JPWO2019182766A5 - - Google Patents

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JPWO2019182766A5
JPWO2019182766A5 JP2020550780A JP2020550780A JPWO2019182766A5 JP WO2019182766 A5 JPWO2019182766 A5 JP WO2019182766A5 JP 2020550780 A JP2020550780 A JP 2020550780A JP 2020550780 A JP2020550780 A JP 2020550780A JP WO2019182766 A5 JPWO2019182766 A5 JP WO2019182766A5
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上述の一部のさらにより具体的な実施形態では、Ｍ1もしくはＭ2、またはそれらの両方は、出現毎に独立して、ジメチルアミノスチルベン、キナクリドン、フルオロフェニル－ジメチル－ＢＯＤＩＰＹ、ｈｉｓ－フルオロフェニル－ＢＯＤＩＰＹ、アクリジン、テリレン、セキシフェニル、ポルフィリン、ベンゾピレン（フルオロフェニル－ジメチル－ジフルオロボラ－ジアザ－インダセン）フェニル、（ビス－フルオロフェニル－ジフルオロボラ－ジアザ－インダセン）フェニル、クアテルフェニル、ビ－ベンゾチアゾール、ター－ベンゾチアゾール、ビ－ナフチル、ビ－アントラシル、スクアライン、スクアリリウム、９，１０－エチニルアントラセンまたはター－ナフチル部分である。他の実施形態では、Ｍ1もしくはＭ2、またはそれらの両方は、出現毎に独立して、ｐ－ターフェニル、ペリレン、アゾベンゼン、フェナジン、フェナントロリン、アクリジン、チオキサンテン、クリセン、ルブレン、コロネン、シアニン、ペリレンイミドもしくはペリレンアミド、またはそれらの誘導体である。さらにより多くの実施形態では、Ｍ1もしくはＭ2、またはそれらの両方は、出現毎に独立して、クマリン色素、レゾルフィン色素、ジピロメテンボロンジフルオリド色素、ルテニウムビピリジル色素、エネルギー移動色素、チアゾールオレンジ色素、ポリメチンまたはＮ－アリール－１，８－ナフタルイミド色素である。ある種の実施形態では、Ｍ1およびＭ2は、出現毎に独立して、ホウ素－ジピロメテン、ローダミン、シアニン、ピレン、ペリレン、ペリレンモノイミドもしくは６－ＦＡＭ、またはそれらの誘導体である。
上述のいずれかのさらにより多くの実施形態では、Ｍ1は、出現毎に、同じである。他の実施形態では、Ｍ1はそれぞれ、異なる。さらにより多くの実施形態では、１つまたは複数のＭ1は同じであり、１つまたは複数のＭ1は異なる。
 In some even more specific embodiments of the above, M 1 or M 2 , or both, independently at each occurrence, are dimethylaminostilbene, quinacridone, fluorophenyl-dimethyl-BODIPY, his-fluorophenyl. -BODIPY, acridine, terylene, sexiphenyl, porphyrin, benzopyrene (fluorophenyl-dimethyl-difluorobora-diaza-indacene) phenyl, (bis-fluorophenyl-difluorobora-diaza-indacene) phenyl, quaterphenyl, bi-benzothiazole , ter-benzothiazole, bi-naphthyl, bi-anthracil, squaraine, squarylium, 9,10-ethynylanthracene or ternaphthyl moiety. In other embodiments, M 1 or M 2 , or both, independently at each occurrence, are p-terphenyl, perylene, azobenzene, phenazine, phenanthroline, acridine, thioxanthene , chrysene, rubrene, coronene, cyanine. , perylene imide or perylene amide, or derivatives thereof. In still more embodiments, M 1 or M 2 , or both, independently at each occurrence, are coumarin dyes, resorufin dyes, dipyrromethene boron difluoride dyes, ruthenium bipyridyl dyes, energy transfer dyes, thiazole Orange dye, polymethine or N-aryl-1,8-naphthalimide dye. In certain embodiments, M 1 and M 2 are independently at each occurrence boron-dipyrromethene, rhodamine, cyanine, pyrene, perylene, perylene monoimide or 6-FAM, or a derivative thereof.
In even more embodiments of any of the above, M 1 is the same on each occurrence. In other embodiments, each M 1 is different. In even more embodiments, one or more M 1 are the same and one or more M 1 are different.

