IBC - 凃智傑

研究領域與專長

Manager of synthesis core facility (SCF), supporting users as follows:

Various synthesized biomolecules as research stuffs, for example:
Functional peptides;
Enzyme/lectin inhibitors;
Oligonucleotides and their bioconjugates;
Glycan related to viral/bacterial infections;
Tumor-associated carbohydrate antigens (TACAs);
Probes of metabolites in natural products biosynthesis;
Tools to study targets of interest in chemistry and biology;
Other tailor-made synthesized molecules.
High-end and well-maintained instruments including:
HPLC (Waters e2695, on-line reservation);
HPLC (Schimadzu Prominence-I LC-2030C 3D Plus, on-line reservation);
Polarimeter (JASCO P-2000, Na light source (589 nm) with temperature-controlled chip module, on-line reservation).

Organic synthesis:

Synthesis of natural product or bacterial metabolites; strategy development to label intermediate of interest; design and synthesis of wash-free fluorescent probe; synthesis and purification of oligonucleotide-peptide conjugates (OPC) with varied linkers.

Carbohydrate chemistry:

Synthesis and characterization of well-patterned sulfated sugars; Immobilization and NMR characterization of well-defined sulfated glycans on polyacrylic acid (PAA); Structure-guided synthesis of galectin inhibitors; Incorporation of BODIPY to thiodigalactoside as the fluorescent polarization (FP) probe for galectin binding assay: a better probe with bio-compatible, lifetime, stability and could be applied for cell-based experiments.

Laboratory design:

This is more like personal interest and I have managed labs for two PIs and involved in design and renovation of three labs.

學經歷

2002 – 2006 博士, 化學系所, 國立台灣師範大學
1997 – 2001 學士, 化學系, 國立台灣師範大學

2020 – 迄今研究助技師, 合成核心設施, 中研院生化所
2016 – 2020 專案經理,中研院生化所
2016 – 2016 訪問博士後研究員, Centennial Centre of Interdisciplinary Science (CCIS), 加拿大雅伯達大學
2007 – 2016 博士後研究員, 中研院生化所

主要著作

Selection of Galectin-3 Ligands Derived from Genetically Encorded Glycopeptide Libraries.
Vinals, D. F.; Kitov, P. I.; Tu, Z. ; Zou, C.; Cairo, C. W.; Lin, C.-H. and Derda, R.*
Peptide Sci. (2019)

Dissecting the Structure–Activity Relationship of Galectin–Ligand Interactions.
Chan, Y.-C. ^†; Lin, H.-Y. ^†; Tu, Z. ^†; Kuo, Y.-H.; Hsu, Danny S.-T. and Lin, C.-H.*
(^† Authors contributed equally to this work)
Int. J. Mol. Sci. (2018)

Dual Thio-digalactoside-binding Modes of Human Galectins as the Structural Basis for the Design of Potent and Selective Inhibitors.
Lin, H.-Y.; Hsieh, T.-Y.; Tu, Z.; Chien, C.-T.; Huang, B.-S.; Wu, S.-C. and Lin, C.-H.*
Scientific Reports (2016)

Expeditious Synthesis of Orthogonally Protected Saccharides through Consecutive Protection/Glycosylation Steps.
Tu, Z.; Liu, P.-K.; Wu, M.-C. and Lin, C.-H.*
Israel J. Chem. (2015)

Development of Fucosyltransferase and Fucosidase Inhibitors.
Tu, Z.; Lin, Y.-N. and Lin, C.-H.*
Chem. Soc. Rev. (2013)

Synthesis and Characterization of Sulfated Galβ-1,3/4-GlcNAc Disaccharides via Consecutive Protection/Glycosylation Steps.
Tu, Z.; Hsieh, H.-W.; Tsai, C.-M.; Hsu, C.-W.; Wang, S.-G.; Wu, K.-J.; Lin, K.-I* and Lin, C.-H.*
Chem. Asian J. (2013)

Rapid Synthesis of Oligomannosides with Orthogonally Protected Monosaccharides.
Chang, S.-M.; Tu, Z.; Jan, H.-M.; Pan, C.-F. and Lin, C.-H.*
Chem. Commum. (2013)

Straightforward and Highly Efficient Catalyst-Free Regioselective Reaction of Thiol to β-Nitrostyrene: A Concise Synthesis of Vinyl Sulfide and Nitro Sulfide.
Chu, C.-M. ^†; Tu, Z.^†; Wu, P.; Wang, C.-C.; Liu, J.-T.; Kuo, C.-W.; Shin, Y.-H. and Yao, C.-F.*
(^† Authors contributed equally to this work)
Tetrahedron (2009)

