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1
Reactivities of neutral and cationic forms of 2,2'-dipyridyl disulphide towards thiolate anions. Detection of differences between the active centres of actinidin, papain and ficin by a three-protonic-state reactivity probe.2,2'-二吡啶二硫化物的中性和阳离子形式对硫醇盐阴离子的反应活性。通过三质子态反应探针检测猕猴桃蛋白酶、木瓜蛋白酶和无花果蛋白酶活性中心之间的差异。
Biochem J. 1979 Nov 1;183(2):233-8. doi: 10.1042/bj1830233.
2
A marked gradation in active-centre properties in the cysteine proteinases revealed by neutral and anionic reactivity probes. Reactivity characteristics of the thiol groups of actinidin, ficin, papain and papaya peptidase A towards 4,4'-dipyridyl disulphide and 5,5'-dithiobis-(2-nitrobenzoate) dianion.通过中性和阴离子反应性探针揭示的半胱氨酸蛋白酶活性中心性质的显著分级。肌动蛋白水解酶、无花果蛋白酶、木瓜蛋白酶和木瓜蛋白酶A的巯基对4,4'-二吡啶二硫化物和5,5'-二硫代双-(2-硝基苯甲酸)二阴离子的反应特性。
Biochem J. 1983 Mar 1;209(3):873-9. doi: 10.1042/bj2090873.
3
Evidence for a two-state transition in papain that may have no close analogue in ficin. Differences in the disposition of cationic sites and hydrophobic binding areas in the active centres of papain and ficin.木瓜蛋白酶中可能在无花果蛋白酶中没有类似情况的双态转变的证据。木瓜蛋白酶和无花果蛋白酶活性中心中阳离子位点和疏水结合区域分布的差异。
Biochem J. 1980 Dec 1;191(3):707-18. doi: 10.1042/bj1910707.
4
A kinetic method for the study of solvent environments of thiol groups in proteins involving the use of a pair of isomeric reactivity probes and a differential solvent effect. Investigation of the active centre of ficin by using 2,2'- and 4,4'- dipyridyl disulphides as reactivity probes.一种用于研究蛋白质中硫醇基团溶剂环境的动力学方法,该方法涉及使用一对异构反应探针和微分溶剂效应。用2,2'-和4,4'-二吡啶二硫化物作为反应探针研究无花果蛋白酶的活性中心。
Biochem J. 1980 Jan 1;185(1):217-22. doi: 10.1042/bj1850217.
5
Preparation of fully active ficin from Ficus glabrata by covalent chromatography and characterization of its active centre by using 2,2'-depyridyl disulphide as a reactivity probe.通过共价色谱法从光滑榕中制备完全活性的无花果蛋白酶,并使用2,2'-二吡啶基二硫化物作为反应性探针表征其活性中心。
Biochem J. 1976 Nov;159(2):221-34. doi: 10.1042/bj1590221.
6
Characterization of papaya peptidase A as a cysteine proteinase of Carica papaya L. with active-centre properties that differ from those of papain by using 2,2'-dipyridyl disulphide and 4-chloro-7-nitrobenzofurazan as reactivity probes. Use of two-protonic-state electrophiles in the identification of catalytic-site thiol groups.以2,2'-二吡啶二硫化物和4-氯-7-硝基苯并呋喃为反应探针,表征番木瓜蛋白酶A为番木瓜(Carica papaya L.)的一种半胱氨酸蛋白酶,其活性中心特性与木瓜蛋白酶不同。使用双质子态亲电试剂鉴定催化位点的巯基。
Biochem J. 1982 Jul 1;205(1):205-11. doi: 10.1042/bj2050205.
7
Chymopapain A. Purification and investigation by covalent chromatography and characterization by two-protonic-state reactivity-probe kinetics, steady-state kinetics and resonance Raman spectroscopy of some dithioacyl derivatives.木瓜凝乳蛋白酶A。通过共价色谱法进行纯化及研究,并利用双质子态反应探针动力学、稳态动力学以及某些二硫代酰基衍生物的共振拉曼光谱进行表征。
Biochem J. 1986 Jan 1;233(1):119-29. doi: 10.1042/bj2330119.
8
Evidence that the active centre of chymopapain A is different from the active centres of some other cysteine proteinases and that the Brønsted coefficient (beta nuc.) for the reactions of thiolate anions with 2,2'-dipyridyl disulphide may be decreased by reagent protonation.有证据表明,木瓜凝乳蛋白酶A的活性中心与其他一些半胱氨酸蛋白酶的活性中心不同,并且硫醇盐阴离子与2,2'-二吡啶二硫化物反应的布仑斯惕系数(β nuc.)可能会因试剂质子化而降低。
Biochem J. 1980 Jul 1;189(1):189-29. doi: 10.1042/bj1890189.
9
Evidence that binding to the s2-subsite of papain may be coupled with catalytically relevant structural change involving the cysteine-25-histidine-159 diad. Kinetics of the reaction of papain with a two-protonic-state reactivity probe containing a hydrophobic side chain.有证据表明,与木瓜蛋白酶的s2亚位点结合可能与涉及半胱氨酸-25-组氨酸-159二元组的催化相关结构变化相关联。木瓜蛋白酶与含有疏水侧链的双质子态反应性探针反应的动力学。
Biochem J. 1979 Nov 1;183(2):223-31. doi: 10.1042/bj1830223.
10
Characterization of the papain active centre by using two-protonic-state electrophiles as reactivity probes. Evidence for nucleophilic reactivity in the un-interrupted cysteine-25-histidine-159 interactive system.使用双质子态亲电试剂作为反应性探针表征木瓜蛋白酶活性中心。在不间断的半胱氨酸-25-组氨酸-159相互作用系统中亲核反应性的证据。
Biochem J. 1978 May 1;171(2):385-401. doi: 10.1042/bj1710385.

