Title:
CONJUGATES OF NUCLEIC ACIDS OR DERIVATIVES THEREOF AND CELLS, METHODS OF PREPARATION, AND USES THEREOF
Document Type and Number:
WIPO Patent Application WO/2023/143454
Kind Code:
A1
Abstract:
The present disclosure provides a conjugate of a nucleic acid or derivative thereof and a sortase. The present disclosure also provides a conjugate of a nucleic acid or derivative thereof and a cell, and a method of preparing such a conjugate mediated by a sortase. The present disclosure further provides a method of delivering a nucleic acid or derivative thereof to a cell, mediated by a sortase.
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Inventors:
LU ZHIKE (CN)
MA LIJIA (CN)
LIU YINGZHENG (CN)
MA LIJIA (CN)
LIU YINGZHENG (CN)
Application Number:
PCT/CN2023/073366
Publication Date:
August 03, 2023
Filing Date:
January 20, 2023
Export Citation:
Assignee:
UNIV WESTLAKE (CN)
International Classes:
C07K19/00; C12N9/52; C12Q1/68; C12Q1/6806
Domestic Patent References:
| WO2019213262A1 | 2019-11-07 | |||
| WO2018144813A1 | 2018-08-09 |
Foreign References:
| US20200002764A1 | 2020-01-02 |
Other References:
MOUNIR A. KOUSSA ET AL: "Protocol for sortase-mediated construction of DNA-protein hybrids and functional nanostructures", METHODS, vol. 67, no. 2, 1 May 2014 (2014-05-01), pages 134 - 141, XP055152789, ISSN: 1046-2023, DOI: 10.1016/j.ymeth.2014.02.020
TAN DERRICK JING YANG ET AL: "A modular approach to enzymatic ligation of peptides and proteins with oligonucleotides", CHEMICAL COMMUNICATIONS, vol. 57, no. 45, 1 January 2021 (2021-01-01), UK, pages 5507 - 5510, XP093042335, ISSN: 1359-7345, DOI: 10.1039/D1CC01348C
PRASAD V ET AL: "Oligonucleotides tethered to a short polyguanylic acid stretch are targeted to macrophages: Enhanced antiviral activity of a vesicular stomatitis virus-specific antisense oligonucleotide", ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, AMERICAN SOCIETY FOR MICROBIOLOGY, US, vol. 43, no. 11, 1 November 1999 (1999-11-01), pages 2689 - 2696, XP002391091, ISSN: 0066-4804
YUN GE ET AL: "'Expansion of the sortase-mediated labeling method for site-specific N-terminal labeling of cell surface proteins on living cells'", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 141, no. 5, 24 January 2019 (2019-01-24), pages 1833 - 1837, XP055726676, ISSN: 0002-7863, DOI: 10.1021/jacs.8b10286
DATABASE Geneseq [online] 17 September 2020 (2020-09-17), "Streptococcus pyogenes Sortase A, SEQ ID 37.", XP002809126, retrieved from EBI accession no. GSP:BIB10036 Database accession no. BIB10036
SHARMISHTHA SAMANTARAY ET AL: "Peptide−Sugar Ligation Catalyzed by Transpeptidase Sortase: A Facile Approach to Neoglycoconjugate Synthesis", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 130, no. 7, 1 February 2008 (2008-02-01), pages 2132 - 2133, XP055152725, ISSN: 0002-7863, DOI: 10.1021/ja077358g
PARK HYUNJOON ET AL: "Heparan sulfate proteoglycans (HSPGs) and chondroitin sulfate proteoglycans (CSPGs) function as endocytic receptors for an internalizing anti-nucleic acid antibody", SCIENTIFIC REPORTS, vol. 7, no. 1, 1 December 2017 (2017-12-01), pages 1 - 15, XP055864046, DOI: 10.1038/s41598-017-14793-z
JACOBITZ, A.W., KATTKE, M.D., WERESZCZYNSKI, J., CLUBB, R.T.: "Sortase Transpeptidases: Structural Biology and Catalytic Mechanism", ADV PROTEIN CHEM STRUCT BIOL, vol. 109, 2017, pages 223 - 264
