate (SACFH) inhibited cell growth and the production of butanol (4.7±0.2 g/L) by Clostridium beijerinckii IB4 in P2 medium. Optimal medium components were determined using fractional factorial design. NH4HCO3, FeSO4·7H2O and CaCO3 were demonstrated to be significant components in the production of butanol. The Box-Behnken design and a corresponding quadratic model were used to predict medium components (NH4HCO3 1.96 g/L, FeSO4·7H2O 0.26 g/L and CaCO3 3.15 g/L) and butanol yield (9.5 g/L). The confirmation experiment, under the predicted optimal conditions, yielded a butanol level of 9.5±0.1g/L. This study indicates that the Box-Behnken design is an effective approach for screening the optimal medium components required for the production of butanol. It also demonstrates that SACFH, which has high levels of inhibitors such as furan and phenolic compounds, may be used as a renewable carbon source in the production of biofuels.


Assuntos
Butanóis/metabolismo , Clostridium beijerinckii/genética , Mutação/genética , Ácidos Sulfúricos/farmacologia , Zea mays/metabolismo , Análise de Variância , Carbono/farmacologia , Clostridium beijerinckii/efeitos dos fármacos , Meios de Cultura/farmacologia , Hidrólise/efeitos dos fármacos , Reprodutibilidade dos Testes , Zea mays/efeitos dos fármacos
12.
Bioprocess Biosyst Eng ; 36(9): 1165-76, 2013 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-23108441

RESUMO

The effects of oxidoreduction potential (ORP) regulation on the process of propionic acid production by Propionibacterium freudenreichii CCTCC M207015 have been investigated. Potassium ferricyanide and sodium borohydride were determined as ORP control agents through serum bottle experiment. In batch fermentation, cell growth, propionic acid and by-products distribution were changed with ORP levels in the range of 0-160 mV. Based on these analysis results, an ORP-shift control strategy was proposed: at first 156 h, ORP was controlled at 120 mV to obtain higher cell growth rate and propionic acid formation rate, and then it was shifted to 80 mV after 156 h to maintain the higher propionic acid formation rate. By applying this strategy, the optimal parameters were obtained as follows: the propionic acid concentration 45.99 g L(-1), productivity 0.192 g L(-1) h(-1), the proportion of propionic acid to total organic acids 92.26 % (w/w) and glycerol conversion efficiency 76.65 %. The mechanism of ORP regulation was discussed by the ratio of NADH/NAD(+), ATP levels, and metabolic flux analysis. The results suggest that it is possible to redistribute energy and metabolic fluxes by the ORP-shift control strategy, and the strategy could provide a simple and efficient tool to realize high purity propionic acid production with glycerol as carbon source.


Assuntos
Glicerol/metabolismo , Propionatos/metabolismo , Propionibacterium/crescimento & desenvolvimento , Trifosfato de Adenosina/metabolismo , NADP/metabolismo , Oxirredução
13.
Bioresour Technol ; 135: 379-85, 2013 May.
Artigo em Inglês | MEDLINE | ID: mdl-22985825

RESUMO

A Clostridium beijerinckii mutant RT66 with considerable inhibitor-tolerance obtained by continuous culture was used for butanol production from non-detoxified hemicellulosic hydrolysate of corn fiber treated with dilute sulfuric acid (SAHHC). In fed-batch fermentation, 1.8L of diluted SAHHC containing 10 g/L of reducing sugar was provided during the acidogenic phase and 0.2L of concentrated SAHHC containing 300 g/L of reducing sugar was provided during the solventogenic phase. The mutant produced a total amount of solvents of 12.9 g/L, which consisted of 3.1 g/L of acetone, 9.3 g/L of butanol and 0.5 g/L of ethanol. A solvent yield of 0.35 g/g sugar and a productivity of 0.18 g/L h in 72 h were achieved. The remarkable inhibitor-tolerance of C. beijerinckii RT66 demonstrates that this may be an excellent strain for butanol production from ligocellulosic materials.


