DOI: 10.1111/j.1399-3011.1982.tb02660.x. Specificity of pepsin‐catalyzed peptide bond synthesis

Specificity of pepsin‐catalyzed peptide bond synthesis

10.1111/j.1399-3011.1982.tb02660.x

Crossref journal-article

Wiley

International Journal of Peptide and Protein Research (311)

Abstract

The rates of the pepsin‐catalyzed synthesis of oligopeptides of the general type A‐Phe‐Leu‐B by the condensation of A‐Phe‐OH with H‐Leu‐B have been determined by means of analytical high performance liquid chromatography. Variation of the A group led to large changes in the initial rates of the condensation reaction, and the effect of such changes was found to be similar to that previously found for the secondary specificity of pepsin in the hydrolysis of oligopeptide substrates. Replacement of the Phe and Leu residues of A‐Phe‐OH or H‐Leu‐B by other amino acid residues gave relative rates of synthesis in accord with the known primary specificity of the hydrolytic action of pepsin. Partially‐acetylated pepsin, which exhibits enhanced hydrolytic activity, also catalyzed the condensation reaction more effectively. The results are discussed in relation to the potential utility and limitations of pepsin as a catalyst in the preparative synthesis of oligopeptides and to the problem of the mechanism of its action.

Bibliography

BOZLER, H., WAYNE, S. I., & FRUTON, J. S. (1982). Specificity of pepsinâcatalyzed peptide bond synthesis. International Journal of Peptide and Protein Research, 20(2), 102â109. Portico.

Authors 3

HERMANN BOZLER (first)
SUSAN I. WAYNE (additional)
JOSEPH S. FRUTON (additional)

References 21 Referenced 11

{'key': 'e_1_2_1_2_2', 'first-page': '239', 'volume': '53', 'author': 'Fruton J.S.', 'year': '1981', 'journal-title': 'Advan. Enzymol.'} / Advan. Enzymol. by Fruton J.S. (1981)
10.1246/bcsj.50.2762
10.1002/bip.1978.360171105
10.1093/oxfordjournals.jbchem.a133213
10.1021/bi00617a023
10.1021/bi00839a002
10.1002/9780470122891.ch1
10.1021/bi00825a001
10.1021/bi00838a041
10.1021/bi00858a027
10.1002/jlac.19656900119
10.1021/bi00846a005
10.1073/pnas.73.11.3915
10.1016/S0021-9258(19)70636-X / J. Biol. Chem. by Kullmann W. (1980)
10.1021/ja00497a051
10.1016/S0021-9258(19)69963-1 / J. Biol. Chem. by Kullmann W. (1981)
10.1016/S0006-291X(74)80354-2
10.1038/267808a0
10.1016/0014-5793(78)80613-9
10.1021/bi00514a029
10.1042/bj1530701

Dates

Type	When
Created	15 years ago (Aug. 9, 2010, 7:26 p.m.)
Deposited	1 year, 9 months ago (Nov. 10, 2023, 6:50 p.m.)
Indexed	1 year, 9 months ago (Nov. 11, 2023, 1:40 a.m.)
Issued	43 years, 1 month ago (Aug. 1, 1982)
Published	43 years, 1 month ago (Aug. 1, 1982)
Published Online	16 years, 7 months ago (Jan. 12, 2009)
Published Print	43 years, 1 month ago (Aug. 1, 1982)

Funders 0

None

BibTeX

@article{BOZLER_1982, title={Specificity of pepsin‐catalyzed peptide bond synthesis}, volume={20}, ISSN={0367-8377}, url={http://dx.doi.org/10.1111/j.1399-3011.1982.tb02660.x}, DOI={10.1111/j.1399-3011.1982.tb02660.x}, number={2}, journal={International Journal of Peptide and Protein Research}, publisher={Wiley}, author={BOZLER, HERMANN and WAYNE, SUSAN I. and FRUTON, JOSEPH S.}, year={1982}, month=aug, pages={102–109} }

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