Tsai, Shiou-Chuan

InstitutionUniversity of California, Irvine
DepartmentMolecular Biology & Biochem
Address2218 Natural Sciences 1
Zot 3900
CA 92697
Phone(949) 824-4486, 8829
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    Collapse Research 
    Collapse Research Activities and Funding
    Probing and Engineering of Iterative Polyketide Synthase
    NIH/NIGMS R01GM127728Jun 10, 2018 - Mar 31, 2022
    Role: Principal Investigator
    The Molecular Basis of Regio-Specificity in Fungal Polyketide Synthase
    NIH/NIGMS R01GM100305Feb 1, 2012 - Jan 31, 2016
    Role: Principal Investigator
    Dissecting the substrate specificity of acyl-CoA carboxylase
    NIH/NIAID R03AI073426May 1, 2010 - Apr 30, 2012
    Role: Principal Investigator
    NIH/NIAID R01AI076460Jul 17, 2009 - Jun 30, 2012
    Role: Principal Investigator
    The Ketoreduction and Cycilization of Aromatic Polyketide Biosynthesis
    NIH/NIGMS R01GM076330Jul 1, 2007 - Aug 31, 2012
    Role: Principal Investigator

    Collapse Bibliographic 
    Collapse Publications
    Publications listed below are automatically derived from MEDLINE/PubMed and other sources, which might result in incorrect or missing publications. Researchers can login to make corrections and additions, or contact us for help.
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    1. Tsai S. The Structural Enzymology of Iterative Aromatic Polyketide Synthases: A Critical Comparison with Fatty Acid Synthases. Annu Rev Biochem. 2018 Jun 20; 87:503-531. PMID: 29925265.
      View in: PubMed
    2. Ellis BD, Milligan JC, White AR, Duong V, Altman PX, Mohammed LY, Crump MP, Crosby J, Luo R, Vanderwal CD, Tsai S. An Oxetane-Based Polyketide Surrogate To Probe Substrate Binding in a Polyketide Synthase. J Am Chem Soc. 2018 Apr 18; 140(15):4961-4964. PMID: 29620883.
      View in: PubMed
    3. Jackson DR, Shakya G, Patel AB, Mohammed LY, Vasilakis K, Wattana-Amorn P, Valentic TR, Milligan JC, Crump MP, Crosby J, Tsai S. Structural and Functional Studies of the Daunorubicin Priming Ketosynthase DpsC. ACS Chem Biol. 2018 01 19; 13(1):141-151. PMID: 29161022.
      View in: PubMed
    4. White AR, Kozlowski RA, Tsai S, Vanderwal CD. A Direct Synthesis of Highly Substituted p-Rich Aromatic Heterocycles from Oxetanes. Angew Chem Int Ed Engl. 2017 Aug 21; 56(35):10525-10529. PMID: 28662280.
      View in: PubMed
    5. Barajas JF, Shakya G, Moreno G, Rivera H, Jackson DR, Topper CL, Vagstad AL, La Clair JJ, Townsend CA, Burkart MD, Tsai S. Polyketide mimetics yield structural and mechanistic insights into product template domain function in nonreducing polyketide synthases. Proc Natl Acad Sci U S A. 2017 05 23; 114(21):E4142-E4148. PMID: 28484029.
      View in: PubMed
    6. Ray L, Valentic TR, Miyazawa T, Withall DM, Song L, Milligan JC, Osada H, Takahashi S, Tsai S, Challis GL. A crotonyl-CoA reductase-carboxylase independent pathway for assembly of unusual alkylmalonyl-CoA polyketide synthase extender units. Nat Commun. 2016 Dec 21; 7:13609. PMID: 28000660.
      View in: PubMed
    7. Valentic TR, Jackson DR, Brady SF, Tsai S. Comprehensive Analysis of a Novel Ketoreductase for Pentangular Polyphenol Biosynthesis. ACS Chem Biol. 2016 12 16; 11(12):3421-3430. PMID: 27779377.
      View in: PubMed
    8. Barajas JF, Finzel K, Valentic TR, Shakya G, Gamarra N, Martinez D, Meier JL, Vagstad AL, Newman AG, Townsend CA, Burkart MD, Tsai S. Structural and Biochemical Analysis of Protein-Protein Interactions Between the Acyl-Carrier Protein and Product Template Domain. Angew Chem Int Ed Engl. 2016 Oct 10; 55(42):13005-13009. PMID: 27653519.
      View in: PubMed
    9. Rivera H, Dhar S, La Clair JJ, Tsai S, Burkart MD. An unusual intramolecular trans-amidation. Tetrahedron. 2016 Jun 23; 72(25):3605-3608. PMID: 27346894.