Assuntos
Adaptação Fisiológica/efeitos dos fármacos , Butanóis/metabolismo , Clostridium beijerinckii/metabolismo , Mutação/genética , Fenóis/toxicidade , Polissacarídeos/metabolismo , Zea mays/metabolismo , Técnicas de Cultura Celular por Lotes , Clostridium beijerinckii/efeitos dos fármacos , Clostridium beijerinckii/genética , Clostridium beijerinckii/isolamento & purificação , Meios de Cultura/farmacologia , Fermentação/efeitos dos fármacos , Hidrólise/efeitos dos fármacos , Solventes/farmacologia , Ácidos Sulfúricos/farmacologia , Zea mays/efeitos dos fármacos
14.
Acta Crystallogr Sect E Struct Rep Online ; 68(Pt 4): o1128, 2012 Apr 01.
Artigo em Inglês | MEDLINE | ID: mdl-22589983

RESUMO

In the title compound, C(15)H(17)NO(8), the nitro group is essentially coplanar with the aromatic ring [dihedral angle = 6.4 (3) Å]. The five-membered ring has a twist conformation. In the crystal, C-H⋯O inter-actions link the mol-ecules into a helical chain propagating along [010].

15.
Acta Crystallogr Sect E Struct Rep Online ; 68(Pt 3): o558, 2012 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-22412479

RESUMO

In the title compound, C(12)H(14)N(2)O(5), the five-membered 1,3-dioxolane ring has a twisted conformation. In the crystal, N-H⋯O and C-H⋯O hydrogen bonds link the mol-ecules into a two-dimensional network lying parallel to the ab plane. There are also C-H⋯π inter-actions present in the crystal structure.

16.
J Ind Microbiol Biotechnol ; 39(3): 401-7, 2012 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-21789489

RESUMO

Clostridium beijerinckii mutant strain IB4, which has a high level of inhibitor tolerance, was screened by low-energy ion implantation and used for butanol fermentation from a non-detoxified hemicellulosic hydrolysate of corn fiber treated with dilute sulfuric acid (SAHHC). Evaluation of toxicity showed C. beijerinckii IB4 had a higher level of tolerance than parent strain C. beijerinckii NCIMB 8052 for five out of six phenolic compounds tested (the exception was vanillin). Using glucose as carbon source, C. beijerinckii IB4 produced 9.1 g l(-1) of butanol with an acetone/butanol/ethanol (ABE) yield of 0.41 g g(-1). When non-detoxified SAHHC was used as carbon source, C. beijerinckii NCIMB 8052 grew well but ABE production was inhibited. By contrast, C. beijerinckii IB4 produced 9.5 g l(-1) of ABE with a yield of 0.34 g g(-1), including 2.2 g l(-1) acetone, 6.8 g l(-1) butanol, and 0.5 g l(-1) ethanol. The remarkable fermentation and inhibitor tolerance of C. beijerinckii IB4 appears promising for ABE production from lignocellulosic materials.


Assuntos
Clostridium beijerinckii/genética , Tolerância a Medicamentos/genética , Acetona/metabolismo , Animais , Biodegradação Ambiental , Butanóis/metabolismo , Celulose/metabolismo , Clostridium beijerinckii/fisiologia , Etanol/metabolismo , Fermentação , Glucose/metabolismo , Mutação , Hidrolisados de Proteína/metabolismo , Zea mays
17.
Biotechnol Lett ; 33(12): 2379-83, 2011 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-21833546

RESUMO

With 30 g glucose/l as carbon source, Clostridium beijerinckii ART124, a mutant created by atmospheric pressure glow discharge, produced 13.7 g total solvent/l (containing 3.1 g acetone/l, 10.4 g butanol/l and 0.2 g ethanol/l) in 72 h. The mutant could also use sucrose or xylose or a mixture of glucose/xylose/arabinose with nearly equal yields.


