KR850002289A - Methods of detecting cathepsin B in the presence of other proteolytic enzymes and useful compounds thereof - Google Patents

Methods of detecting cathepsin B in the presence of other proteolytic enzymes and useful compounds thereof Download PDF

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KR850002289A
KR850002289A KR1019840002250A KR840002250A KR850002289A KR 850002289 A KR850002289 A KR 850002289A KR 1019840002250 A KR1019840002250 A KR 1019840002250A KR 840002250 A KR840002250 A KR 840002250A KR 850002289 A KR850002289 A KR 850002289A
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엔. 해니 데이비드
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원본미기재
킴버얼리-클라아크 코오포레이션
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Abstract

내용 없음No content

Description

다른 단백질 가수분해효소의 존재하에 카텝신 B의 검출방법 및 유용한 그 화합물Methods of detecting cathepsin B in the presence of other proteolytic enzymes and useful compounds thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (60)

트립신 및 트립신과 같은 효소를 함유하는 물질중 카텝신 B의 활성을 선택적으로 분석하는 방법에 있어서, 상기한 물질의 시료를 카텝신 B의 활성을 유지시키는 범위내에서의 PH를 가지는 수용액 중에서 다음과 같은 구조식의 기질 및 그의 산염과 혼합시키고(생성된 혼합물은 카텝신 B보다 상당히 큰 농도의 기질과 충분한 농도의 검출용 분열 X－기를 함유함), 이어서 상기한 기질로부터 X－기의 분열율을 측정하는 단계로 되는 카텝신 B의 활성의 선택적인 분석방법.In a method for selectively analyzing the activity of cathepsin B in a substance containing enzymes such as trypsin and trypsin, a sample of the substance is described below in an aqueous solution having a pH within the range of maintaining the activity of cathepsin B. Mixed with a substrate of the same structural formula and an acid salt thereof (the resulting mixture contains a significantly higher concentration of substrate than cathepsin B and a sufficient concentration of cleavage X-group for detection), and then the rate of cleavage of the X-group from the substrate A selective assay of the activity of cathepsin B, which is a step of measuring. Z－R2－R1－XZ-R 2 -R 1 -X 식중, X는 카텝신 B에 의해 R1×X의 결합의 분열로 유리되고, 분열함에 따라서 검출될 수 있는 지시기성분이고, R1은 카르보닐기에 대해서 알파탄소위치에서 L－배열을 가지고, 분석가능한 PH범위내에서 양으로 하전되지 아니한 아미노산기이고, R2는 카르보니기에 대해서 알파탄소위치에서 L－배열을 가지는 소수성 아미노산기이고, Z는 카텝신 B가 R1과 R2기에 선택적으로 결합되는 것을 방해하지 않는 아미노보호기임.Wherein X is an indicator component that is liberated by cathepsin B to cleavage of the bond of R 1 x X, and is an indicator component that can be detected as cleavage, and R 1 has an L-array at the alpha carbon position relative to the carbonyl group Is an amino acid group that is not positively charged within the pH range, R 2 is a hydrophobic amino acid group having an L-configuration at the alpha carbon position relative to the carboni group, and Z is a cathepsin B that is selectively bonded to the R 1 and R 2 groups. Amino protecting group that does not interfere. 제1항에 있어서, X가 분열함에 따라서 형광방출이 변화하는 분열기인 분석방법.The analysis method according to claim 1, wherein the fluorescence emission changes as X divides. 제1항에 있어서, X가 분열함에 따라서 가시스펙트럼 또는 자외선 스펙트럼이 변화하는 분열기인 분석방법.The analysis method according to claim 1, wherein the analysis spectrum is a splitter in which the visible spectrum or the ultraviolet spectrum changes as X splits. 