An Efficient Method for the Synthesis of α-Arylated Nitroalkanes and α-Arylated Hydroximoyl Chlorides Mediated by AlCl₃.
Tu, Z.; Raju, B. R.; Liou, T.-R.; Kavala, V.; Kuo, C.-W.; Jang, Y.; Shih, Y.-H.; Wang, C.-C. and Yao, C.-F.*
Tetrahedron (2009)

An Investigation of the Reaction of 2-Aminobenzaldehyde Derivatives with Conjugated Nitro-olefins: An Easy and Efficient Synthesis of 3-Nitro-1,2-dihydroquinolines and 3-Nitroquinolines.
Yan, M.-C.; Tu, Z.; Lin, C.; Ko, S.; Hsu, J. and Yao, C.-F.*
J. Org. Chem. (2004)

著作列表

Lee YK, Chang WC, Prakash E, Peng YJ, (Tu ZJ), Lin CH, Hsu PH*, Chang CF* (2022-02) Viruses-Basel 14(2), 330 "Carbohydrate Ligands for COVID-19 Spike Proteins."
Renata S, Verma N, (Tu Z), Pan RL, Hofmann M, Lin CH* (2021-05) Chemosensors 9(5), 92 "Development of a Tri-Functional Nanoprobe for Background-Free SERS Detection of Sialic Acid on the Cell Surface"
Lin HY, Chen CY, Lin TC, Yeh LF, Hsieh WC, Gao S, Burnouf PA, Chen BM, Hsieh TJ, Dashnyam P, Kuo YH, (Tu Z), Roffler SR*, Lin CH* (2021-03) Communications Biology 4(1), 280 "Entropy-driven binding of gut bacterial β-glucuronidase inhibitors ameliorates irinotecan-induced toxicity."
Verma N, (Tu Z), Lu MS, Liu SH, Renata S, Phang R, Liu PK, Ghosh B, Lin CH* (2021-01) The Journal of Organic Chemistry 86(1), 892-916 "Threshold of Thioglycoside Reactivity Difference Is Critical for Efficient Synthesis of Type I Oligosaccharides by Chemoselective Glycosylation."
Dashnyam P, Lin HY, Chen CY, Gao S, Yeh LF, Hsieh WC, (Tu Z), Lin CH* (2020-05) J. Med. Chem. 63(9), 4617-4627 "Substituent Position of Iminocyclitols Determines the Potency and Selectivity for Gut Microbial Xenobiotic-reactivating Enzymes."
Vinals DF, Kitov PI, (Tu Z), Zou C, Cairo CW, Lin CH, Derda R* (2019-01) Peptide Sci. 111(1), e24097 "Selection of Galectin-3 Ligands Derived from Genetically Encorded Glycopeptide Libraries."
Chan YC^†, Lin HY^†, (Tu Z^†), Kuo YH, Hsu STD, Lin CH* (2018-01) Int. J. Mol. Sci. 19(2), 392-411 "Dissecting the Structure–Activity Relationship of Galectin–Ligand Interactions."
Lin HY, Hsieh TY, (Tu Z), Chien CT, Huang BS, Wu SC, Lin CH* (2016-07) Scientific Reports 6, 29457 "Dual Thio-digalactoside-binding Modes of Human Galectins as the Structural Basis for the Design of Potent and Selective Inhibitors."
Jan HM, Chen YC, Shih YY, Huang YC, (Tu Z), Ingle AB, Liu SW, Wu MS, Gervay-Hague J, Mong KT, Chen YR, Lin CH* (2016) Chem. Sci. 7, 6208-6216 "Metabolic Labeling of Cholesteryl Glucosides in Helicobacter Pylori Reveals How the Uptake of Human Lipids Enhances Bacterial Virulence."
Cheng CW, Chou CC, Hsieh HW, (Tu Z), Lin CH, Nycholat C, Fukuda M, Khoo KH* (2015-06) Anal. Chem. 87(12), 6380-6388 "Efficient Mapping of Sulfated Glycotopes by Negative Ion Mode NanoLC-MS/MS-based Sulfoglycomic Analysis of Permethylated Glycans."
Hsieh TJ, Lin HY, (Tu Z), Huang BS, Wu SC, Lin CH* (2015-05) PLoS ONE 10(5), e0125946 "Structure Basis Underlying the Binding Preference of Human Galectins-1, -3 and -7 for Galβ1-3/4GlcNAc."
(Tu Z), Liu PK, Wu MC, Lin CH* (2015-04) Israel J. Chem. 55(3-4), 325-335 "Expeditious Synthesis of Orthogonally Protected Saccharides through Consecutive Protection/Glycosylation Steps."
Lin JCY, Chou CC, (Tu Z), Yeh LF, Wu SC, Khoo KH, Lin CH* (2014-08) J. Proteome Res. 13(8), 3523-3529 "Characterization of Protein Serotonylation via Bioorthogonal Labeling and Enrichment."