引用本文的文献

1
Heat shock protein 70 kDa (HSP70) is involved in the maintenance of pig sperm function throughout liquid storage at 17 °C.热休克蛋白 70kDa(HSP70)参与猪精子在 17°C 的液体储存过程中功能的维持。
Sci Rep. 2024 Jun 11;14(1):13383. doi: 10.1038/s41598-024-64488-5.
2
Aerobic nitric oxide-induced thiol nitrosation in the presence and absence of magnesium cations.有氧条件下一氧化氮在有和没有镁离子存在时诱导的硫醇亚硝化作用。
Free Radic Biol Med. 2014 Nov;76:286-98. doi: 10.1016/j.freeradbiomed.2014.08.024. Epub 2014 Sep 16.
3
Evidence for a two-state transition in papain that may have no close analogue in ficin. Differences in the disposition of cationic sites and hydrophobic binding areas in the active centres of papain and ficin.木瓜蛋白酶中可能在无花果蛋白酶中没有类似情况的双态转变的证据。木瓜蛋白酶和无花果蛋白酶活性中心中阳离子位点和疏水结合区域分布的差异。
Biochem J. 1980 Dec 1;191(3):707-18. doi: 10.1042/bj1910707.
4
Evidence that the active centre of chymopapain A is different from the active centres of some other cysteine proteinases and that the Brønsted coefficient (beta nuc.) for the reactions of thiolate anions with 2,2'-dipyridyl disulphide may be decreased by reagent protonation.有证据表明,木瓜凝乳蛋白酶A的活性中心与其他一些半胱氨酸蛋白酶的活性中心不同,并且硫醇盐阴离子与2,2'-二吡啶二硫化物反应的布仑斯惕系数(β nuc.)可能会因试剂质子化而降低。
Biochem J. 1980 Jul 1;189(1):189-29. doi: 10.1042/bj1890189.
5
A kinetic method for the study of solvent environments of thiol groups in proteins involving the use of a pair of isomeric reactivity probes and a differential solvent effect. Investigation of the active centre of ficin by using 2,2'- and 4,4'- dipyridyl disulphides as reactivity probes.一种用于研究蛋白质中硫醇基团溶剂环境的动力学方法,该方法涉及使用一对异构反应探针和微分溶剂效应。用2,2'-和4,4'-二吡啶二硫化物作为反应探针研究无花果蛋白酶的活性中心。
Biochem J. 1980 Jan 1;185(1):217-22. doi: 10.1042/bj1850217.
6
Comparative resonance Raman spectroscopic and kinetic studies of acyl-enzymes involving papain, actinidin and papaya peptidase II.涉及木瓜蛋白酶、猕猴桃蛋白酶和木瓜蛋白酶II的酰基酶的比较共振拉曼光谱和动力学研究。
Biochem J. 1984 Nov 1;223(3):649-57. doi: 10.1042/bj2230649.
7
A marked gradation in active-centre properties in the cysteine proteinases revealed by neutral and anionic reactivity probes. Reactivity characteristics of the thiol groups of actinidin, ficin, papain and papaya peptidase A towards 4,4'-dipyridyl disulphide and 5,5'-dithiobis-(2-nitrobenzoate) dianion.通过中性和阴离子反应性探针揭示的半胱氨酸蛋白酶活性中心性质的显著分级。肌动蛋白水解酶、无花果蛋白酶、木瓜蛋白酶和木瓜蛋白酶A的巯基对4,4'-二吡啶二硫化物和5,5'-二硫代双-(2-硝基苯甲酸)二阴离子的反应特性。
Biochem J. 1983 Mar 1;209(3):873-9. doi: 10.1042/bj2090873.
8
Chymopapain A. Purification and investigation by covalent chromatography and characterization by two-protonic-state reactivity-probe kinetics, steady-state kinetics and resonance Raman spectroscopy of some dithioacyl derivatives.木瓜凝乳蛋白酶A。通过共价色谱法进行纯化及研究,并利用双质子态反应探针动力学、稳态动力学以及某些二硫代酰基衍生物的共振拉曼光谱进行表征。
Biochem J. 1986 Jan 1;233(1):119-29. doi: 10.1042/bj2330119.
9
Differences in the chemical and catalytic characteristics of two crystallographically 'identical' enzyme catalytic sites. Characterization of actinidin and papain by a combination of pH-dependent substrate catalysis kinetics and reactivity probe studies targeted on the catalytic-site thiol group and its immediate microenvironment.两个晶体学上“相同”的酶催化位点在化学和催化特性上的差异。通过结合pH依赖性底物催化动力学以及针对催化位点硫醇基团及其紧邻微环境的反应性探针研究,对猕猴桃蛋白酶和木瓜蛋白酶进行表征。
Biochem J. 1987 Oct 1;247(1):181-93. doi: 10.1042/bj2470181.