Assuntos
Acetona/metabolismo , Butanóis/metabolismo , Metabolismo dos Carboidratos/fisiologia , Clostridium beijerinckii/fisiologia , Clostridium beijerinckii/efeitos da radiação , Etanol/metabolismo , Melhoramento Genético/métodos , Pressão Atmosférica , Mutação/genética , Gases em Plasma , Doses de Radiação , Ondas de Rádio , Solventes/metabolismo
18.
Appl Biochem Biotechnol ; 165(1): 138-47, 2011 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-21487736

RESUMO

This study investigated the influence of osmotic stress on succinic acid production by Actinobacillus succinogenes NJ113. Both cell growth and succinic acid production were inhibited with the increase in osmotic stress of the medium. The use of three different osmoprotectants in the production of succinic acid was studied in order to decrease the inhibitory effects of osmotic stress during fermentation. Results indicated that proline offers optimal osmoprotection in the production of succinic acid by A. succinogenes NJ113. In tests of batch fermentation, the maximum cell concentration was observed to be 5.36 g DCW/L after the addition of 25 mmol/L proline to the fermentation medium. The cell concentration was 24% higher than that noted for the control. A total quantity of 56.2 g/L of succinic acid was produced, with a production rate of 1 g/L per hour, after 56 h of fermentation. The concentration and productivity of succinic acid was observed to be increased by 22.2% and 22%, respectively, as compared with the control. The specific activity levels of key enzymes in the metabolic network was noted to be higher following the addition of proline, particularly in the later stages of fermentation. This method of enhancing succinic acid production by the addition of an osmoprotectant may potentially provide an alternative approach for enhanced production of other organic acids.


Assuntos
Actinobacillus/metabolismo , Pressão Osmótica/fisiologia , Ácido Succínico/metabolismo , Fermentação/fisiologia
19.
Bioresour Technol ; 102(10): 6147-52, 2011 May.
Artigo em Inglês | MEDLINE | ID: mdl-21470857

RESUMO

An industrial fermentation system using lignocellulosic hydrolysate, waste yeast hydrolysate, and mixed alkali to achieve high-yield, economical succinic acid production by Actinobacillus succinogenes was developed. Lignocellulosic hydrolysate and waste yeast hydrolysate were used efficiently as carbon sources and nitrogen source instead of the expensive glucose and yeast extract. Moreover, as a novel method for regulating pH mixed alkalis (Mg(OH)(2) and NaOH) were first used to replace the expensive MgCO(3) for succinic acid production. Using the three aforementioned substitutions, the total fermentation cost decreased by 55.9%, and 56.4 g/L succinic acid with yield of 0.73 g/g was obtained, which are almost the same production level as fermentation with glucose, yeast extract and MgCO(3). Therefore, the cheap carbon and nitrogen sources, as well as the mixed alkaline neutralize could be efficiently used instead of expensive composition for industrial succinic acid production.


Assuntos
Actinobacillus/metabolismo , Ácido Succínico/metabolismo , Fermentação
20.
Biotechnol Adv ; 29(3): 351-64, 2011.
Artigo em Inglês | MEDLINE | ID: mdl-21272631

RESUMO

2,3-butanediol is a promising bulk chemical due to its extensive industry applications. The state-of-the-art nature of microbial 2,3-butanediol production is reviewed in this paper. Various strategies for efficient and economical microbial 2,3-butanediol production, including strain improvement, substrate alternation, and process development, are reviewed and compared with regard to their pros and cons. This review also summarizes value added derivatives of biologically produced 2,3-butanediol and different strategies for downstream processing. The future prospects of microbial 2,3-butanediol production are discussed in light of the current progress, challenges, and trends in this field. Guidelines for future studies are also proposed.


Assuntos
Butileno Glicóis/metabolismo , Microbiologia
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