(Tu Z), Hsieh HW, Tsai CM, Hsu CW, Wang SG, Wu KJ, Lin KI*, Lin CH* (2013-07) Chem. Asian J. 8(7), 1536-1550 "Synthesis and Characterization of Sulfated Galβ-1,3/4-GlcNAc Disaccharides via Consecutive Protection/Glycosylation Steps."
(Tu Z), Lin YN, Lin CH* (2013-05) Chem. Soc. Rev. 42(10), 4459-4475 "Development of Fucosyltransferase and Fucosidase Inhibitors."
Chang SM, (Tu Z), Jan HM, Pan CF, Lin CH* (2013-05) Chem. Commum. 49(39), 4265-4267 "Rapid Synthesis of Oligomannosides with Orthogonally Protected Monosaccharides."
Tsai CM, Guan CH, Hsieh HW, Hsu TL, (Tu Z), Wu KJ, Lin CH*, Lin KI* (2011-08) J. Immunol. 187(4), 1643-1652 "Galectin-1 and Galectin-8 Have Redundant Roles in Promoting Plasma Cell Formation."
Chu CM^†, (Tu Z^†), Wu P, Wang CC, Liu JT, Kuo CW, Shin YH, Yao CF* (2009-05) Tetrahedron 65(19), 3878-3885 "Straightforward and Highly Efficient Catalyst-Free Regioselective Reaction of Thiol to β-Nitrostyrene: A Concise Synthesis of Vinyl Sulfide and Nitro Sulfide."
(Tu Z), Raju BR, Liou TR, Kavala V, Kuo CW, Jang Y, Shih YH, Wang CC, Yao CF* (2009-03) Tetrahedron 65(12), 2436-2442 "An Efficient Method for the Synthesis of α-Arylated Nitroalkanes and α-Arylated Hydroximoyl Chlorides Mediated by AlCl₃."
Gao S, (Tu Z), Kuo CW, Liu JT, Chu CM, Yao CF* (2006-08) Org. Biomol. Chem. 4(15), 2851-2857 "Efficient Conversion of Nitronate into Nitrile Oxide Using Cyanuric Chloride. One-Pot Synthesis of Bicycles Isoxazolines and Isoxazoles from Nitroalkenes."
(Tu Z), Lin C, Jang Y, Jang YJ, Ko S, Fang H, Liu JT, Yao CF* (2006-08) Tetrahedron Lett. 47(34), 6133-6137 "One-Pot Synthesis of Malononitriles by Free Radical Reactions of Ylidenemalononitrile with Et3B and Iodoalkane in a Water-ether Biphase Medium."
Lin C, Fang H, (Tu Z), Liu JT, Yao CF* (2006-08) J. Org. Chem. 71(17), 6588-6591 "Stereoselective Three-Component Synthesis of trans-endo-Decahydroquinlin-4-one Derivatives from Aldehydes, Aniline, and Acetylcyclohexene."
Ko S, Lin C, (Tu Z), Wang YF, Wang CC, Yao CF* (2006-01) Tetrahedron Lett. 47(4), 487-492 "CAN and Iodine-Catalyzed Reaction of Indole or 1-Methylindole with α, β-Unsaturated Ketone and Aldehyde."
Lin C, Hsu J, Sastry MNV, Fang H, (Tu Z), Liu JT, Yao CF* (2005-12) Tetrahedron 61(49), 11751-11757 "I₂-Catalyzed Michael Addition of Indole and Pyrrole to Nitroolefins."
(Tu Z), Jang Y, Lin C, Liu JT, Hsu J, Sastry MNV, Yao CF* (2005-10) Tetrahedron 61(44), 10541-10551 "The Study of Reaction Mechanism for the Transformation of Nitronate into Nitrile by Phosphorus Trichloride."
Yan MC, (Tu Z), Lin C, Ko S, Hsu J, Yao CF* (2004-03) J. Org. Chem. 69(5), 1565-1570 "An Investigation of the Reaction of 2-Aminobenzaldehyde Derivatives with Conjugated Nitro-olefins: An Easy and Efficient Synthesis of 3-Nitro-1,2-dihydroquinolines and 3-Nitroquinolines."
Yan MC, (Tu Z), Lin C, Yao CF* (2002-10) Tetrahedron Lett. 43(44), 7991-7994 "An Easy and Efficient method for the Synthesis of Hydroximoyl Chloride from Nitro Olefin and Silyl Enol Ether."
Yan MC, Jang YJ, Kuo WY, (Tu Z), Shen KH, Cuo TS, Ueng CH, Yao CF* (2002) Heterocycles 57(6), 1033-1048 "The Synthesis of 2,2-Disubstituted-3-nitrochromenes from Salicylaldehyde and 2,2-Disubstituted-1-nitroalkenes."