Claims (18)

以下の構造（Ｉ）を有する化合物またはその立体異性体、塩もしくは互変異性体。
(I)

（式中、
Ｍ1およびＭ2は、出現毎に独立して、蛍光性または発色性の発色団であり、ただし、Ｍ1およびＭ2の少なくとも１つは、ＦＲＥＴドナーであり、Ｍ1およびＭ2のうちのもう１つは、対応するＦＲＥＴアクセプターであることを条件とし、
（Ａ）Ｍ1もしくはＭ2、またはそれらの両方が、出現毎に独立して、ジメチルアミノスチルベン、キナクリドン、フルオロフェニル－ジメチル－ＢＯＤＩＰＹ、ｂｉｓ－フルオロフェニル－ＢＯＤＩＰＹ、アクリジン、テリレン、セキシフェニル、ポルフィリン、ベンゾピレン、（フルオロフェニル－ジメチル－ジフルオロボラ－ジアザ－インダセン）フェニル、（ビス－フルオロフェニル－ジフルオロボラ－ジアザ－インダセン）フェニル、クアテルフェニル、ビ－ベンゾチアゾール、ター－ベンゾチアゾール、ビ－ナフチル、ビ－アントラシル、スクアライン、スクアリリウム、９，１０－エチニルアントラセンもしくはター－ナフチル部分であるか、
（Ｂ）Ｍ1もしくはＭ2、またはそれらの両方が、出現毎に独立して、ｐ－ターフェニル、ペリレン、アゾベンゼン、フェナジン、フェナントロリン、アクリジン、チオキサンテン、クリセン、ルブレン、コロネン、シアニン、ペリレンイミドもしくはペリレンアミドであるか、
（Ｃ）Ｍ1もしくはＭ2、またはそれらの両方が、出現毎に独立して、クマリン色素、レゾルフィン色素、ジピロメテンボロンジフルオリド色素、ルテニウムビピリジル色素、チアゾールオレンジ色素、ポリメチンもしくはＮ－アリール－１，８－ナフタルイミド色素であるか、
（Ｄ）Ｍ1およびＭ2が、出現毎に独立して、ホウ素－ジピロメテン、ローダミン、シアニン、ピレン、ペリレン、ペリレンモノイミドもしくは６－ＦＡＭであるか、または
（Ｅ）Ｍ1およびＭ2が、出現毎に独立して、以下の構造：
のうちの１つを有し、
Ｌ1は、出現毎に独立して、アルキレンまたはヘテロアルキレンリンカーであり、
Ｌ2およびＬ3は、出現毎に独立して、アルキレン、アルケニレン、アルキニレン、ヘテロアルキレン、ヘテロアルケニレン、ヘテロアルキニレンまたはヘテロ原子リンカーであり、
Ｌ4は、出現毎に独立して、アルキレンまたはヘテロアルキレンリンカーであり、
Ｒ1は、出現毎に独立して、Ｈ、アルキルまたはアルコキシであり、
Ｒ2およびＲ3は、それぞれ独立して、Ｈ、ＯＨ、ＳＨ、アルキル、アルコキシ、アルキルエーテル、ヘテロアルキル、－ＯＰ（＝Ｒa）（Ｒb）Ｒc、またはＱであり、
Ｒ4は、出現毎に独立して、ＯＨ、ＳＨ、Ｏ-、Ｓ-、ＯＲdまたはＳＲdであり、
Ｒ5は、出現毎に独立して、オキソ、チオキソであるか、または存在せず、
Ｒaは、ＯまたはＳであり、
Ｒbは、ＯＨ、ＳＨ、Ｏ-、Ｓ-、ＯＲdまたはＳＲdであり、
Ｒcは、ＯＨ、ＳＨ、Ｏ-、Ｓ-、ＯＲd、ＯＬ’、ＳＲd、アルキル、アルコキシ、ヘテロアルキル、ヘテロアルコキシ、アルキルエーテル、アルコキシアルキルエーテル、ホスフェート、チオホスフェート、ホスホアルキル、チオホスホアルキル、ホスホアルキルエーテルまたはチオホスホアルキルエーテルであり、
Ｒdは、対イオンであり、
Ｑは、出現毎に独立して、スルフヒドリル、ジスルフィド、活性化エステル、イソチオシアネート、アジド、アルキン、アルケン、ジエン、求ジエン体、酸ハロゲン化物、ハロゲン化スルホニル、ホスフィン、α－ハロアミド、ビオチン、アミノまたはマレイミド官能基を含む部分であり、
Ｌ’は、出現毎に独立して、Ｑ、標的指向性部分、分析対象分子、固体支持体、固体支持体残基、ヌクレオシドまたは構造（Ｉ）のさらなる化合物へのヘテロアルキレンリンカーであり、
ｍは、出現毎に独立して、０～１０の整数であり、
ｎは、１～１００の整数であり、
ただし、Ｍ1およびＭ2が、フルオレセイン、ピレンおよびペリレン発色団から選択される場合、出現するＬ4の少なくとも１つは、ヘテロアルキレンであるか、または出現するｍの少なくとも１つは０であることを条件とする） A compound having the following structure (I) or a stereoisomer, salt or tautomer thereof.
(I)