本文引用的文献

1
A novel reactivity of papain and a convenient active site titration in the presence of other thiols.木瓜蛋白酶的一种新反应活性以及在其他硫醇存在下简便的活性位点滴定法。
FEBS Lett. 1970 Jul 29;9(2):113-116. doi: 10.1016/0014-5793(70)80327-1.
2
Determination of sulfhydryl groups with 2,2'- or 4,4'-dithiodipyridine.用2,2'-或4,4'-二硫代二吡啶测定巯基
Arch Biochem Biophys. 1967 Mar;119(1):41-9. doi: 10.1016/0003-9861(67)90426-2.
3
Anionic proteinase from Actinidia chinensis. Preparation and properties of the crystalline enzyme.中华猕猴桃阴离子蛋白酶。结晶酶的制备及性质
Eur J Biochem. 1970 Jun;14(2):214-21. doi: 10.1111/j.1432-1033.1970.tb00280.x.
4
Reactivities of the various protonic states in the reactions of papain and of L-cysteine with 2,2'- and with 4,4'- dipyridyl disulphide: evidence for nucleophilic reactivity in the un-ionized thiol group of the cysteine-25 residue of papain occasioned by its interaction with the histidine-159-asparagine-175 hydrogen-bonded system.木瓜蛋白酶和L-半胱氨酸与2,2'-二吡啶二硫化物和4,4'-二吡啶二硫化物反应中各种质子态的反应活性:木瓜蛋白酶中半胱氨酸-25残基的未电离硫醇基团因其与组氨酸-159-天冬酰胺-175氢键系统相互作用而产生亲核反应活性的证据。
Biochem J. 1972 Jun;128(2):471-4. doi: 10.1042/bj1280471.
5
The actinidin-catalysed hydrolysis of N-a-benzyloxycarbonyl-L-lysine p-nitrophenyl ester. pH dependence and mechanism.
Eur J Biochem. 1973 Jul 16;36(2):575-82. doi: 10.1111/j.1432-1033.1973.tb02947.x.
6
Reactions of papain and of low-molecular-weight thiols with some aromatic disulphides. 2,2'-Dipyridyl disulphide as a convenient active-site titrant for papain even in the presence of other thiols.木瓜蛋白酶及低分子量硫醇与某些芳香族二硫化物的反应。2,2'-二吡啶基二硫化物作为木瓜蛋白酶便捷的活性位点滴定剂,即使在存在其他硫醇的情况下也适用。
Biochem J. 1973 May;133(1):67-80. doi: 10.1042/bj1330067.
7
Kinetic studies on the thiol protease from Actinidia chinensis.中华猕猴桃硫醇蛋白酶的动力学研究。
FEBS Lett. 1972 Nov 1;27(2):282-4. doi: 10.1016/0014-5793(72)80641-0.
8
The unreliability of estimates of group dissociation constants.基团解离常数估计值的不可靠性。
Biochem J. 1976 Mar 1;153(3):627-9. doi: 10.1042/bj1530627.
9
Structure of actinidin: details of the polypeptide chain conformation and active site from an electron density map at 2-8 A resolution.
J Mol Biol. 1977 Sep 25;115(3):263-77. doi: 10.1016/0022-2836(77)90154-1.
10
The equilibrium assumption is valid for the kinetic treatment of most time-dependent protein-modification reactions.平衡假设对于大多数随时间变化的蛋白质修饰反应的动力学处理是有效的。
Biochem J. 1979 Sep 1;181(3):775-8. doi: 10.1042/bj1810775.