제1항에 있어서, R1이 시트룰릴기인 분석방법.The analysis method according to claim 1, wherein R 1 is a citrulyl group. 제1항에 있어서, R1이 니트로아르기닐기인 분석방법.The analysis method according to claim 1, wherein R 1 is a nitroarginyl group. 제1항에 있어서, R2가 페닐알라닐기인 분석방법.The analysis method according to claim 1, wherein R 2 is a phenylalanyl group. 제1항에 있어서, R2가 로이실기인 분석방법.The analysis method according to claim 1, wherein R 2 is a loisyl group. 제1항에 있어서, R2가 트립토필기인 분석방법.The analysis method according to claim 1, wherein R 2 is a tryptophil group. 제1항에 있어서, R2가 이소로이실기인 분석방법.The analysis method according to claim 1, wherein R 2 is an isoloyl group. 제1항에 있어서, R2가 발릴기인 분석방법.The analysis method according to claim 1, wherein R 2 is a valeryl group. 제1항에 있어서, R2가 페닐알라닐기이고, R1이 시트룰릴기인 분석방법.The analysis method according to claim 1, wherein R 2 is a phenylalanyl group and R 1 is a citrulyl group. 제1항에 있어서, R2가 페닐알라닐기이고, R1이 니트로 아르기닐기인 분석방법.The analysis method according to claim 1, wherein R 2 is a phenylalanyl group and R 1 is a nitro arginyl group. 제1항에 있어서, R1가 시투룰릴기이고, R2가 발릴기인 분석방법.The analysis method according to claim 1, wherein R 1 is a cyturilyl group and R 2 is a valeryl group. 제1항에 있어서, R1이 시투룰릴기이고, R2가 트립토필기인 분석방법.The analysis method according to claim 1, wherein R 1 is a cyturilyl group and R 2 is a tryptophil group. 제1항에 있어서, R1이 시투룰릴기이고, R2가 이소로이실기인 분석방법.The analysis method according to claim 1, wherein R 1 is a cyturilyl group and R 2 is an isoloyl group. 물질중 카텝신 B의 활성을 검출하고, 트립신 및 트립신과 같은 효소를 함유하는 카텝신 B를 선택적으로 분석하는 방법에 있어서, 상기한 물질의 시료를 카텝신 B의 활성을 유지시키고 있어서 다음과 같은 구조식의 기질의 농도를 카텝신 B의 농도보다 상당히 크게 유지시킨 조건하에서 상기한 기질 및 그의 산염과 접촉 반응시키고, 이어서 이 기질로부터 분열된 X기의 생성량을 검출하는 단계로 되는 카텝식 B의 활성검출방법.A method of detecting the activity of cathepsin B in a substance, and selectively analyzing cathepsin B containing enzymes such as trypsin and trypsin, wherein the sample of the substance is maintained with the activity of cathepsin B as follows. Cathepid B activity wherein the step of reacting the substrate and the acid salt thereof with the above-mentioned substrate under the condition that the concentration of the substrate of the structural formula is kept significantly higher than the concentration of cathepsin B, and then detecting the amount of X groups cleaved from the substrate Detection method. Z－R2－R1－XZ-R 2 -R 1 -X 식중, X는 카텝신 B에 의해 R1－X결합의 분열로 유리되고 분열함에 따라서 검출될 수 있는 지시기성분이고, R1은 카르보닐기에 대해서 알파탄소위치에서 L－ 배열을 가지고, 분석가능한 PH범위내에서 양으로 하전되지 아니한 아미노산이고, R2는 카르보닐기에 대해서 알파탄소위치에서 L－배열을 가지는 소수성 아미노산기이고, Z는 카텝신 B가 R1과 R2기에 선택적으로 결합되는 것을 방해하지 않는 아미노보호기임.Wherein X is an indicator component that is released by cathepsin B to cleavage of R 1 -X bonds and can be detected upon cleavage, and R 1 has an L- configuration at the alpha carbon position relative to the carbonyl group, and an analytic PH range Is a positively uncharged amino acid in the compound, R 2 is a hydrophobic amino acid group having an L-configuration at the alpha carbon position relative to a carbonyl group, and Z is a compound that does not prevent cathepsin B from selectively binding to the R 1 and R 2 groups. Amino protecting group. 제16항에 있어서, X가 분열함에 따라서 형광방출이 변화하는 분열기인 검출방법.17. The detection method according to claim 16, wherein the fluorescence emission changes as X divides. 