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.
作者信息
Brocklehurst K, Little G
出版信息
Biochem J. 1972 Jun;128(2):471-4. doi: 10.1042/bj1280471.
Abstract
摘要
相似文献
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
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.
3
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.
4
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.
5
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.
6
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.
7
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.
8
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.
9
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.
10
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.
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A 13C-NMR study of the inhibition of papain by a dipeptide-glyoxal inhibitor.二肽 - 乙二醛抑制剂对木瓜蛋白酶抑制作用的¹³C - 核磁共振研究。
Biochem J. 2002 Sep 15;366(Pt 3):983-7. doi: 10.1042/BJ20020499.
4
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.
5
Clarification of the pH-dependent kinetic behaviour of papain by using reactivity probes and analysis of alkylation and catalysed acylation reactions in terms of multihydronic state models: implications for electrostatics calculations and interpretation of the consequences of site-specific mutations such as Asp-158-Asn and Asp-158-Glu.利用反应性探针阐明木瓜蛋白酶的pH依赖性动力学行为，并根据多质子态模型分析烷基化和催化酰化反应：对静电计算以及对位点特异性突变（如Asp-158-Asn和Asp-158-Glu）后果的解释的意义。
Biochem J. 1993 Aug 15;294 ( Pt 1)(Pt 1):201-10. doi: 10.1042/bj2940201.
6
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.
7
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.
8
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.
9
Investigation of the active site of papain with fluorescent probes.用荧光探针研究木瓜蛋白酶的活性位点。
Biochem J. 1973 Aug;133(4):679-86. doi: 10.1042/bj1330679.
10
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.
本文引用的文献
1
KINETICS OF PAPAIN-CATALYZED HYDROLYSIS OF ALPHA-N-BENZOYL-L-ARGININE ETHYL ESTER AND ALPHA-N-BENZOYL-L-ARGININAMIDE.木瓜蛋白酶催化α-N-苯甲酰-L-精氨酸乙酯和α-N-苯甲酰-L-精氨酰胺水解的动力学
J Am Chem Soc. 1965 Jun 20;87:2728-37. doi: 10.1021/ja01090a034.
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
Evidence for histidine in the active site of papain.木瓜蛋白酶活性位点中组氨酸的证据。
Biochem J. 1968 Aug;108(5):855-9. doi: 10.1042/bj1080855.
4
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.
5
IV. Cysteine proteinases. The structure of the papain molecule.
Philos Trans R Soc Lond B Biol Sci. 1970 Feb 12;257(813):231-6. doi: 10.1098/rstb.1970.0022.
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