Literature DB >> 31235901

Tunicamycin: chemical synthesis and biosynthesis.

Kazuki Yamamoto1, Satoshi Ichikawa2,3.   

Abstract

Tunicamycins are nucleoside natural products and show antibacterial, antiviral and antitumor activities, which are attributed to their inhibition of enzymatic reactions between polyisoprenyl phosphate and UDP-GlcNAc or UDP-MurNAc-pentapeptide. Because of their various intriguing biological activities, tunicamycins have potential as therapeutic agents for infectious diseases or cancers. Structurally, tunicamycins have a unique structure composed of an undecodialdose skeleton, a lipid chain and a GlcNAc fragment linked by a 1,1-β,α-trehalose-type glycosidic bond. In this mini review, we summarize the total chemical syntheses and biosynthetic studies of tunicamycins.

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Year:  2019        PMID: 31235901     DOI: 10.1038/s41429-019-0200-1

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN: 0021-8820            Impact factor:   2.649


  29 in total

1.  Conserved cytoplasmic motifs that distinguish sub-groups of the polyprenol phosphate:N-acetylhexosamine-1-phosphate transferase family.

Authors:  M S Anderson; S S Eveland; N P Price
Journal:  FEMS Microbiol Lett       Date:  2000-10-15       Impact factor: 2.742

2.  EVIDENCE FOR AN INITIAL ACCEPTOR OF UDP-NAC-MURAMYL-PENTAPEPTIDE IN THE SYNTHESIS OF BACTERIAL MUCOPEPTIDE.

Authors:  W G STRUVE; F C NEUHAUS
Journal:  Biochem Biophys Res Commun       Date:  1965-01-04       Impact factor: 3.575

3.  LIPID-PHOSPHOACETYLMURAMYL-PENTAPEPTIDE AND LIPID-PHOSPHODISACCHARIDE-PENTAPEPTIDE: PRESUMED MEMBRANE TRANSPORT INTERMEDIATES IN CELL WALL SYNTHESIS.

Authors:  J S ANDERSON; M MATSUHASHI; M A HASKIN; J L STROMINGER
Journal:  Proc Natl Acad Sci U S A       Date:  1965-04       Impact factor: 11.205

4.  Effect of tunicamycin on the synthesis of macromolecules in cultures of chick embryo fibroblasts infected with Newcastle disease virus.

Authors:  A Takatsuki; G Tamura
Journal:  J Antibiot (Tokyo)       Date:  1971-11       Impact factor: 2.649

5.  Functional characterization and membrane topology of Escherichia coli WecA, a sugar-phosphate transferase initiating the biosynthesis of enterobacterial common antigen and O-antigen lipopolysaccharide.

Authors:  Jason Lehrer; Karen A Vigeant; Laura D Tatar; Miguel A Valvano
Journal:  J Bacteriol       Date:  2007-01-19       Impact factor: 3.490

6.  Tunicamycin, a new antibiotic. II. Some biological properties of the antiviral activity of tunicamycin.

Authors:  A Takatsuki; G Tamura
Journal:  J Antibiot (Tokyo)       Date:  1971-04       Impact factor: 2.649

Review 7.  Recent advances in antimicrobial nucleoside antibiotics targeting cell wall biosynthesis.

Authors:  Ken-ichi Kimura; Timothy D H Bugg
Journal:  Nat Prod Rep       Date:  2003-04       Impact factor: 13.423

8.  Tunicamycin, a new antibiotic. I. Isolation and characterization of tunicamycin.

Authors:  A Takatsuki; K Arima; G Tamura
Journal:  J Antibiot (Tokyo)       Date:  1971-04       Impact factor: 2.649

9.  A family of UDP-GlcNAc/MurNAc: polyisoprenol-P GlcNAc/MurNAc-1-P transferases.

Authors:  M A Lehrman
Journal:  Glycobiology       Date:  1994-12       Impact factor: 4.313

10.  Presence of rfe genes in Escherichia coli: their participation in biosynthesis of O antigen and enterobacterial common antigen.

Authors:  G Schmidt; H Mayer; P H Mäkelä
Journal:  J Bacteriol       Date:  1976-08       Impact factor: 3.490

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  5 in total

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Authors:  Christine A Arbour; Barbara Imperiali
Journal:  Bioorg Med Chem       Date:  2020-07-30       Impact factor: 3.641

2.  ALG3 contributes to stemness and radioresistance through regulating glycosylation of TGF-β receptor II in breast cancer.

Authors:  Xiaoqing Sun; Zhenyu He; Ling Guo; Caiqin Wang; Chuyong Lin; Liping Ye; Xiaoqing Wang; Yue Li; Meisongzhu Yang; Sailan Liu; Xin Hua; Wen Wen; Chao Lin; Zhiqing Long; Wenwen Zhang; Han Li; Yunting Jian; Ziyuan Zhu; Xianqiu Wu; Huanxin Lin
Journal:  J Exp Clin Cancer Res       Date:  2021-04-30

3.  Overexpression of lncRNA Dancr inhibits apoptosis and enhances autophagy to protect cardiomyocytes from endoplasmic reticulum stress injury via sponging microRNA-6324.

Authors:  Jiong Li; Jing Xie; Yan-Zhen Wang; Yi-Rong Gan; Ling Wei; Guan-Waner Ding; Yan-Hong Ding; Ding-Xiong Xie
Journal:  Mol Med Rep       Date:  2020-12-10       Impact factor: 2.952

4.  CCAAT/Enhancer-Binding Protein Homologous Protein (CHOP) Deficiency Attenuates Heatstroke-Induced Intestinal Injury.

Authors:  Yan Cao; Maiying Fan; Yanfang Pei; Lei Su; Weiwei Xiao; Fang Chen; Jie Huang; Xiehong Liu; Zhengtao Gu; Zhongwei Zhang; Fangfang Yuan; Yu Jiang; Xiaotong Han
Journal:  Inflammation       Date:  2021-11-29       Impact factor: 4.092

Review 5.  Exploring the Potential of Chemical Inhibitors for Targeting Post-translational Glycosylation of Coronavirus (SARS-CoV-2).

Authors:  Nancy Tripathi; Bharat Goel; Nivedita Bhardwaj; Ram A Vishwakarma; Shreyans K Jain
Journal:  ACS Omega       Date:  2022-07-28
  5 in total

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