PISHESHA, N.INGRAM, J.R.PLOEGH, H.L.: "Sortase A: A Model for Transpeptidation and Its Biological Applications", ANNU REV CELL DEV BIOL, vol. 34, 2018, pages 163 - 188
MAZMANIAN, S.K.LIU, G.JENSEN, E.R.LENOY, E.SCHNEEWIND, O.: "Staphylococcus aureus sortase mutants defective in the display of surface proteins and in the pathogenesis of animal infections", PROC NATL ACAD SCI USA, vol. 97, 2000, pages 5510 - 5515
SAMANTARAY, S.MARATHE, U.DASGUPTA, S.NANDICOORI, V.K.ROY, R.P.: "Peptide-sugar ligation catalyzed by transpeptidase sortase: a facile approach to neoglycoconjugate synthesis", JAM CHEM SOC, vol. 130, 2008, pages 2132 - 2133, XP055152725, DOI: 10.1021/ja077358g
BELLUCCI, J.J.BHATTACHARYYA, J.CHILKOTI, A.: "A noncanonical function of sortase enables site-specific conjugation of small molecules to lysine residues in proteins", ANGEW CHEM INT ED ENGL, vol. 54, 2015, pages 441 - 445
GLASGOW, J.E.SALIT, M.L.COCHRAN, J.R.: "In Vivo Site-Specific Protein Tagging with Diverse Amines Using an Engineered Sortase Variant", JAM CHEM SOC, vol. 138, 2016, pages 7496 - 7499, XP055576669, DOI: 10.1021/jacs.6b03836
CHEN, I.DORR, B.M.LIU, D.R.: "A general strategy for the evolution of bond-forming enzymes using yeast display", PROC NATL ACAD SCI USA, vol. 108, 2011, pages 11399 - 11404, XP055299966, DOI: 10.1073/pnas.1101046108
CHEN, L ET AL.: "Improved variants of SrtA for site-specific conjugation on antibodies and proteins with high efficiency", SCI REP, vol. 6, 2016, pages 31899
GE, Y: "Enzyme-Mediated Intercellular Proximity Labeling for Detecting Cell-Cell Interactions", JAM CHEM SOC, vol. 141, 2019, pages 1833 - 1837, XP055726676, DOI: 10.1021/jacs.8b10286
PODRACKY, C.J. ET AL.: "Laboratory evolution of a sortase enzyme that modifies amyloid-beta protein", NAT CHEM BIOL, vol. 17, 2021, pages 317 - 325, XP037378486, DOI: 10.1038/s41589-020-00706-1
BRADSHAW, W.J. ET AL.: "Molecular features of the sortase enzyme family", FEBS J, vol. 282, 2015, pages 2097 - 2114
LI, Q., REN, J., LIU, W., JIANG, G., HU, R.: "CpG Oligodeoxynucleotide Developed to Activate Primate Immune Responses Promotes Antitumoral Effects in Combination with a Neoantigen-Based mRNA Cancer Vaccine", DRUG DES DEVEL THER, vol. 15, 2021, pages 3953 - 3963
JULIANO, R.L.: "The delivery of therapeutic oligonucleotides", NUCLEIC ACIDS RES, vol. 44, 2016, pages 6518 - 6548, XP055491290, DOI: 10.1093/nar/gkw236
YANG, H.WANG, H.REN, J.CHEN, Q.CHEN, Z.J.: "cGAS is essential for cellular senescence", PROC NATL ACAD SCI USA, vol. 114, 2017, pages E4612 - E4620
KELL, A.M.GALE, M., JR.: "RIG-I in RNA virus recognition", VIROLOGY, vol. 479-480, 2015, pages 110 - 121
ROBERTS, T.C.LANGER, R.WOOD, M.J.A.: "Advances in oligonucleotide drug delivery", NAT REV DRUG DISCOV, vol. 19, 2020, pages 673 - 694, XP037256878, DOI: 10.1038/s41573-020-0075-7
KOLE, R.KRAINER, A.R.ALTMAN, S.: "RNA therapeutics: beyond RNA interference and antisense oligonucleotides", NAT REV DRUG DISCOV, vol. 11, 2012, pages 125 - 140
PARDI, N.HOGAN, M.J.PORTER, F.W.WEISSMAN, D.: "mRNA vaccines - a new era in vaccinology", NAT REV DRUG DISCOV, vol. 17, 2018, pages 261 - 279, XP037134891, DOI: 10.1038/nrd.2017.243
SHI, J ET AL.: "Engineered red blood cells as carriers for systemic delivery of a wide array of functional probes", PROC NATL ACAD SCI USA, vol. 111, 2014, pages 10131 - 10136, XP055189994, DOI: 10.1073/pnas.1409861111