      View in: PubMed
    10. White AR, Duggan BM, Tsai S, Vanderwal CD. The Alga Ochromonas danica Produces Bromosulfolipids. Org Lett. 2016 Mar 04; 18(5):1124-7. PMID: 26889956.
      View in: PubMed
    11. Jackson DR, Yu X, Wang G, Patel AB, Calveras J, Barajas JF, Sasaki E, Metsä-Ketelä M, Liu HW, Rohr J, Tsai S. Insights into Complex Oxidation during BE-7585A Biosynthesis: Structural Determination and Analysis of the Polyketide Monooxygenase BexE. ACS Chem Biol. 2016 Apr 15; 11(4):1137-47. PMID: 26813028; PMCID: PMC4902875 [Available on 04/15/17].
    12. Caldara-Festin G, Jackson DR, Barajas JF, Valentic TR, Patel AB, Aguilar S, Nguyen M, Vo M, Khanna A, Sasaki E, Liu HW, Tsai S. Structural and functional analysis of two di-domain aromatase/cyclases from type II polyketide synthases. Proc Natl Acad Sci U S A. 2015 Dec 15; 112(50):E6844-51. PMID: 26631750; PMCID: PMC4687605.
    13. Jackson DR, Tu SS, Nguyen M, Barajas JF, Schaub AJ, Krug D, Pistorius D, Luo R, Müller R, Tsai S. Structural Insights into Anthranilate Priming during Type II Polyketide Biosynthesis. ACS Chem Biol. 2016 Jan 15; 11(1):95-103. PMID: 26473393.
      View in: PubMed
    14. Finzel K, Nguyen C, Jackson DR, Gupta A, Tsai S, Burkart MD. Probing the Substrate Specificity and Protein-Protein Interactions of the E. coli Fatty Acid Dehydratase, FabA. Chem Biol. 2015 Nov 19; 22(11):1453-1460. PMID: 26526101; PMCID: PMC4656083 [Available on 11/19/16].
    15. Barajas JF, Phelan RM, Schaub AJ, Kliewer JT, Kelly PJ, Jackson DR, Luo R, Keasling JD, Tsai S. Comprehensive Structural and Biochemical Analysis of the Terminal Myxalamid Reductase Domain for the Engineered Production of Primary Alcohols. Chem Biol. 2015 Aug 20; 22(8):1018-29. PMID: 26235055.
      View in: PubMed
    16. Shakya G, Rivera H, Lee DJ, Jaremko MJ, La Clair JJ, Fox DT, Haushalter RW, Schaub AJ, Bruegger J, Barajas JF, White AR, Kaur P, Gwozdziowski ER, Wong F, Tsai S, Burkart MD. Modeling linear and cyclic PKS intermediates through atom replacement. J Am Chem Soc. 2014 Dec 03; 136(48):16792-9. PMID: 25406716; PMCID: PMC4277753.
    17. Nguyen C, Haushalter RW, Lee DJ, Markwick PR, Bruegger J, Caldara-Festin G, Finzel K, Jackson DR, Ishikawa F, O'Dowd B, McCammon JA, Opella SJ, Tsai S, Burkart MD. Trapping the dynamic acyl carrier protein in fatty acid biosynthesis. Nature. 2014 Jan 16; 505(7483):427-31. PMID: 24362570; PMCID: PMC4437705.
    18. Javidpour P, Bruegger J, Srithahan S, Korman TP, Crump MP, Crosby J, Burkart MD, Tsai S. The determinants of activity and specificity in actinorhodin type II polyketide ketoreductase. Chem Biol. 2013 Oct 24; 20(10):1225-34. PMID: 24035284; PMCID: PMC3855848.
    19. Bruegger J, Haushalter RW, Haushalter B, Vagstad AL, Vagstad A, Shakya G, Mih N, Townsend CA, Burkart MD, Tsai S. Probing the selectivity and protein·protein interactions of a nonreducing fungal polyketide synthase using mechanism-based crosslinkers. Chem Biol. 2013 Sep 19; 20(9):1135-46. PMID: 23993461; PMCID: PMC3796367.
    20. Tsai S. Babysitting flavin for biosynthesis. Chem Biol. 2012 Jul 27; 19(7):787-8. PMID: 22840764.
      View in: PubMed
    21. Ames BD, Nguyen C, Bruegger J, Smith P, Xu W, Ma S, Wong E, Wong S, Xie X, Li JW, Vederas JC, Tang Y, Tsai S. Crystal structure and biochemical studies of the trans-acting polyketide enoyl reductase LovC from lovastatin biosynthesis. Proc Natl Acad Sci U S A. 2012 Jul 10; 109(28):11144-9. PMID: 22733743; PMCID: PMC3396468.
    22. Lee MY, Ames BD, Tsai S. Insight into the molecular basis of aromatic polyketide cyclization: crystal structure and in vitro characterization of WhiE-ORFVI. Biochemistry. 2012 Apr 10; 51(14):3079-91. PMID: 22432862; PMCID: PMC3339804.