2,2'-二吡啶二硫化物的中性和阳离子形式对硫醇盐阴离子的反应活性。通过三质子态反应探针检测猕猴桃蛋白酶、木瓜蛋白酶和无花果蛋白酶活性中心之间的差异。

Reactivities of neutral and cationic forms of 2,2'-dipyridyl disulphide towards thiolate anions. Detection of differences between the active centres of actinidin, papain and ficin by a three-protonic-state reactivity probe.

作者信息

Brocklehurst K, Stuchbury T, Malthouse J P

出版信息

Biochem J. 1979 Nov 1;183(2):233-8. doi: 10.1042/bj1830233.

DOI:10.1042/bj1830233
PMID:43130
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1161551/
Abstract

The second-order rate constants (k) for the reactions of 2,2'-dipyridyl disulphide (pKa2,45) with 2-mercaptoethanol (pKa9.6) and with benzimidazol-2-ylmethanethiol (pKa values 5.6 and 8.3) were determined at 25 degrees C at I 0.1 by stopped-flow spectral analysis over a wide range of pH. These were used to calculate the pH-independent second-order rate constants (k) for the reactions of neutral 2,2'-dipyridyl disulphide and of its monocation with the 2-mercaptoethanol thiolate anion (associated pKa9.6) and with the benzimidazol-2-ylmethanethiol zwitterion (associated pKa5.6). For both thiolate ions, the rate-enhancement factor (kmonocation/kneutral disulphide) is about 1.5x10(3). The dependence on pH in acidic media of k for the reaction of 2,2'-dipyridyl disulphide with actinidin, the thiol proteinase from Actinidia chinensis, was shown to differ from the forms of pH-dependence observed for the analogous reactions with papain (EC 3.4.22.2) and ficin (3.4.22.3). The reactivity of the 2,2'-dipyridyl disulphide dication and its apparent sensitivity to the presence and location of a positive charge in the attacking thiol are discussed.

摘要

通过停流光谱分析,在25℃、离子强度I = 0.1的条件下,于较宽的pH范围内测定了2,2'-二吡啶二硫化物(pKa2.45)与2-巯基乙醇(pKa9.6)以及与苯并咪唑-2-基甲硫醇(pKa值为5.6和8.3)反应的二级速率常数(k)。这些数据用于计算中性2,2'-二吡啶二硫化物及其单阳离子与2-巯基乙醇硫醇阴离子(相关pKa9.6)以及与苯并咪唑-2-基甲硫醇两性离子(相关pKa5.6)反应的与pH无关的二级速率常数(k)。对于这两种硫醇阴离子,速率增强因子(k单阳离子/k中性二硫化物)约为1.5×10³。结果表明,2,2'-二吡啶二硫化物与中华猕猴桃的硫醇蛋白酶猕猴桃蛋白酶反应的k在酸性介质中对pH的依赖性,与观察到的其与木瓜蛋白酶(EC 3.4.22.2)和无花果蛋白酶(3.4.22.3)类似反应的pH依赖性形式不同。本文讨论了2,2'-二吡啶二硫化物二价阳离子的反应活性及其对进攻硫醇中正电荷的存在和位置的明显敏感性。