(In the formula,
M 1 and M 2 are independently at each occurrence a fluorescent or chromogenic chromophore, with the proviso that at least one of M 1 and M 2 is a FRET donor; The other is a corresponding FRET acceptor,
(A) M 1 or M 2 , or both, independently at each occurrence, dimethylaminostilbene, quinacridone, fluorophenyl-dimethyl-BODIPY, bis-fluorophenyl-BODIPY, acridine, terylene, sexiphenyl, porphyrin, Benzopyrene, (fluorophenyl-dimethyl-difluorobora-diaza-indacene) phenyl, (bis-fluorophenyl-difluorobora-diaza-indacene) phenyl, quaterphenyl, bi-benzothiazole, ter-benzothiazole, be-naphthyl, be-anthracil, squaraine, squarylium, 9,10-ethynylanthracene or ternaphthyl moiety;
(B) M 1 or M 2 , or both, independently at each occurrence, p-terphenyl, perylene, azobenzene, phenazine, phenanthroline, acridine, thioxanthene , chrysene, rubrene, coronene, cyanine, peryleneimide or Is it perylene amide?
(C) M 1 or M 2 , or both, independently at each occurrence, are coumarin dyes, resorufin dyes, dipyrromethene boron difluoride dyes, ruthenium bipyridyl dyes, thiazole orange dyes, polymethine or N-aryl- Is it a 1,8-naphthalimide dye?
(D) M 1 and M 2 are, independently at each occurrence, boron-dipyrromethene, rhodamine, cyanine, pyrene, perylene, perylene monoimide, or 6-FAM, or (E) M 1 and M 2 are , for each occurrence independently, the following structure:
have one of
L 1 is independently at each occurrence an alkylene or heteroalkylene linker;
L 2 and L 3 are independently at each occurrence alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene, heteroalkynylene or a heteroatom linker;
L 4 is independently at each occurrence an alkylene or heteroalkylene linker;
R 1 is independently at each occurrence H, alkyl or alkoxy;
R 2 and R 3 are each independently H, OH, SH, alkyl, alkoxy, alkyl ether, heteroalkyl, -OP(=R a )(R b )R c , or Q;
R 4 is independently at each occurrence OH, SH, O - , S - , OR d or SR d ;
R 5 is independently at each occurrence oxo, thioxo, or absent;
R a is O or S,
R b is OH, SH, O − , S − , OR d or SR d ,
R c is OH, SH, O - , S - , OR d , OL', SR d , alkyl, alkoxy, heteroalkyl, heteroalkoxy, alkyl ether, alkoxyalkyl ether, phosphate, thiophosphate, phosphoalkyl, thiophospho an alkyl, phosphoalkyl ether or thiophosphoalkyl ether;
R d is a counterion,
Q is independently at each occurrence sulfhydryl, disulfide, activated ester, isothiocyanate, azide, alkyne, alkene, diene, dienophile, acid halide, sulfonyl halide, phosphine, α-haloamide, biotin, amino or a moiety containing a maleimide functional group,
L' is, independently at each occurrence, Q, a targeting moiety, an analyte molecule, a solid support, a solid support residue, a nucleoside or a heteroalkylene linker to a further compound of structure (I);
m is an integer from 0 to 10, independently for each occurrence;
n is an integer from 1 to 100,
provided that when M 1 and M 2 are selected from fluorescein, pyrene and perylene chromophores, at least one of the occurrences of L 4 is heteroalkylene, or at least one of the occurrences of m is 0 ) （Ａ）出現するＬ4の少なくとも１つが、ヘテロアルキレンであり、該ヘテロアルキレンが、アルキレンオキシドを含むか、または該ヘテロアルキレンが、エチレンオキシドを含み、および
（Ｂ）出現するＬ4の少なくとも１つが、アルキレンであり、少なくとも１つの該アルキレンが、エチレンであるか、または該アルキレンが、出現毎に、エチレンである、請求項１に記載の化合物。 (A) at least one of the L 4 occurrences is a heteroalkylene, the heteroalkylene comprises an alkylene oxide, or the heteroalkylene comprises ethylene oxide; and (B) at least one of the L 4 occurrences , alkylene, and at least one of the alkylenes is ethylene, or each occurrence of the alkylenes is ethylene. 以下の構造（ＩＡ）を有する、請求項１または２に記載の化合物。
(IA)

