JPWO2020072907A5 - - Google Patents

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JPWO2020072907A5
JPWO2020072907A5 JP2021518542A JP2021518542A JPWO2020072907A5 JP WO2020072907 A5 JPWO2020072907 A5 JP WO2020072907A5 JP 2021518542 A JP2021518542 A JP 2021518542A JP 2021518542 A JP2021518542 A JP 2021518542A JP WO2020072907 A5 JPWO2020072907 A5 JP WO2020072907A5
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composition
group
peptide
substituted
solid support
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Priority claimed from PCT/US2019/054702 external-priority patent/WO2020072907A1/en
Publication of JP2022504225A publication Critical patent/JP2022504225A/en
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Claims (20)

式（Ｉ）を含む共役基であって、
Figure 2020072907000001
式中、
Ｘ１が、（ｉ）置換もしくは非置換のアレーン、または（ｉｉ）置換もしくは非置換のヘテロアレーンであり、
Ｙ１が、少なくとも１つの水素、または少なくとも１つの電子吸引性基であり、
Ｒが、Ｘ １ を固体支持体に結合するように構成されているリンカーである、
共役基
を含む、組成物。 A conjugated group comprising formula (I),
Figure 2020072907000001
During the ceremony,
X 1 is (i) a substituted or unsubstituted arene or (ii) a substituted or unsubstituted heteroarene;
Y 1 is at least one hydrogen or at least one electron-withdrawing group;
R is a linker configured to attach X 1 to a solid support;
A composition comprising a conjugate group. Ｒが、前記固体支持体に結合したカルボニルを含む、請求項１に記載の組成物。 2. The composition of claim 1, wherein R comprises a carbonyl attached to said solid support . 前記固体支持体が樹脂またはビーズを含む、請求項１に記載の組成物。 2. The composition of claim 1 , wherein said solid support comprises a resin or beads. 前記固相支持体をさらに含む、請求項１に記載の組成物。 2. The composition of claim 1, further comprising said solid phase support . Ｙ１が前記少なくとも１つの電子吸引性基である、請求項１に記載の組成物。 2. The composition of claim 1 , wherein Y1 is said at least one electron-withdrawing group. Ｙ１が、アミノ、シアノ、ハロ、ヒドロキシ、ニトロ、または式：－［Ｎ（Ｒａ）（Ｒｂ）（Ｒｃ）］ ＋の基であり、式中、Ｒａ、Ｒｂ、およびＲｃが、各々独立して、水素、および置換されていてもよいＣ １ ～Ｃ ８ アルキルより選択される、請求項１に記載の組成物。 Y 1 is amino, cyano, halo, hydroxy, nitro, or a group of the formula: - [ N(R a )(R b )(R c ) ] + where R a , R b , and R The composition of claim 1 , wherein each c is independently selected from hydrogen and optionally substituted C 1 -C 8 alkyl. 前記共役基が、以下：
Figure 2020072907000002
からなる群より選択される構造を含む、請求項１に記載の組成物。 wherein said conjugated group is:
Figure 2020072907000002
2. The composition of claim 1 , comprising a structure selected from the group consisting of: 前記共役基が、以下：
Figure 2020072907000003
を含む、請求項７に記載の組成物。 wherein said conjugated group is:
Figure 2020072907000003
8. The composition of claim 7 , comprising : Ｒが、ポリペプチド、ポリエチレングリコール、ポリアミド、ヘテロ環、またはそれらの任意の組み合わせを含む、請求項１に記載の組成物。 2. The composition of Claim 1 , wherein R comprises a polypeptide, polyethylene glycol, polyamide, heterocycle, or any combination thereof. Ｒが、前記固体支持体のアミン基に結合している、請求項１に記載の組成物。 2. The composition of claim 1 , wherein R is attached to an amine group of said solid support. 前記共役基が、ペプチドのＮ末端アミノ酸に結合するように構成されている、請求項１に記載の組成物。 2. The composition of claim 1, wherein said conjugating group is configured to bind to the N-terminal amino acid of a peptide . 前記共役基が、前記ペプチドの前記Ｎ末端アミノ酸に可逆的に結合するように構成されている、請求項１１に記載の組成物。 12. The composition of claim 11, wherein said conjugating group is configured to reversibly bind to said N-terminal amino acid of said peptide . 前記共役基が、前記ペプチドの前記Ｎ末端アミノ酸に結合して、以下を含む構造を生成するように構成されている、請求項１１に記載の組成物：
Figure 2020072907000004
式中、
Ｘ １ が、前記置換もしくは非置換のアレーン、または置換もしくは非置換のヘテロアレーンであり、
Ｙ １ が、前記少なくとも１つの水素、または前記少なくとも１つの電子吸引性基であり、
Ｒ １ が、前記ペプチドの前記Ｎ末端アミノ酸の側鎖であり、
Ｒ ２ が、前記ペプチドの追加のアミノ酸を含む。 12. The composition of claim 11, wherein said conjugating group is configured to bind to said N-terminal amino acid of said peptide to produce a structure comprising:
Figure 2020072907000004
During the ceremony,
X 1 is the substituted or unsubstituted arene or substituted or unsubstituted heteroarene,
Y 1 is the at least one hydrogen or the at least one electron-withdrawing group;
R 1 is a side chain of said N-terminal amino acid of said peptide;
R2 comprises additional amino acids of said peptide . 以下の工程を含む、方法：
（ａ）式（Ｉ）：
Figure 2020072907000005
（式中、
Ｘ １ が、（ｉ）置換もしくは非置換のアレーン、または（ｉｉ）置換もしくは非置換のヘテロアレーンであり、
Ｙ １ が、少なくとも１つの水素、または少なくとも１つの電子吸引性基であり、
Ｒが、Ｘ １ を固体支持体に結合するように構成されているリンカーである。）
を含む共役基を含む組成物を提供する工程、
（ｂ）ペプチドを含む試料を前記組成物に接触させ、それにより前記ペプチドを前記組成物の前記共役基に結合させる工程。 A method comprising the steps of:
(a) Formula (I):
Figure 2020072907000005
(In the formula,
X 1 is (i) a substituted or unsubstituted arene or (ii) a substituted or unsubstituted heteroarene;
Y 1 is at least one hydrogen or at least one electron-withdrawing group;
R is a linker configured to attach X1 to a solid support . )
providing a composition comprising a conjugated group comprising
(b) contacting a sample containing a peptide with said composition, thereby binding said peptide to said conjugate group of said composition ; 前記共役基に結合していない種を前記組成物から分離することをさらに含む、請求項１４に記載の方法。 15. The method of claim 14, further comprising separating species not bound to said conjugate group from said composition . （ｃ）前記ペプチドを前記共役基から逆転剤で切り離す工程をさらに含む、請求項１４に記載の方法。 15. The method of claim 14, further comprising (c) cleaving said peptide from said conjugation group with a reversing agent . 前記逆転剤が、ヒドラジン、オキシム、メトキシルアミン、アンモニア、トリフルオロ酢酸（ＴＦＡ）、またはアニリンを含む、請求項１６に記載の方法。 17. The method of claim 16, wherein the reversing agent comprises hydrazine, oxime, methoxylamine, ammonia, trifluoroacetic acid (TFA), or aniline . 前記ペプチドが、前記試料中に１０ナノモル以下の濃度で存在する、請求項１４に記載の方法。 15. The method of claim 14, wherein said peptide is present in said sample at a concentration of 10 nanomolar or less . 前記組成物の前記固体支持体がバーコードを含む、請求項１４に記載の方法。 15. The method of claim 14, wherein said solid support of said composition comprises a barcode . 前記バーコードを同定し、それにより前記ペプチドが由来する前記試料または前記ペプチドが由来する細胞を決定することをさらに含む、請求項１９に記載の方法。 20. The method of claim 19, further comprising identifying the barcode and thereby determining the sample from which the peptide is derived or the cell from which the peptide is derived .
JP2021518542A 2018-10-05 2019-10-04 Methods of capturing and releasing N-terminal peptides in the solid phase Pending JP2022504225A (en)