    23. Ames BD, Lee MY, Moody C, Zhang W, Tang Y, Tsai S. Structural and biochemical characterization of ZhuI aromatase/cyclase from the R1128 polyketide pathway. Biochemistry. 2011 Oct 04; 50(39):8392-406. PMID: 21870821; PMCID: PMC3189504.
    24. Javidpour P, Das A, Khosla C, Tsai S. Structural and biochemical studies of the hedamycin type II polyketide ketoreductase (HedKR): molecular basis of stereo- and regiospecificities. Biochemistry. 2011 Aug 30; 50(34):7426-39. PMID: 21776967; PMCID: PMC3175028.
    25. Javidpour P, Korman TP, Shakya G, Tsai S. Structural and biochemical analyses of regio- and stereospecificities observed in a type II polyketide ketoreductase. Biochemistry. 2011 May 31; 50(21):4638-49. PMID: 21506596; PMCID: PMC3117988.
    26. Gago G, Diacovich L, Arabolaza A, Tsai S, Gramajo H. Fatty acid biosynthesis in actinomycetes. FEMS Microbiol Rev. 2011 May; 35(3):475-97. PMID: 21204864; PMCID: PMC3079561.
    27. Arabolaza A, Shillito ME, Lin TW, Diacovich L, Melgar M, Pham H, Amick D, Gramajo H, Tsai S. Crystal structures and mutational analyses of acyl-CoA carboxylase beta subunit of Streptomyces coelicolor. Biochemistry. 2010 Aug 31; 49(34):7367-76. PMID: 20690600; PMCID: PMC2927733.
    28. Khakshoor O, Lin AJ, Korman TP, Sawaya MR, Tsai S, Eisenberg D, Nowick JS. X-ray crystallographic structure of an artificial beta-sheet dimer. J Am Chem Soc. 2010 Aug 25; 132(33):11622-8. PMID: 20669960; PMCID: PMC2929266.
    29. Korman TP, Crawford JM, Labonte JW, Newman AG, Wong J, Townsend CA, Tsai S. Structure and function of an iterative polyketide synthase thioesterase domain catalyzing Claisen cyclization in aflatoxin biosynthesis. Proc Natl Acad Sci U S A. 2010 Apr 06; 107(14):6246-51. PMID: 20332208; PMCID: PMC2851968.
    30. Smith P, Zhou B, Ho N, Yuan YC, Su L, Tsai S, Yen Y. 2.6 A X-ray crystal structure of human p53R2, a p53-inducible ribonucleotide reductase . Biochemistry. 2009 Nov 24; 48(46):11134-41. PMID: 19728742; PMCID: PMC2844085.
    31. Crawford JM, Korman TP, Labonte JW, Vagstad AL, Hill EA, Kamari-Bidkorpeh O, Tsai S, Townsend CA. Structural basis for biosynthetic programming of fungal aromatic polyketide cyclization. Nature. 2009 Oct 22; 461(7267):1139-43. PMID: 19847268; PMCID: PMC2872118.
    32. Kurth DG, Gago GM, de la Iglesia A, Bazet Lyonnet B, Lin TW, Morbidoni HR, Tsai S, Gramajo H. ACCase 6 is the essential acetyl-CoA carboxylase involved in fatty acid and mycolic acid biosynthesis in mycobacteria. Microbiology. 2009 Aug; 155(Pt 8):2664-75. PMID: 19423629; PMCID: PMC2865140.
    33. Swamidass SJ, Azencott CA, Lin TW, Gramajo H, Tsai S, Baldi P. Influence relevance voting: an accurate and interpretable virtual high throughput screening method. J Chem Inf Model. 2009 Apr; 49(4):756-66. PMID: 19391629; PMCID: PMC2750043.
    34. Tsai S, Ames BD. Structural enzymology of polyketide synthases. Methods Enzymol. 2009; 459:17-47. PMID: 19362634; PMCID: PMC2873140.
    35. Smith P, Szu PH, Bui C, Liu HW, Tsai S. Structure and mutagenic conversion of E1 dehydrase: at the crossroads of dehydration, amino transfer, and epimerization. Biochemistry. 2008 Jun 17; 47(24):6329-41. PMID: 18491919; PMCID: PMC2782820.
    36. Ames BD, Korman TP, Zhang W, Smith P, Vu T, Tang Y, Tsai S. Crystal structure and functional analysis of tetracenomycin ARO/CYC: implications for cyclization specificity of aromatic polyketides. Proc Natl Acad Sci U S A. 2008 Apr 08; 105(14):5349-54. PMID: 18388203; PMCID: PMC2291100.
