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1.
Chemistry ; 30(21): e202400269, 2024 Apr 11.
Article in English | MEDLINE | ID: mdl-38329391

ABSTRACT

Recently, catalytic valorization of biomass-derived furans has received growing interest. 5-Aminomethyl-2-furancarboxylic acid (AMFC), a furan amino acid, holds great promise in the aeras of polymer and pharmaceutical, but its synthesis remains limited. In this work, we report a chemobiocatalytic route toward AMFC by combining laccase-TEMPO system and recombinant Escherichia coli (named E. coli_TAF) harboring ω-transaminase (TA), L-alanine dehydrogenase (L-AlaDH) and formate dehydrogenase (FDH), starting from 5-hydroxymethylfurfural (HMF). In the cascade, HMF is oxidized into 5-formyl-2-furancarboxylic acid (FFCA) by laccase-TEMPO system, and then the resulting intermediate is converted into AMFC by E. coli_TAF via transamination with cheap ammonium formate instead of costly organic amine donors, theoretically generating H2O and CO2 as by-products. The tandem process was run in a one-pot twostep manner, affording AMFC with approximately 81 % yield, together with 10 % 2,5-furandicarboxylic acid (FDCA) as by-product. In addition, the scale-up production of AMFC was demonstrated, with 0.41 g/L h productivity and 8.6 g/L titer. This work may pave the way for green manufacturing of the furan-containing amino acid.


Subject(s)
Escherichia coli , Furaldehyde/analogs & derivatives , Laccase , Escherichia coli/metabolism , Laccase/chemistry , Amino Acids , Furans/chemistry , Furaldehyde/chemistry , Furaldehyde/metabolism , Dicarboxylic Acids/chemistry
2.
Molecules ; 25(3)2020 Jan 22.
Article in English | MEDLINE | ID: mdl-31979084

ABSTRACT

Based on a foregoing gram-scale laboratory process, an efficient scale-up preparation process of 5,2'-dibromo-2,4',5'-trihydroxydiphenylmethanone (LM49-API), a new acute pyelonephritis candidate drug, was developed and validated aiming to reduce by-products and achieve better impurity profiles. Meanwhile, the polymorph of LM49-API and process-related impurities were also investigated. Ultimately, the optimal reaction conditions were verified by evaluating the impurity profiles and their formation during the synthesis. Six process-related impurities were synthesized and identified, being useful for the quality control of LM49-API. Its finalized preparation process was further validated at 329-410 g scale-up production in 53.4-57.1% overall yield with 99.95-99.98% high-performance liquid chromatography (HPLC) purity, and it is currently viable for commercial production. LM49-API-imC and LM49-API-imX were identified as the main single impurities in LM49-API, with the content controlled to be less than 0.03%.


Subject(s)
Antifungal Agents/therapeutic use , Pyelonephritis/microbiology , Aluminum Chloride/chemistry , Animals , Chromatography, High Pressure Liquid
3.
J Exp Clin Cancer Res ; 29: 84, 2010 Jun 29.
Article in English | MEDLINE | ID: mdl-20587035

ABSTRACT

OBJECTIVE: Orthotopic models are important in cancer research. Here we developed orthotopic xenograft mouse model of metastatic lung cancer and glioblastoma with a specially designed system. METHODS: Tiny fragments of surgical tumors were implanted into the mice brain with a trocar system. Immunohistochemistry was performed to detect brain tumor stem cells among glioblastoma tissues, including both the original and resulting ones with monoclonal antibody against CD133. RESULTS: Besides the constant high take rates in both models; brain transplants perfectly resembled their original tumors in biological behaviors. The brain tumor stem cells, positively stained with CD133 were found, though not frequently, in both original and resulting glioblastoma tissues. CONCLUSIONS: Orthotopic model established with a trocar system is effective and injection of tumor tissues containing stem cells promise the forming of new tumor mass when grafted.


Subject(s)
Brain Neoplasms/pathology , Disease Models, Animal , Glioblastoma/pathology , Lung Neoplasms/secondary , Neoplastic Stem Cells/pathology , AC133 Antigen , Animals , Antibodies, Monoclonal , Antigens, CD/immunology , Brain Neoplasms/surgery , Female , Glioblastoma/surgery , Glycoproteins/immunology , Lung Neoplasms/surgery , Magnetic Resonance Imaging , Male , Mice , Mice, Nude , Neoplasm Transplantation , Neoplastic Stem Cells/immunology , Peptides/immunology , Surgical Instruments , Survival Rate , Xenograft Model Antitumor Assays
4.
Zhonghua Yi Xue Za Zhi ; 88(33): 2317-20, 2008 Aug 26.
Article in Chinese | MEDLINE | ID: mdl-19087690

ABSTRACT

OBJECTIVES: To investigate the possibility of transplantation of human glioma stem cells (HGSCs) in nude mice stably expressing green fluorescent protein (GFP) so as to clearly identify the incubated HGSCs from the host tissues. METHODS: Transgenic C57BL/6J mice expressing GFP was crossed with nude mice of the line NC, then hairless male nude mice expressing GFP were crossed with hairy female pubescent mice to obtain nude mice with GFP expression the expression of GFP in the skin and organs of these nude mice were evaluated by naked eyes, and immunohistochemical and immunofluorescence assays. HGSCs were transplanted orthotopically into the caudate nuclei of nude mice expressing GFP. Immunohistochemistry was used to observe the transplanted tumor. RESULTS: The structures rich in adipose tissue of the 8th generation nude mice were dark green and the other organs were light green. However, green fluorescence was emitted from all tissues under fluorescence microscopy. Confocal fluorescence microscopy showed that the tumor cells were stained red, distinguished from the host cells distinctly in the brains bearing tumor transplanted orthotopically. CONCLUSION: Nude mice expressing GFP can be obtained by crossing the transgenic mice bearing naive immunity with nude mice. Orthotopic transplantation of HGSCs may be used in the investigation of tumor tissue reconstitution because of the easy identification between the transplantation tumor and host tissue.


Subject(s)
Brain Neoplasms/metabolism , Glioma/metabolism , Green Fluorescent Proteins/biosynthesis , Neoplastic Stem Cells/transplantation , Animals , Brain Neoplasms/pathology , Female , Glioma/pathology , Humans , Male , Mice , Mice, Inbred C57BL , Mice, Nude , Mice, Transgenic , Xenograft Model Antitumor Assays
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