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Rational Engineering of Secondary Metabolic Pathways in a Heterologous Host to Enable the Biosynthesis of Hibarimicin Derivatives with Enhanced Anti-Melanomic Activity

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Engineering 2024年第7期38卷 113-123页

作者： Xiangyang Liua Fei-Peng Zhao Tian Tian Wei-Chen Wang Zaizhou Liu Qiang Zhou Xian-Feng Hou Jing Wang Wenli Guo Shuangjun Lin yasuhiro igarashi Gong-Li Tang State Key Laboratory of Chemical Biology Shanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of SciencesShanghai 200032China School of Chemistry and Materials Science Hangzhou Institute for Advanced StudyUniversity of Chinese Academy of SciencesHangzhou 310024China State Key Laboratory of Microbial Metabolism&Joint International Research Laboratory on Metabolic and Developmental Sciences School of Life Sciences and BiotechnologyShanghai Jiao Tong UniversityShanghai 200240China Biotechnology Research Center Toyama Prefectural UniversityImizu 939-0398Japan

A 61-kb biosynthetic gene cluster(BGC),which is accountable for the biosynthesis of hibarimicin(HBM)B from Microbispora rosea *** TP-A0121,was heterologously expressed in Streptomyces coelicolor M1154,which generated a trace of the target products but accumulated a large amount of shunt *** on rational analysis of the relevant secondary metabolism,directed engineering of the biosynthetic pathways resulted in the high production of HBM B,as well as new HBM derivates with improved antitumor *** results not only establish a biosynthetic system to effectively synthesize HBMs-a class of the largest and most complex Type-Ⅱpolyketides,with a unique pseudo-dimeric structure-but also set the stage for further engineering and deep investigation of this complex biosynthetic pathway toward potent anticancer drugs.

关键词： Hibarimicin Biosynthesis Heterologous expression Biosynthetic gene cluster Rational engineering Type-II polyketide

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在异源宿主中通过理性改造次级代谢途径以获得抗黑色素瘤活性增强的云雀霉素衍生物（英文）

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Engineering 2024年第7期 113-123页

作者：刘向阳赵菲芃田添王炜辰刘载舟周强侯现锋王婧郭文丽林双君 yasuhiro igarashi 唐功利 State Key Laboratory of Chemical Biology Shanghai Institute of Organic Chemistry University of Chinese Academy of Sciences Chinese Academy of Sciences School of Chemistry and Materials Science Hangzhou Institute for Advanced Study University of Chinese Academy of Sciences State Key Laboratory of Microbial Metabolism & Joint International Research Laboratory on Metabolic and Developmental Sciences School of Life Sciences and Biotechnology Shanghai Jiao Tong University Biotechnology Research Center Toyama Prefectural University

A 61-kb biosynthetic gene cluster(BGC), which is accountable for the biosynthesis of hibarimicin(HBM)B from Microbispora rosea subsp. hibaria TP-A0121, was heterologously expressed in Streptomyces coelicolor M1154, which generated a trace of the target products but accumulated a large amount of shunt products. Based on rational analysis of the relevant secondary metabolism, directed engineering of the biosynthetic pathways resulted in the high production of HBM B, as well as new HBM derivates with improved antitumor activity. These results not only establish a biosynthetic system to effectively synthesize HBMs-a class of the largest and most complex Type-II polyketides, with a unique pseudo-dimeric structure-but also set the stage for further engineering and deep investigation of this complex biosynthetic pathway toward potent anticancer drugs.

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Deciphering the Origin and Formation of Aminopyrrole Moiety in Kosinostatin Biosynthesis

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Chinese Journal of Chemistry 2021年第12期39卷 3329-3333页

作者： Yu Hu Qiang Zhou Zhuan Zhang Hai-Xue Pan Yulia Ilina Mikko Metsa-Ketela yasuhiro igarashi Gong-Li Tang State Key Laboratory of Bio-organic and Natural Products Chemistry Center for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of Sciences(CAS)CASShanghai 200032China The Research Center of Chiral Drugs Innovation Research Institute of Traditional Chinese MedicineShanghai University of Traditional Chinese MedicineShanghai 201203China School of Chemistry and Materials Science Hangzhou Institute for Advanced StudyUniversity of Chinese Academy of Sciences1 Sub-lane XiangshanHangzhouZhejiang 310024China Department of Biochemistry University of TurkuVatselankatu 2FIN-20014Finland Biotechnology Research Center Toyama Prefectural University 5180 KurokawaImizuToyama 939-0398Japan

Kosinostatin(KST)contains an uncommon aminopyrrole moiety,whose biosynthesis has remained ***,aminopyrrolinic acid,which was generated by an L-ectoine synthase-like enzyme KstB3 via cyclization of L-glutamine,was identified to be the real substrate of adenylation enzyme ***,a FAD-dependent dehydrogenase KstB4 along with a transglutaminase-like enzyme KstB6 were also involved in formation of *** results provided an unusual pathway for 2-aminopyrrole formation in KST biosynthesis.