（式中、
ｚは、出現毎に独立して、１～１００の整数であり、
ｍ1、ｍ2およびｍ3は、出現毎に独立して、０～６の整数である） 3. A compound according to claim 1 or 2, having the following structure (IA).
(IA)

(In the formula,
z is an integer from 1 to 100, independently for each occurrence;
m 1 , m 2 and m 3 are integers from 0 to 6, independently for each occurrence) 以下の構造（ＩＢ）を有する、請求項１または２に記載の化合物。
(IB)
（式中、
ｚは、出現毎に独立して、１～１００の整数である） The compound according to claim 1 or 2, having the following structure (IB).
(IB)
(In the formula,
z is an integer from 1 to 100, independently for each occurrence) 以下の構造（ＩＣ）を有する、請求項１または４に記載の化合物。
(IC)

（式中、ｘ1、ｘ2、ｘ3およびｘ4は、出現毎に独立して、１～６の整数である） 5. A compound according to claim 1 or 4, having the following structure (IC).
(I C)

(In the formula, x 1 , x 2 , x 3 and x 4 are integers from 1 to 6, independently for each occurrence) 以下の構造（ＩＤ）を有する、請求項３に記載の化合物。
(ID)
 4. A compound according to claim 3, having the following structure (ID).
(ID)
 以下の構造（ＩＥ）を有する、請求項１に記載の化合物。
(IE)
 2. A compound according to claim 1, having the following structure (IE).
(IE)
 以下の構造（ＩＩ）を有する化合物またはその立体異性体、塩もしくは互変異性体。
(II)

