(Q28359830)

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Consequences of molecular recognition in the S1-S2 intersubsite region of papain for catalytic-site chemistry. Change in pH-dependence characteristics and generation of an inverse solvent kinetic isotope effect by introduction of a P1-P2 amide bond into a two-protonic-state reactivity probe (English)

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author name string

K Brocklehurst

1

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D Kowlessur

2

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G Patel

3

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W Templeton

4

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K Quigley

5

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E W Thomas

6

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C W Wharton

7

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F Willenbrock

8

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R J Szawelski

9

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language of work or name

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publication date

15 March 1988

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Biochemical Journal

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250

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3

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761-72

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Structure of papain refined at 1.65 A resolution

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

20 March 2017

On the size of the active site in proteases. I. Papain

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

20 March 2017

Thiol proteases. Comparative studies based on the high-resolution structures of papain and actinidin, and on amino acid sequence information for cathepsins B and H, and stem bromelain

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

20 March 2017

Substrate-derived two-protonic-state electrophiles as sensitive kinetic specificity probes for cysteine proteinases. Activation of 2-pyridyl disulphides by hydrogen-bonding

1 reference

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20 March 2017

The basic difference in catalyses by serine and cysteine proteinases resides in charge stabilization in the transition state

1 reference

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20 March 2017

Binding of chloromethyl ketone substrate analogues to crystalline papain

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

20 March 2017

Deuterium Isotope Effects on Papain Acylation. Evidence for Lack of General Base Catalysis and for Enzyme-Leaving-Group Interaction

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

20 March 2017

Proteinase-catalyzed synthesis of peptide bonds

1 reference

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29 September 2017

Current problems in mechanistic studies of serine and cysteine proteinases

1 reference

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29 September 2017

The Utilization of Binding Energy in Coupled Vectorial Processes

1 reference

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29 September 2017

Mapping the active site of papain with the aid of peptide substrates and inhibitors

1 reference

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29 September 2017

The case for assigning a value of approximately 4 to pKaI of the essential histidine-cysteine interactive systems of papain, bromelain and ficin

1 reference

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29 September 2017

Simple alkanethiol groups for temporary blocking of sulfhydryl groups of enzymes

1 reference

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29 September 2017

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 h

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

29 September 2017

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

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

29 September 2017

The pH-dependence of second-order rate constants of enzyme modification may provide free-reactant pKa values

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

29 September 2017

Benzofuroxan as a thiol-specific reactivity probe. Kinetics of its reactions with papain, ficin, bromelain and low-molecular-weight thiols

1 reference

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29 September 2017

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

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

29 September 2017

PH-dependence of the steady-state rate of a two-step enzymic reaction

1 reference

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29 September 2017

A reporter group delivery system with both absolute and selective specificity for thiol groups and an improved fluorescent probe containing the 7-nitrobenzo-2-oxa-1,3-diazole moiety

1 reference

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29 September 2017

Half-time analysis of the integrated Michaelis equation. Simulation and use of the half-time plot and its direct linear variant in the analysis of some alpha-chymotrypsin, papain- and fumarase-catalysed reactions

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

2 June 2018

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

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

2 June 2018

Transition-state stabilization at the oxyanion binding sites of serine and thiol proteinases: hydrolyses of thiono and oxygen esters

1 reference

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2 June 2018

pH-dependence and structure-activity relationships in the papain-catalysed hydrolysis of anilides.

1 reference

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2 June 2018

Kinetic specificity in papain-catalysed hydrolyses

1 reference

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2 June 2018

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

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

2 June 2018

Kinetics of papain-catalyzed hydrolysis of -N-benzoyl-L-arginine-p-nitroanilide.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

2 June 2018

Mercaptide-imidazolium ion-pair: the reactive nucleophile in papain catalysis

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

2 June 2018

Comparison of the kinetics and mechanism of the papain-catalyzed hydrolysis of esters and thiono esters

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

2 June 2018

Chemical synthesis and papain-catalysed hydrolysis of N-alpha-benzyloxycarbonyl-L-lysine p-nitroanilide

1 reference

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2 June 2018

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 stu

1 reference

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2 June 2018

The unreliability of estimates of group dissociation constants

1 reference

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2 June 2018

Evidence for association-activation effects in reactions of papain from studies on its reactivity towards isomeric two-protonic-state reactivity probes

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=1148922

2 June 2018

The equilibrium assumption is valid for the kinetic treatment of most time-dependent protein-modification reactions

1 reference

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2 June 2018

Evidence for a close similarity in the catalytic sites of papain and ficin in near-neutral media despite differences in acidic and alkaline media. Kinetics of the reactions of papain and ficin with chloroacetate

1 reference

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27 November 2018

Stereospecific Alkylation with Asymmetric Reagents

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

On the active site of proteases. 3. Mapping the active site of papain; specific peptide inhibitors of papain

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Reaction of chloroacetamide with the sulfhydryl group of papain

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Reaction of the Sulfhydryl Group of Papain with Chloroacetic Acid

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Reaction of papain with -bromo- -(5-imidazolyl)propionic acid

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

On the mode of activation of the catalytically essential sulfhydryl group of papain

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

On the enhanced catalytic activity of papain towards amide substrates

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Evidence for multiple reactive forms of papain

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Solvent isotope effects on tautomerization equilibria of papain and model thiolamines

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Is the thiolate--imidazolium ion pair the catalytically important form of papain?

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Solvent isotope effects on the rates of alkylation of thiolamine models of papain

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Determination of a low pK for histidine-159 in the S-methylthio derivative of papain by proton nuclear magnetic resonance spectroscopy

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Effect of cysteine-25 on the ionization of histidine-159 in papain as determined by proton nuclear magnetic resonance spectroscopy. Evidence for a his-159--Cys-25 ion pair and its possible role in catalysis

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Precise structural information for transient enzyme-substrate complexes by a combined X-ray crystallographic-resonance Raman spectroscopic approach

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

24 Two-protonic-state electrophiles as probes of enzyme mechanism

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Relaxed and perturbed substrate conformations in enzyme active sites: evidence from multichannel resonance raman spectra

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Active-site ionizations of papain. An evaluation of the potentiometric difference titration method

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

The pH dependence of pre-steady-state and steady-state kinetics for the papain-catalyzed hydrolysis of N-alpha-carbobenzoxyglycine p-nitrophenyl ester

1 reference

https://pubmed.ncbi.nlm.nih.gov/2839145

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Identifiers

10.1042/BJ2500761

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