STOECKIUS, M ET AL.: "Cell Hashing with barcoded antibodies enables multiplexing and doublet detection for single cell genomics", GENOME BIOL, vol. 19, 2018, pages 224, XP055702284, DOI: 10.1186/s13059-018-1603-1
MARTIN, M: "Cutadapt Removes Adapter Sequences From High-Throughput Sequencing Reads", EMBNET, vol. 17, 2011, XP055737194, DOI: 10.14806/ej.17.1.200
PARK, H ET AL.: "Heparan sulfate proteoglycans (HSPGs) and chondroitin sulfate proteoglycans (CSPGs) function as endocytic receptors for an internalizing anti-nucleic acid antibody", SCI REP, vol. 7, 2017, pages 14373, XP055864046, DOI: 10.1038/s41598-017-14793-z
TAN DERRICK JING YANG ET AL: "A modular approach to enzymatic ligation of peptides and proteins with oligonucleotides", CHEMICAL COMMUNICATIONS, vol. 57, no. 45, 1 January 2021 (2021-01-01), UK, pages 5507 - 5510, XP093042335, ISSN: 1359-7345, DOI: 10.1039/D1CC01348C
PRASAD V ET AL: "Oligonucleotides tethered to a short polyguanylic acid stretch are targeted to macrophages: Enhanced antiviral activity of a vesicular stomatitis virus-specific antisense oligonucleotide", ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, AMERICAN SOCIETY FOR MICROBIOLOGY, US, vol. 43, no. 11, 1 November 1999 (1999-11-01), pages 2689 - 2696, XP002391091, ISSN: 0066-4804
YUN GE ET AL: "'Expansion of the sortase-mediated labeling method for site-specific N-terminal labeling of cell surface proteins on living cells'", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 141, no. 5, 24 January 2019 (2019-01-24), pages 1833 - 1837, XP055726676, ISSN: 0002-7863, DOI: 10.1021/jacs.8b10286
DATABASE Geneseq [online] 17 September 2020 (2020-09-17), "Streptococcus pyogenes Sortase A, SEQ ID 37.", XP002809126, retrieved from EBI accession no. GSP:BIB10036 Database accession no. BIB10036
SHARMISHTHA SAMANTARAY ET AL: "Peptide−Sugar Ligation Catalyzed by Transpeptidase Sortase: A Facile Approach to Neoglycoconjugate Synthesis", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 130, no. 7, 1 February 2008 (2008-02-01), pages 2132 - 2133, XP055152725, ISSN: 0002-7863, DOI: 10.1021/ja077358g
PARK HYUNJOON ET AL: "Heparan sulfate proteoglycans (HSPGs) and chondroitin sulfate proteoglycans (CSPGs) function as endocytic receptors for an internalizing anti-nucleic acid antibody", SCIENTIFIC REPORTS, vol. 7, no. 1, 1 December 2017 (2017-12-01), pages 1 - 15, XP055864046, DOI: 10.1038/s41598-017-14793-z
JACOBITZ, A.W., KATTKE, M.D., WERESZCZYNSKI, J., CLUBB, R.T.: "Sortase Transpeptidases: Structural Biology and Catalytic Mechanism", ADV PROTEIN CHEM STRUCT BIOL, vol. 109, 2017, pages 223 - 264
PISHESHA, N.INGRAM, J.R.PLOEGH, H.L.: "Sortase A: A Model for Transpeptidation and Its Biological Applications", ANNU REV CELL DEV BIOL, vol. 34, 2018, pages 163 - 188
MAZMANIAN, S.K.LIU, G.JENSEN, E.R.LENOY, E.SCHNEEWIND, O.: "Staphylococcus aureus sortase mutants defective in the display of surface proteins and in the pathogenesis of animal infections", PROC NATL ACAD SCI USA, vol. 97, 2000, pages 5510 - 5515
SAMANTARAY, S.MARATHE, U.DASGUPTA, S.NANDICOORI, V.K.ROY, R.P.: "Peptide-sugar ligation catalyzed by transpeptidase sortase: a facile approach to neoglycoconjugate synthesis", JAM CHEM SOC, vol. 130, 2008, pages 2132 - 2133, XP055152725, DOI: 10.1021/ja077358g