（式中、
Ｍ1およびＭ2は、出現毎に独立して、蛍光性または発色性の発色団であり、ただし出現するＭ1およびＭ2の少なくとも１つは一緒になって、ＦＲＥＴアクセプター－ドナー対を形成することを条件とし、
（Ａ）Ｍ1もしくはＭ2、またはそれらの両方が、出現毎に独立して、ジメチルアミノスチルベン、キナクリドン、フルオロフェニル－ジメチル－ＢＯＤＩＰＹ、ｂｉｓ－フルオロフェニル－ＢＯＤＩＰＹ、アクリジン、テリレン、セキシフェニル、ポルフィリン、ベンゾピレン、（フルオロフェニル－ジメチル－ジフルオロボラ－ジアザ－インダセン）フェニル、（ビス－フルオロフェニル－ジフルオロボラ－ジアザ－インダセン）フェニル、クアテルフェニル、ビ－ベンゾチアゾール、ター－ベンゾチアゾール、ビ－ナフチル、ビ－アントラシル、スクアライン、スクアリリウム、９，１０－エチニルアントラセンもしくはター－ナフチル部分であるか、
（Ｂ）Ｍ1もしくはＭ2、またはそれらの両方が、出現毎に独立して、ｐ－ターフェニル、ペリレン、アゾベンゼン、フェナジン、フェナントロリン、アクリジン、チオキサンテン、クリセン、ルブレン、コロネン、シアニン、ペリレンイミドもしくはペリレンアミドであるか、
（Ｃ）Ｍ1もしくはＭ2、またはそれらの両方が、出現毎に独立して、クマリン色素、レゾルフィン色素、ジピロメテンボロンジフルオリド色素、ルテニウムビピリジル色素、チアゾールオレンジ色素、ポリメチンもしくはＮ－アリール－１，８－ナフタルイミド色素であるか、
（Ｄ）Ｍ1およびＭ2が、出現毎に独立して、ホウ素－ジピロメテン、ローダミン、シアニン、ピレン、ペリレン、ペリレンモノイミドもしくは６－ＦＡＭであるか、または
（Ｅ）Ｍ1およびＭ2が、出現毎に独立して、以下の構造：
のうちの１つを有し、
Ｌ1は、出現毎に独立して、アルキレンまたはヘテロアルキレンリンカーであり、
Ｌ2およびＬ3は、出現毎に独立して、アルキレン、アルケニレン、アルキニレン、ヘテロアルキレン、ヘテロアルケニレン、ヘテロアルキニレンまたはヘテロ原子リンカーであり、
Ｌ4は、出現毎に独立して、アルキレンまたはヘテロアルキレンリンカーであり、
Ｒ1は、出現毎に独立して、Ｈ、アルキルまたはアルコキシであり、
Ｒ2およびＲ3は、それぞれ独立して、Ｈ、ＯＨ、ＳＨ、アルキル、アルコキシ、アルキルエーテル、ヘテロアルキル、－ＯＰ（＝Ｒa）（Ｒb）Ｒc、またはＱであり、
Ｒ4は、出現毎に独立して、ＯＨ、ＳＨ、Ｏ-、Ｓ-、ＯＲdまたはＳＲdであり、
Ｒ5は、出現毎に独立して、オキソ、チオキソであるか、または存在せず、
Ｒaは、ＯまたはＳであり、
Ｒbは、ＯＨ、ＳＨ、Ｏ-、Ｓ-、ＯＲdまたはＳＲdであり、
Ｒcは、ＯＨ、ＳＨ、Ｏ-、Ｓ-、ＯＲd、ＯＬ’、ＳＲd、アルキル、アルコキシ、ヘテロアルキル、ヘテロアルコキシ、アルキルエーテル、アルコキシアルキルエーテル、ホスフェート、チオホスフェート、ホスホアルキル、チオホスホアルキル、ホスホアルキルエーテルまたはチオホスホアルキルエーテルであり、
Ｒdは、対イオンであり、
Ｑは、出現毎に独立して、スルフヒドリル、ジスルフィド、活性化エステル、イソチオシアネート、アジド、アルキン、アルケン、ジエン、求ジエン体、酸ハロゲン化物、ハロゲン化スルホニル、ホスフィン、α－ハロアミド、ビオチン、アミノまたはマレイミド官能基を含む部分であり、
Ｌ’は、出現毎に独立して、Ｑ、標的指向性部分、分析対象分子、固体支持体、固体支持体残基、ヌクレオシド、または構造（ＩＩ）のさらなる化合物へのヘテロアルキレンリンカーであり、
ｍは、出現毎に独立して、１～１０の整数であり、
ｎは、１～１００の整数である） A compound having the following structure (II) or a stereoisomer, salt or tautomer thereof.
(II)

