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Kinetics of the reversible reaction of papain with 5,5'-dithiobis-(2-nitrobenzoate) dianion: evidence for nucleophilic reactivity in the un-ionized thiol group of cysteine-25 and for general acid catalysis by histidine-159 of the reaction of the 5-mercapto-2-nitrobenzoate dianion with the papain-5-mercapto-2-nitrobenzoate mixed disulphide.

作者信息

Little G, Brocklehurst K

出版信息

Biochem J. 1972 Jun;128(2):475-7. doi: 10.1042/bj1280475.

DOI:10.1042/bj1280475
PMID:5084801
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1173787/
Abstract
摘要

相似文献

1
Kinetics of the reversible reaction of papain with 5,5'-dithiobis-(2-nitrobenzoate) dianion: evidence for nucleophilic reactivity in the un-ionized thiol group of cysteine-25 and for general acid catalysis by histidine-159 of the reaction of the 5-mercapto-2-nitrobenzoate dianion with the papain-5-mercapto-2-nitrobenzoate mixed disulphide.木瓜蛋白酶与5,5'-二硫代双(2-硝基苯甲酸)二价阴离子的可逆反应动力学:半胱氨酸-25未电离硫醇基团亲核反应性的证据以及组氨酸-159对5-巯基-2-硝基苯甲酸二价阴离子与木瓜蛋白酶-5-巯基-2-硝基苯甲酸混合二硫化物反应的一般酸催化作用的证据。
Biochem J. 1972 Jun;128(2):475-7. doi: 10.1042/bj1280475.
2
The reaction of papain with Ellman's reagent (5,5'-dithiobis- (2-nitrobenzoate) dianion).木瓜蛋白酶与埃尔曼试剂(5,5'-二硫代双(2-硝基苯甲酸)二价阴离子)的反应。
Biochem J. 1972 Jul;128(4):811-6. doi: 10.1042/bj1280811.
3
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.
4
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.
5
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.
6
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.
7
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.
8
Reactions of L-ergothioneine and some other aminothiones with2,2'-and 4,4'-dipyridyl disulphides and of L-ergothioneine with iodoacetamide. 2-Mercaptoimidazoles, 2- and 4-thiopyridones, thiourea and thioacetamide as highly reactive neutral sulphur nucleophils.L-麦角硫因及其他一些氨基硫酮与2,2'-和4,4'-联吡啶二硫化物的反应以及L-麦角硫因与碘乙酰胺的反应。2-巯基咪唑、2-和4-硫代吡啶酮、硫脲和硫代乙酰胺作为高反应性中性硫亲核试剂。
Biochem J. 1974 Apr;139(1):221-35. doi: 10.1042/bj1390221.
9
Ionization characteristics of the Cys-25/His-159 interactive system and of the modulatory group of papain: resolution of ambiguity by electronic perturbation of the quasi-2-mercaptopyridine leaving group in a new pyrimidyl disulphide reactivity probe.半胱氨酸-25/组氨酸-159相互作用系统及木瓜蛋白酶调节基团的电离特性:通过新型嘧啶基二硫化物反应性探针中准2-巯基吡啶离去基团的电子扰动解决歧义问题。
Biochem J. 1993 Feb 15;290 ( Pt 1)(Pt 1):289-96. doi: 10.1042/bj2900289.
10
Structure of chymopapain M the late-eluted chymopapain deduced by comparative modelling techniques and active-centre characteristics determined by pH-dependent kinetics of catalysis and reactions with time-dependent inhibitors: the Cys-25/His-159 ion-pair is insufficient for catalytic competence in both chymopapain M and papain.糜蛋白酶M的结构:通过比较建模技术推导得出的晚期洗脱糜蛋白酶,以及通过pH依赖性催化动力学和与时间依赖性抑制剂反应确定的活性中心特征:半胱氨酸-25/组氨酸-159离子对对于糜蛋白酶M和木瓜蛋白酶的催化活性而言均不充分。
Biochem J. 1994 Jun 15;300 ( Pt 3)(Pt 3):805-20. doi: 10.1042/bj3000805.

引用本文的文献

1
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.
2
Covalent chromatography. Preparation of fully active papain from dried papaya latex.共价色谱法。从干燥的木瓜乳胶中制备全活性木瓜蛋白酶。
Biochem J. 1973 Jul;133(3):573-84. doi: 10.1042/bj1330573.
3
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.
4
Reactions of L-ergothioneine and some other aminothiones with2,2'-and 4,4'-dipyridyl disulphides and of L-ergothioneine with iodoacetamide. 2-Mercaptoimidazoles, 2- and 4-thiopyridones, thiourea and thioacetamide as highly reactive neutral sulphur nucleophils.L-麦角硫因及其他一些氨基硫酮与2,2'-和4,4'-联吡啶二硫化物的反应以及L-麦角硫因与碘乙酰胺的反应。2-巯基咪唑、2-和4-硫代吡啶酮、硫脲和硫代乙酰胺作为高反应性中性硫亲核试剂。
Biochem J. 1974 Apr;139(1):221-35. doi: 10.1042/bj1390221.
5
Substrate-derived two-protonic-state electrophiles as sensitive kinetic specificity probes for cysteine proteinases. Activation of 2-pyridyl disulphides by hydrogen-bonding.作为半胱氨酸蛋白酶敏感动力学特异性探针的底物衍生双质子态亲电试剂。通过氢键作用激活2-吡啶基二硫化物。
Biochem J. 1987 May 15;244(1):173-81. doi: 10.1042/bj2440173.
6
Alkylation of glyceraldehyde-3-phosphate dehydrogenase with haloacetylphosphonates. An unusual pH-dependence.3-磷酸甘油醛脱氢酶与卤乙酰膦酸酯的烷基化作用。一种不同寻常的pH依赖性。
Biochem J. 1991 May 1;275 ( Pt 3)(Pt 3):767-73. doi: 10.1042/bj2750767.
7
The effect of some amine oxides and disulphide compounds on the activity of acetylcholinesterase.某些氧化胺和二硫化物化合物对乙酰胆碱酯酶活性的影响。
Biochem J. 1975 Jul;149(1):293-5. doi: 10.1042/bj1490293.

本文引用的文献

1
The effect of pH on the affinities of enzymes for substrates and inhibitors.pH 对酶与底物及抑制剂亲和力的影响。
Biochem J. 1953 Aug;55(1):161-70. doi: 10.1042/bj0550161.
2
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.
3
Reaction of protein disulfide groups with Ellman's reagent: a case study of the number of sulfhydryl and disulfide groups in Aspergillus oryzae -amylase, papain, and lysozyme.蛋白质二硫键基团与埃尔曼试剂的反应:以米曲霉α淀粉酶、木瓜蛋白酶和溶菌酶中巯基和二硫键基团数量为例的研究
Arch Biochem Biophys. 1971 Nov;147(1):262-9. doi: 10.1016/0003-9861(71)90334-1.
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.