Abstract
1. The pH-dependence of the pepsin-catalysed hydrolysis of three peptide substrates was studied by using a method for the continuous monitoring of the formation of ninhydrin-positive products. 2. Two peptide acid substrates, N-acetyl-l-phenylalanyl-l-phenylalanine and N-acetyl-l-phenylalanyl-l-phenylalanyl-glycine, show apparent pK(a) values of 1.1 and 3.5 in the plots of k(0)/K(m) versus pH. By contrast a neutral substrate, N-acetyl-l-phenylalanyl-l-phenylalanine amide, shows apparent pK(a) values of 1.0 and 4.7. 3. Together with the data of the preceding paper (Knowles, Sharp & Greenwell, 1969), these results are taken to indicate that the rate of pepsin-catalysed hydrolysis is controlled by the ionization of two groups, which on the free enzyme have apparent pK(a) values of 1.0 and 4.7. It is apparent that the anions of peptide acid substrates are not perceptibly bound to the enzyme, resulting in apparent pK(a) values of 3.5 for the dependence of k(0)/K(m) for these materials.
MeSH Terms
Amides
Binding Sites
Glycine
Hydrogen-Ion Concentration
Pepsin A
Peptides
Phenylalanine
Chemicals
Amides
Peptides
Phenylalanine
Pepsin A
Glycine
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Cornish-Bowden A J
Knowles J R
References (20)
20 references, click to expand
-
Competitive inhibition of pepsin by aliphatic alcohols.
J Biol Chem. 1965 Oct;240(10):3810-5
PMID: 5320642
-
Kinetics of the pepsin-catalyzed hydrolysis of N-acetyl-L-phenylalanyl-L-diiodotyrosine.
Biochemistry. 1965 Aug;4(8):1537-43
PMID: 5324539
-
The alpha-chymotryptic ydrolysis of glycine esters.
Biochem J. 1966 May;99(2):275-82
PMID: 5944238
-
Implication of an ionizing group in the control of conformation and activity of chymotrypsin.
J Biol Chem. 1966 Jun 10;241(11):2720-30
PMID: 5911643
-
New synthetic substrates for pepsin.
Biochemistry. 1966 Jul;5(7):2473-83
PMID: 5335288
-
Studies on the specificity of pepsin.
Biochemistry. 1967 Jun;6(6):1765-77
PMID: 5340947
-
The pH dependence of the pepsin-catalyzed hydrolysis of N-acetyl-L-phenylalanyl-L-3,5-dibromotyrosine.
J Am Chem Soc. 1967 Aug 2;89(16):4204-8
PMID: 4859733
-
Pepsin D. A minor component of commercial pepsin preparations.
Biochem J. 1967 Sep;104(3):742-8
PMID: 4860638
-
The effect of pH on the rates of hydrolysis of three acylated dipeptides by pepsin.
J Am Chem Soc. 1968 Jan 17;90(2):479-86
PMID: 4863934
-
The inhibition of pepsin action.
Biochemistry. 1968 May;7(5):1611-5
PMID: 4870331
-
[Determination of the ionization constants of the functional groups of the active center of pepsin].
Biokhimiia. 1967 Mar-Apr;32(2):223-7
PMID: 4873562
-
The pH-dependence of the binding of competitive inhibitors to pepsin.
Biochem J. 1969 Jun;113(2):343-51
PMID: 4897197
-
Leucine aminopeptidase. V. Activation, specificity, and mechanism of action.
J Biol Chem. 1955 Jan;212(1):271-99
PMID: 13233230
-
A COMPARISON OF ESTIMATES OF MICHAELIS-MENTEN KINETIC CONSTANTS FROM VARIOUS LINEAR TRANSFORMATIONS.
J Biol Chem. 1965 Feb;240:863-9
PMID: 14275146
-
SPECTROPHOTOMETRIC DETERMINATION OF THE KINETICS OF THE PEPSIN-CATALYZED HYDROLYSIS OF CERTAIN DIPEPTIDE SUBSTRATES.
J Am Chem Soc. 1965 Feb 20;87:886-9
PMID: 14284617
-
The nature of phosphorus linkages in phosphoproteins.
Adv Protein Chem. 1955;10:1-30
PMID: 13282760
-
The effect of guanidine hydrochloride on crystalline pepsin.
J Biol Chem. 1960 Feb;235:379-82
PMID: 13801729
-
Studies on the optimum pH for the action of pepsin on "native" and denatured bovine serum albumin and bovine hemoglobin.
J Biol Chem. 1959 Dec;234:3137-45
PMID: 14442849
-
A CONTINUOUS, AUTOMATIC METHOD FOR THE STUDY OF RATE OF HYDROLYSIS OF PEPTIDES AND AMIDES.
Anal Biochem. 1965 Apr;11:30-41
PMID: 14328643
-
THE ROLE OF METHIONINE IN ALPHA-CHYMOTRYPSIN-CATALYSED REACTIONS.
Biochem J. 1965 Apr;95:180-90
PMID: 14333555