    37. Korman TP, Tan YH, Wong J, Luo R, Tsai S. Inhibition kinetics and emodin cocrystal structure of a type II polyketide ketoreductase. Biochemistry. 2008 Feb 19; 47(7):1837-47. PMID: 18205400; PMCID: PMC2263082.
    38. Smith S, Tsai S. The type I fatty acid and polyketide synthases: a tale of two megasynthases. Nat Prod Rep. 2007 Oct; 24(5):1041-72. PMID: 17898897; PMCID: PMC2263081.
    39. Zhang W, Ames BD, Tsai S, Tang Y. Engineered biosynthesis of a novel amidated polyketide, using the malonamyl-specific initiation module from the oxytetracycline polyketide synthase. Appl Environ Microbiol. 2006 Apr; 72(4):2573-80. PMID: 16597959; PMCID: PMC1449064.
    40. Lin TW, Melgar MM, Kurth D, Swamidass SJ, Purdon J, Tseng T, Gago G, Baldi P, Gramajo H, Tsai S. Structure-based inhibitor design of AccD5, an essential acyl-CoA carboxylase carboxyltransferase domain of Mycobacterium tuberculosis. Proc Natl Acad Sci U S A. 2006 Feb 28; 103(9):3072-7. PMID: 16492739; PMCID: PMC1413898.
    41. Smith P, Lin A, Szu PH, Liu HW, Tsai S. Biosynthesis of a 3,6-dideoxyhexose: crystallization and X-ray diffraction of CDP-6-deoxy-L-threo-D-glycero-4-hexulose-3-dehydrase (E1) for ascarylose biosynthesis. Acta Crystallogr Sect F Struct Biol Cryst Commun. 2006 Mar 01; 62(Pt 3):231-4. PMID: 16511309; PMCID: PMC2197195.
    42. Gago G, Kurth D, Diacovich L, Tsai S, Gramajo H. Biochemical and structural characterization of an essential acyl coenzyme A carboxylase from Mycobacterium tuberculosis. J Bacteriol. 2006 Jan; 188(2):477-86. PMID: 16385038; PMCID: PMC1347277.
    43. Korman TP, Hill JA, Vu TN, Tsai S. Structural analysis of actinorhodin polyketide ketoreductase: cofactor binding and substrate specificity. Biochemistry. 2004 Nov 23; 43(46):14529-38. PMID: 15544323; PMCID: PMC2263080.
    44. Diacovich L, Mitchell DL, Pham H, Gago G, Melgar MM, Khosla C, Gramajo H, Tsai S. Crystal structure of the beta-subunit of acyl-CoA carboxylase: structure-based engineering of substrate specificity. Biochemistry. 2004 Nov 09; 43(44):14027-36. PMID: 15518551.
      View in: PubMed
    45. Tsai S. A fine balancing act of type III polyketide synthase. Chem Biol. 2004 Sep; 11(9):1177-8. PMID: 15380178.
      View in: PubMed
    46. Watanabe K, Khosla C, Stroud RM, Tsai S. Crystal structure of an Acyl-ACP dehydrogenase from the FK520 polyketide biosynthetic pathway: insights into extender unit biosynthesis. J Mol Biol. 2003 Nov 28; 334(3):435-44. PMID: 14623185.
      View in: PubMed
    47. Tang Y, Tsai S, Khosla C. Polyketide chain length control by chain length factor. J Am Chem Soc. 2003 Oct 22; 125(42):12708-9. PMID: 14558809.
      View in: PubMed
    48. Keatinge-Clay AT, Shelat AA, Savage DF, Tsai S, Miercke LJ, O'Connell JD, Khosla C, Stroud RM. Catalysis, specificity, and ACP docking site of Streptomyces coelicolor malonyl-CoA:ACP transacylase. Structure. 2003 Feb; 11(2):147-54. PMID: 12575934.
      View in: PubMed
    49. Pan H, Tsai S, Meadows ES, Miercke LJ, Keatinge-Clay AT, O'Connell J, Khosla C, Stroud RM. Crystal structure of the priming beta-ketosynthase from the R1128 polyketide biosynthetic pathway. Structure. 2002 Nov; 10(11):1559-68. PMID: 12429097.
      View in: PubMed
    50. Lu H, Tsai S, Khosla C, Cane DE. Expression, site-directed mutagenesis, and steady state kinetic analysis of the terminal thioesterase domain of the methymycin/picromycin polyketide synthase. Biochemistry. 2002 Oct 22; 41(42):12590-7. PMID: 12379101.
      View in: PubMed
    51. Tsai S, Lu H, Cane DE, Khosla C, Stroud RM. Insights into channel architecture and substrate specificity from crystal structures of two macrocycle-forming thioesterases of modular polyketide synthases. Biochemistry. 2002 Oct 22; 41(42):12598-606. PMID: 12379102.
      View in: PubMed
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