(In the formula,
M 1 and M 2 are independently at each occurrence a fluorescent or chromogenic chromophore, provided that at least one occurrence of M 1 and M 2 together forms a FRET acceptor-donor pair. provided that
(A) M 1 or M 2 , or both, independently at each occurrence, dimethylaminostilbene, quinacridone, fluorophenyl-dimethyl-BODIPY, bis-fluorophenyl-BODIPY, acridine, terylene, sexiphenyl, porphyrin, Benzopyrene, (fluorophenyl-dimethyl-difluorobora-diaza-indacene) phenyl, (bis-fluorophenyl-difluorobora-diaza-indacene) phenyl, quaterphenyl, bi-benzothiazole, ter-benzothiazole, be-naphthyl, be-anthracil, squaraine, squarylium, 9,10-ethynylanthracene or ternaphthyl moiety;
(B) M 1 or M 2 , or both, independently at each occurrence, p-terphenyl, perylene, azobenzene, phenazine, phenanthroline, acridine, thioxanthene , chrysene, rubrene, coronene, cyanine, peryleneimide or Is it perylene amide?
(C) M 1 or M 2 , or both, independently at each occurrence, are coumarin dyes, resorufin dyes, dipyrromethene boron difluoride dyes, ruthenium bipyridyl dyes, thiazole orange dyes, polymethine or N-aryl- Is it a 1,8-naphthalimide dye?
(D) M 1 and M 2 are, independently at each occurrence, boron-dipyrromethene, rhodamine, cyanine, pyrene, perylene, perylene monoimide, or 6-FAM, or (E) M 1 and M 2 are , for each occurrence independently, the following structure:
have one of
L 1 is independently at each occurrence an alkylene or heteroalkylene linker;
L 2 and L 3 are independently at each occurrence alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene, heteroalkynylene or a heteroatom linker;
L 4 is independently at each occurrence an alkylene or heteroalkylene linker;
R 1 is independently at each occurrence H, alkyl or alkoxy;
R 2 and R 3 are each independently H, OH, SH, alkyl, alkoxy, alkyl ether, heteroalkyl, -OP(=R a )(R b )R c , or Q;
R 4 is independently at each occurrence OH, SH, O - , S - , OR d or SR d ;
R 5 is independently at each occurrence oxo, thioxo, or absent;
R a is O or S,
R b is OH, SH, O − , S − , OR d or SR d ,
R c is OH, SH, O - , S - , OR d , OL', SR d , alkyl, alkoxy, heteroalkyl, heteroalkoxy, alkyl ether, alkoxyalkyl ether, phosphate, thiophosphate, phosphoalkyl, thiophospho an alkyl, phosphoalkyl ether or thiophosphoalkyl ether;
R d is a counterion,
Q is independently at each occurrence sulfhydryl, disulfide, activated ester, isothiocyanate, azide, alkyne, alkene, diene, dienophile, acid halide, sulfonyl halide, phosphine, α-haloamide, biotin, amino or a moiety containing a maleimide functional group,
L' is, independently at each occurrence, Q, a targeting moiety, an analyte molecule, a solid support, a solid support residue, a nucleoside, or a heteroalkylene linker to a further compound of structure (II);
m is an integer from 1 to 10, independently for each occurrence;
n is an integer from 1 to 100) （Ａ）出現するＬ1の少なくとも１つについて、Ｌ1が、エステル、アミド、チオエステル、またはジスルフィド基を含むヘテロアルキレンリンカーであるか、または
（Ｂ）Ｌ1が、以下の構造：

（式中、ａ、ｂおよびｃは、それぞれ独立して、１～６の範囲の整数である）
のうちの１つを有する、請求項１～８のいずれか一項に記載の化合物。 (A) For at least one occurrence of L 1 , L 1 is a heteroalkylene linker containing an ester, amide, thioester, or disulfide group, or (B) L 1 has the following structure:

(wherein a, b and c are each independently an integer in the range of 1 to 6)
A compound according to any one of claims 1 to 8, having one of the following. （Ａ）Ｒ2またはＲ3の一方が、ＯＨまたは－ＯＰ（＝Ｒa）（Ｒb）Ｒcであり、Ｒ2またはＲ3のもう一方が、ＱまたはＱへの共有結合を含むリンカーであるか、
（Ｂ）Ｒ2およびＲ3が、それぞれ独立して、－ＯＰ（＝Ｒa）（Ｒb）Ｒcであり、ＲcがＯＬ’であり、ここで、
ｉ）Ｌ’が、アルキレンオキシドもしくはホスホジエステル部分、またはそれらの組合せを含むか、もしくは
ｉｉ）Ｌ’が、以下の構造：


（式中、
ｍ”およびｎ”は、独立して、１～１０の整数であり、
Ｒeは、Ｈ、電子対または対イオンであり、
Ｌ”は、Ｒe、またはＱ、標的指向性部分、分析対象分子、固体支持体、固体支持体残基、ヌクレオシド、構造（Ｉ）のさらなる化合物、もしくは構造（ＩＩ）のさらなる化合物への直接結合もしくは連結基である）
を有するか、
（Ｃ）Ｒ2またはＲ3の一方が、ＯＨまたは－ＯＰ（＝Ｒa）（Ｒb）Ｒcであり、Ｒ2またはＲ3のもう一方が、分析対象分子または固体支持体へのヘテロアルキレンリンカーであるか、または
（Ｄ）Ｒ2またはＲ3が、以下の構造：


（式中、
標的指向性部分が、抗体または細胞表面受容体アンタゴニストであり、
分析対象分子が、核酸、アミノ酸もしくはそれらのポリマー、酵素、受容体、受容体リガンド、抗体、糖タンパク質、アプタマー、またはプリオンであり、
固体支持体が、ポリマー製ビーズまたは非ポリマー製ビーズである）
のうちの１つを有する、請求項１～９のいずれか１項に記載の化合物。 (A) One of R 2 or R 3 is OH or -OP(=R a ) (R b ) R c , and the other of R 2 or R 3 is Q or a linker containing a covalent bond to Q. Is it?
(B) R 2 and R 3 are each independently -OP(=R a )(R b )R c and R c is OL', where
i) L' contains an alkylene oxide or phosphodiester moiety, or a combination thereof, or ii) L' has the structure:


(In the formula,
m" and n" are independently integers from 1 to 10,
R e is H, an electron pair or a counter ion,
L" is R e , or Q, a targeting moiety, an analyte molecule, a solid support, a solid support residue, a nucleoside, a further compound of structure (I), or a direct link to a further compound of structure (II). bond or linking group)
have or
(C) One of R 2 or R 3 is OH or -OP(=R a )(R b )R c , and the other of R 2 or R 3 is a heterozygote to the analyte molecule or solid support. is an alkylene linker, or (D) R 2 or R 3 has the following structure:


(In the formula,
the targeting moiety is an antibody or a cell surface receptor antagonist;
The molecule to be analyzed is a nucleic acid, an amino acid or a polymer thereof, an enzyme, a receptor, a receptor ligand, an antibody, a glycoprotein, an aptamer, or a prion,
the solid support is polymeric or non-polymeric beads)
A compound according to any one of claims 1 to 9, having one of the following. Ｑが、以下の構造のうちの１つを有する、請求項１～１０のいずれか１項に記載の化合物。

（式中、Ｘはそれぞれ、独立して、ハロゲンである） A compound according to any one of claims 1 to 10, wherein Q has one of the following structures:

(wherein each X is independently a halogen) Ｍ1およびＭ2が、出現毎に独立して、以下の構造：

のうちの１つを有する、請求項１～１１のいずれか１項に記載の化合物。 M 1 and M 2 independently for each occurrence have the following structure:

A compound according to any one of claims 1 to 11, having one of the following. 以下の構造のうちの１つを有する、請求項１～１２のいずれか１項に記載の化合物。




（式中、
ＨＥＧが、

であり、
Ｒ3が、

であり、
ｄＴが、

であり、
Ｆが、

であり、
Ｂが、

であり、
Ｂ’が、

であり、
Ｔが、
であり、
Ｃが、

であり、および
Ｙが、

である） A compound according to any one of claims 1 to 12, having one of the following structures:




(In the formula,
H.E.G.

and
R 3 is

and
dT is

and
F is

and
B is

and
B' is

and
T is
and
C is

, and Y is

) 以下の構造のうちの１つを有する、請求項８～１２のいずれか１項に記載の化合物。
（式中、
Ｆが、

であり、
Ｙが、

である） A compound according to any one of claims 8 to 12, having one of the following structures:
(In the formula,
F is

and
Y is

) 分析対象分子を目視で検出する方法であって、
（ａ）分析対象分子への共有結合を含む、請求項１～１４のいずれか１項に記載の化合物を用意するステップ、および
（ｂ）化合物をその可視特性によって検出するステップ
を含む方法。 A method for visually detecting molecules to be analyzed, the method comprising:
A method comprising the steps of: (a) providing a compound according to any one of claims 1 to 14 comprising a covalent bond to the analyte molecule; and (b) detecting the compound by its visible properties. 分析対象分子を目視で検出する方法であって、
（ａ）Ｑへの共有結合を含む、請求項１～１３のいずれか１項に記載の化合物を分析対象分子と混合するステップ、
（ｂ）化合物および分析対象分子のバイオコンジュゲートを形成するステップ、および
（ｃ）バイオコンジュゲートをその可視特性によって検出するステップ
を含み、
ここで、Ｑが、

（式中、Ｘが、ハロであり、ＥＷＧが、電子求引基である）
から選択される、方法。 A method for visually detecting molecules to be analyzed, the method comprising:
(a) mixing a compound according to any one of claims 1 to 13 comprising a covalent bond to Q with the analyte molecule;
(b) forming a bioconjugate of the compound and the analyte molecule; and (c) detecting the bioconjugate by its visible properties;
Here, Q is

(In the formula, X is halo and EWG is an electron-withdrawing group)
A method selected from. 請求項１～１４のいずれか１項に記載の化合物、および１つまたは複数の分析対象分子を含む組成物。 A composition comprising a compound according to any one of claims 1 to 14 and one or more analyte molecules. １つまたは複数の分析対象分子を検出するための分析法における、請求項１７に記載の組成物の使用。 18. Use of a composition according to claim 17 in an analytical method for detecting one or more analyte molecules.
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