제16항에 있어서, X가 분열 후에 가시스펙트럼 또는 자외선 스펙트럼이 변화하는 분열기인 검출방법.17. The method of claim 16, wherein X is a splitter in which the visible spectrum or ultraviolet spectrum changes after cleavage. 제16항에 있어서, R1이 스투룰릴기인 검출방법.The detection method according to claim 16, wherein R 1 is a stylulyl group. 제16항에 있어서, R1이 니트로아르기닐기인 검출방법The detection method according to claim 16, wherein R 1 is a nitroarginyl group. 제16항에 있어서, R2가 페닐알라닐기인 검출방법.The detection method according to claim 16, wherein R 2 is a phenylalanyl group. 제16항에 있어서, R2가 로이실기인 검출방법.The detection method according to claim 16, wherein R 2 is a loisyl group. 제16항에 있어서, R2가 트립토필기인 검출방법.The detection method according to claim 16, wherein R 2 is a tryptophil group. 제16항에 있어서, R2가 이솔로이실기인 검출방법.The detection method according to claim 16, wherein R 2 is an isoloyl group. 제16항에 있어서, R2가 발릴기인 검출방법.The detection method according to claim 16, wherein R 2 is a valeryl group. 제16항에 있어서, R2가 페닐알라닐기이고, R1이 시루룰릴기인 검출방법.The detection method according to claim 16, wherein R 2 is a phenylalanyl group and R 1 is a siluryl group. 제16항에 있어서, R2가 페닐알라닐기이고, R1이 니트로아르기닐기인 검출방법.The detection method according to claim 16, wherein R 2 is a phenylalanyl group and R 1 is a nitroarginyl group. 제16항에 있어서, R1이 시투룰릴기이고, R2가 발릴기인 검출방법.The method of claim 16, wherein R 1 is a cyturilyl group and R 2 is a valeryl group. 제1항에 있어서, R1이 시투룰릴기이고, R2가 트립토필기인 검출방법.The detection method according to claim 1, wherein R 1 is a cyturilyl group and R 2 is a tryptophil group. 제16항에 있어서, R1이 시투룰릴기이고, R2가 이솔로이실기인 검출방법.The detection method according to claim 16, wherein R 1 is a cyturilyl group and R 2 is an isoloyl group. 일반식, Z－R2－R1－X의 화합물 및 그 산염, 식중, X는 R1으로부터 분열될지시기 성분이고, R1은 바르보닐기에 대해서 α탄소원자위치에서 L－배열을 가지며 양으로 하전되지 아니한 아미노기이고, R2는 카르보닐기에 대해서 α탄소위치에 L－배열을 가지는 소수성 아미노기이며, Z는 아미노 보호기임.A timing component whether the formula, Z-R 2 -R compounds and their salts, wherein R, X 1 -X is a division from R 1, R 1 is in an amount ranging from having an L- α carbon atom positions for Bar-carbonyl groups An uncharged amino group, R 2 is a hydrophobic amino group having an L-configuration at the α carbon position relative to a carbonyl group, and Z is an amino protecting group. 제31항에 있어서, X가 분열함에 따라서, 형광이 변화하는 분열기인 화합물.32. The compound of claim 31, wherein the fluorescence changes as X cleaves. 제31항에 있어서, X가 분열함에 가시스펙트럼 또는 자외선 스펙트럼이 변화하는 분열기인 화합물.32. The compound of claim 31, wherein X is a cleavage group that changes its visible spectrum or ultraviolet spectrum upon cleavage. 제31항에 있어서, R1이 스투룰릴기인 화합물.32. The compound of claim 31, wherein R 1 is a stylulyl group. 제31항에 있어서, R1이 니트로아르기닐기인 화합물.32. The compound of claim 31, wherein R 1 is a nitroarginyl group. 제31항에 있어서, R2가 페닐알라닐기인 화합물.32. The compound of claim 31, wherein R 2 is a phenylalanyl group. 제31항에 있어서, R2가 로이실기인 화합물.32. The compound of claim 31, wherein R 2 is a roisyl group. 제31항에 있어서, R2가 트립토필기인 화합물.32. The compound of claim 31, wherein R 2 is a tryptophil group. 제31항에 있어서, R2가 이솔로이실기인 화합물.32. The compound of claim 31, wherein R 2 is an isoloyl group. 제31항에 있어서, R2가 발릴기인 화합물.32. The compound of claim 31, wherein R 2 is a valeryl group. 