Applications Claiming Priority (5)

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US201862741833P 2018-10-05 2018-10-05
US62/741,833 2018-10-05
US201962879735P 2019-07-29 2019-07-29
US62/879,735 2019-07-29
PCT/US2019/054702 WO2020072907A1 (en) 2018-10-05 2019-10-04 Solid-phase n-terminal peptide capture and release

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EP (1) EP3861009A4 (en)
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CN (1) CN113015740A (en)
AU (1) AU2019355579A1 (en)
CA (1) CA3117476A1 (en)
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WO2022202312A1 (en) * 2021-03-23 2022-09-29 デンカ株式会社 Insoluble particles, kit for measuring target antigen or for measuring target antibody, method for measuring target antigen or target antibody, and method for producing insoluble particles
WO2022251419A1 (en) * 2021-05-26 2022-12-01 Board Of Regents, The University Of Texas System Methods and systems for single cell protein analysis
CN117813506A (en) * 2021-05-26 2024-04-02 德克萨斯大学系统董事会 Compositions, methods and uses of conjugated biomolecular barcodes
WO2024076928A1 (en) 2022-10-03 2024-04-11 Erisyon Inc. Fluorophore-polymer conjugates and uses thereof

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US6339147B1 (en) * 1999-07-29 2002-01-15 Epoch Biosciences, Inc. Attachment of oligonucleotides to solid supports through Schiff base type linkages for capture and detection of nucleic acids
AU2002367839A1 (en) * 2001-07-16 2003-11-17 Hk Pharmaceuticals, Inc. Capture compounds, collections thereof and methods for analyzing the proteome and complex compositions
WO2003087839A1 (en) * 2002-04-04 2003-10-23 Xzillion Gmbh & Co. Kg Method for characterising analytes
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EP2226637A1 (en) * 2009-03-04 2010-09-08 Centre National de la Recherche Scientifique (CNRS) Cross-linking agents on solid medium
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