关键词： Biosynthesis Aminopyrrole Kosihbstatin Cyclization Hydrolysis

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Involvement of Sphingosine 1-Phosphate (S1P) Receptor Type 1 and Type 4 in Migratory Response of Mouse T Cells toward S1P

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Cellular & Molecular Immunology 2006年第6期3卷 429-437页

作者： Hirofumi Matsuyuki yasuhiro Maeda Kazuhiro Yano Kunio Sugahara Kenji Chiba Takayuki Kohno Yasuyuki igarashi Research Laboratory III (Immunology) Pharmaceuticals Research Division Mitsubishi Pharma Corporation Yokohama Japan Discovery Technology Laboratory Pharmaceuticals Research Division Mitsubishi Pharma Corporation Yokohama Japan Department of Biomembrane and Biofunctional Chemistry Graduate School of Pharmaceutical Sciences Hokkaido University Sapporo Japan

Sphingosine 1-phosphate （S1P）, a pleiotropic lysophospholipid, regulates signal transduction pathway via Gprotein-coupled receptors termed S1P1-5 in several types of the cells including lymphocytes. Higher levels of S1P4 mRNA as well as S1P1 mRNA are expressed in lymphoid tissues such as the spleen, thymus, lymph nodes, and Payer＇s patches. In contrast to S1P1 that plays an essential role in lymphocyte egress, little is known about the role of S1P4 in immune system. In this study, we found that S1P at 10 to 100 nM significantly induced the cell migration and the significant levels of S1P1 and S1P4 mRNA were expressed in mouse CD4 T cells, D10.G4.1 mouse Th2 cells, and ***-2 mouse thymoma cells. In D10.G4.1 and ***-2 cells, S1P-induced migration was almost completely inhibited by pretreatment with pertussis toxin, Clostoridium difficile toxin B, and （S）-enantiomer of FTY720-phosphate, a potent agonist at S1P1 and S1P4. The members of the Rho family small GTPase, Cdc42 and Rac were activated by S1P stimulation in these cells. The transfection with dominant negative or constitutively active forms of Cdc42 and Rac revealed that the activation of both Cdc42 and Rac is essential for S1P-induced migration of these cells. The immunoprecipitation assays using CHO cells co-expressing both S1P4 and S1P1 receptors indicated that S1P4 and S1P1 are associated on the cell surface. These results suggest that the association of S1P4 and S1PI plays an important role in migratory response of mouse T cells toward S1P.

关键词： S1Pi S1P4 S1P FTY720 T cell migration

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Imaging pitfalls of pancreatic serous cystic neoplasm and its potential mimickers

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World Journal of Radiology 2014年第3期6卷 36-47页

作者： Kousei Ishigami Akihiro Nishie Yoshiki Asayama yasuhiro Ushijima Yukihisa Takayama Nobuhiro Fujita Shunichi Takahata Takao Ohtsuka Tetsuhide Ito Hisato igarashi Shuji Ikari Catherine M Metz Hiroshi Honda Department of Radiology University of Iowa Hospitals and Clinics Department of Clinical Radiology Kyushu University Department of Surgery and Oncology Kyushu University Department of Medicine and Bioregulatory Science Kyushu University Department of Internal Medicine Hokkaido Gastroenterology Hospital

The aim of this article is to clarify diagnostic pitfalls of pancreatic serous cystic neoplasm(SCN) that may result in erroneous characterization. Usual and unusual imaging findings of SCN as well as potential SCN mimickers are presented. The diagnostic key of SCN is to look for a cluster of microcysts(honeycomb pattern), which may not be always found in the center. Fibrosis in SCN may be mistaken for a mural nodule of intraductal papillary mucinous neoplasm(IPMN). The absence of cyst wall enhancement may be helpful to distinguish SCN from mucinous cystic neoplasm. However, oligocystic SCN and branch duct type IPMN may morphologically overlap. In addition, solid serous adenoma, an extremely rare variant of SCN, is difficult to distinguish from neuroendocrine tumor.

关键词： Serous cystic neoplasm Intraductal papil-lary mucinous neoplasm Mucinous cystic neoplasm Computed tomography Magnetic resonance imaging

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