제31항에 있어서, R2가 페닐라닐기이고 R1이 시투술릴기인 화합물.32. The compound of claim 31, wherein R 2 is a phenylanyl group and R 1 is a cytusulyl group. 제31항에 있어서, R2가 페닐알라닐기이고, R1이 니트로 아르기닐기인 화합물.32. The compound of claim 31, wherein R 2 is a phenylalanyl group and R 1 is a nitro arginyl group. 제31항에 있어서, R1이 시투룰릴이고 R2가 발릴기인 화합물.32. The compound of claim 31, wherein R 1 is cyturulyl and R 2 is a valeryl group. 제31항에 있어서, R1이 시투룰릴기이고 R2가 트립토필기인 화합물.32. The compound of claim 31, wherein R 1 is a cyturilyl group and R 2 is a tryptophil group. 제31항에 있어서, R1이 시투룰릴기이고 R2가 이솔로이실기인 화합물.32. The compound of claim 31, wherein R 1 is a cyturilyl group and R 2 is an isoloyl group. 다음 일반식의 화합물 및 그 산염.The compounds of the following general formula and their salts. 식중, R3은 카르보닐기에 대해서 α탄소위치에 L－배열을 가지고, 양으로하전되지 아니하고, 2－8개의 원자를 가지는 아미노산기의 측쇄이고, R4는 카르보닐기에 대해서 α탄소위치에 L－배열을 가지는 소수성 아미노기의 측쇄로서, 일반식 －CH2－Y (여기서 Y는 저급알킬, 페닐, 치환페닐 및 인돌기로 되는 군중에서 선택된 기임)를 가지며, X는 위의 화합물로부터 분열된 자시기 성분이고, Z는 아미노 보호기임.Wherein R 3 is the side chain of an amino acid group having an L-array at an α carbon position relative to a carbonyl group and not positively charged and having 2 to 8 atoms, and R 4 is an L-array at an α carbon position relative to a carbonyl group As a side chain of a hydrophobic amino group having the formula -CH 2 -Y, wherein Y is a group selected from the group consisting of lower alkyl, phenyl, substituted phenyl and indole group, X is a magnetic component cleaved from the above compound , Z is an amino protecting group. 제46항에 있어서, R3이인 화합물.The compound of claim 46, wherein R 3 is Phosphorus compounds. 제46항에 있어서, R3이인 화합물.The compound of claim 46, wherein R 3 is Phosphorus compounds. 제46항에 있어서, R4가 －CH2－C6H5인 화합물.47. The compound of claim 46, wherein R 4 is -CH 2 -C 6 H 5 . 제46항에 있어서, R4가 －CH2－CH－(CH2)2인 화합물.The compound of claim 46, wherein R 4 is —CH 2 —CH— (CH 2 ) 2 . 제46항에 있어서, R4가인 화합물.The compound of claim 46, wherein R 4 is Phosphorus compounds. 제46항에 있어서, R4가인 화합물.The compound of claim 46, wherein R 4 is Phosphorus compounds. 제46항에 있어서, R4가인 화합물.The compound of claim 46, wherein R 4 is Phosphorus compounds. 제46항에 있어서, R4가 －CH2－C6H5이고 R3이인 화합물.47. The compound of claim 46, wherein R 4 is -CH 2 -C 6 H 5 and R 3 is Phosphorus compounds. 제46항에 있어서, R4가 －CH2－C6H5이고 R3이인 화합물.47. The compound of claim 46, wherein R 4 is -CH 2 -C 6 H 5 and R 3 is Phosphorus compounds. 제46항에 있어서, R3이이고 R4가인 화합물.The compound of claim 46, wherein R 3 is And R 4 is Phosphorus compounds. 제46항에 있어서, R3이이고 R4가인 화합물.The compound of claim 46, wherein R 3 is And R 4 is Phosphorus compounds. 제46항에 있어서, R3이이고 R4가인 혼합물.The compound of claim 46, wherein R 3 is And R 4 is Phosphorus mixture. 제46항에 있어서, X가 분열후에 형광방출이 변화하는 분열기인 화합물.47. The compound of claim 46, wherein X is a cleavage group in which the fluorescence emission changes after cleavage. 제46항에 있어서, X가 분열후에 가시스펙트럼 또는 자외선 스펙트럼이 변화하는 분열기인 화합물.47. The compound of claim 46, wherein X is a cleavage group that changes its visible spectrum or ultraviolet spectrum after cleavage. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
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