BELLUCCI, J.J.BHATTACHARYYA, J.CHILKOTI, A.: "A noncanonical function of sortase enables site-specific conjugation of small molecules to lysine residues in proteins", ANGEW CHEM INT ED ENGL, vol. 54, 2015, pages 441 - 445
GLASGOW, J.E.SALIT, M.L.COCHRAN, J.R.: "In Vivo Site-Specific Protein Tagging with Diverse Amines Using an Engineered Sortase Variant", JAM CHEM SOC, vol. 138, 2016, pages 7496 - 7499, XP055576669, DOI: 10.1021/jacs.6b03836
CHEN, I.DORR, B.M.LIU, D.R.: "A general strategy for the evolution of bond-forming enzymes using yeast display", PROC NATL ACAD SCI USA, vol. 108, 2011, pages 11399 - 11404, XP055299966, DOI: 10.1073/pnas.1101046108
CHEN, L ET AL.: "Improved variants of SrtA for site-specific conjugation on antibodies and proteins with high efficiency", SCI REP, vol. 6, 2016, pages 31899
GE, Y: "Enzyme-Mediated Intercellular Proximity Labeling for Detecting Cell-Cell Interactions", JAM CHEM SOC, vol. 141, 2019, pages 1833 - 1837, XP055726676, DOI: 10.1021/jacs.8b10286
PODRACKY, C.J. ET AL.: "Laboratory evolution of a sortase enzyme that modifies amyloid-beta protein", NAT CHEM BIOL, vol. 17, 2021, pages 317 - 325, XP037378486, DOI: 10.1038/s41589-020-00706-1
BRADSHAW, W.J. ET AL.: "Molecular features of the sortase enzyme family", FEBS J, vol. 282, 2015, pages 2097 - 2114
LI, Q., REN, J., LIU, W., JIANG, G., HU, R.: "CpG Oligodeoxynucleotide Developed to Activate Primate Immune Responses Promotes Antitumoral Effects in Combination with a Neoantigen-Based mRNA Cancer Vaccine", DRUG DES DEVEL THER, vol. 15, 2021, pages 3953 - 3963
JULIANO, R.L.: "The delivery of therapeutic oligonucleotides", NUCLEIC ACIDS RES, vol. 44, 2016, pages 6518 - 6548, XP055491290, DOI: 10.1093/nar/gkw236
YANG, H.WANG, H.REN, J.CHEN, Q.CHEN, Z.J.: "cGAS is essential for cellular senescence", PROC NATL ACAD SCI USA, vol. 114, 2017, pages E4612 - E4620
KELL, A.M.GALE, M., JR.: "RIG-I in RNA virus recognition", VIROLOGY, vol. 479-480, 2015, pages 110 - 121
ROBERTS, T.C.LANGER, R.WOOD, M.J.A.: "Advances in oligonucleotide drug delivery", NAT REV DRUG DISCOV, vol. 19, 2020, pages 673 - 694, XP037256878, DOI: 10.1038/s41573-020-0075-7
KOLE, R.KRAINER, A.R.ALTMAN, S.: "RNA therapeutics: beyond RNA interference and antisense oligonucleotides", NAT REV DRUG DISCOV, vol. 11, 2012, pages 125 - 140
PARDI, N.HOGAN, M.J.PORTER, F.W.WEISSMAN, D.: "mRNA vaccines - a new era in vaccinology", NAT REV DRUG DISCOV, vol. 17, 2018, pages 261 - 279, XP037134891, DOI: 10.1038/nrd.2017.243
SHI, J ET AL.: "Engineered red blood cells as carriers for systemic delivery of a wide array of functional probes", PROC NATL ACAD SCI USA, vol. 111, 2014, pages 10131 - 10136, XP055189994, DOI: 10.1073/pnas.1409861111
STOECKIUS, M ET AL.: "Cell Hashing with barcoded antibodies enables multiplexing and doublet detection for single cell genomics", GENOME BIOL, vol. 19, 2018, pages 224, XP055702284, DOI: 10.1186/s13059-018-1603-1
MARTIN, M: "Cutadapt Removes Adapter Sequences From High-Throughput Sequencing Reads", EMBNET, vol. 17, 2011, XP055737194, DOI: 10.14806/ej.17.1.200
PARK, H ET AL.: "Heparan sulfate proteoglycans (HSPGs) and chondroitin sulfate proteoglycans (CSPGs) function as endocytic receptors for an internalizing anti-nucleic acid antibody", SCI REP, vol. 7, 2017, pages 14373, XP055864046, DOI: 10.1038/s41598-017-14793-z
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