CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS
GROEGER C, Wenzel H, Tschesche H (1991)
JOURNAL OF PROTEIN CHEMISTRY 10(5): 527-533.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
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Autor*in
GROEGER, C;
Wenzel, HerbertUniBi;
Tschesche, HaraldUniBi
Einrichtung
Abstract / Bemerkung
An extended concept for the replacement of amino acids in the P' region of aprotinin by chemical semisynthesis is presented. Either fragment condensation with dipeptides protected as tert-butyl ester or stepwise introduction of two single amino acid-tert-butyl esters into a partially esterified aprotinin derivative (with free Lys15-carboxyl group) lacking the amino acids Ala16 and Arg17 leads to aprotinin homologues and derivatives mutated in the P1' and P2' position. This method may complement the recently reported enzymatic synthesis by enabling access to aprotinin homologues and derivatives, which cannot be prepared enzymatically. The synthesis of [Ala17]BPTI and [seco-17/18]BPTI is described in detail.
Stichworte
APROTININ;
INHIBITORY SPECIFICITY;
BOVINE PANCREATIC TRYPSIN INHIBITOR;
SEMISYNTHESIS;
KALLIKREIN INHIBITION
Erscheinungsjahr
1991
Zeitschriftentitel
JOURNAL OF PROTEIN CHEMISTRY
Band
10
Ausgabe
5
Seite(n)
527-533
ISSN
0277-8033
eISSN
1573-4943
Page URI
https://pub.uni-bielefeld.de/record/1649242
Zitieren
GROEGER C, Wenzel H, Tschesche H. CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY. 1991;10(5):527-533.
GROEGER, C., Wenzel, H., & Tschesche, H. (1991). CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY, 10(5), 527-533. https://doi.org/10.1007/BF01025481
GROEGER, C, Wenzel, Herbert, and Tschesche, Harald. 1991. “CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS”. JOURNAL OF PROTEIN CHEMISTRY 10 (5): 527-533.
GROEGER, C., Wenzel, H., and Tschesche, H. (1991). CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY 10, 527-533.
GROEGER, C., Wenzel, H., & Tschesche, H., 1991. CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY, 10(5), p 527-533.
C. GROEGER, H. Wenzel, and H. Tschesche, “CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS”, JOURNAL OF PROTEIN CHEMISTRY, vol. 10, 1991, pp. 527-533.
GROEGER, C., Wenzel, H., Tschesche, H.: CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY. 10, 527-533 (1991).
GROEGER, C, Wenzel, Herbert, and Tschesche, Harald. “CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS”. JOURNAL OF PROTEIN CHEMISTRY 10.5 (1991): 527-533.
1 Zitation in Europe PMC
Daten bereitgestellt von Europe PubMed Central.
Binding of native and [homoserine lactone-52]-52,53-seco-bovine basic pancreatic trypsin inhibitor (Kunitz inhibitor) to porcine pancreatic beta-kallikrein-B and bovine alpha-chymotrypsin: thermodynamic study.
Oddone R, Barra D, Amiconi G, Ascenzi P, Tarricone C, Bolognesi M, Bortolotti F, Menegatti E., J Mol Recognit 7(1), 1994
PMID: 7527234
Oddone R, Barra D, Amiconi G, Ascenzi P, Tarricone C, Bolognesi M, Bortolotti F, Menegatti E., J Mol Recognit 7(1), 1994
PMID: 7527234
21 References
Daten bereitgestellt von Europe PubMed Central.
Synthesis, cloning and expression of recombinant aprotinin.
Auerswald EA, Schroder W, Kotick M., Biol. Chem. Hoppe-Seyler 368(10), 1987
PMID: 2447912
Auerswald EA, Schroder W, Kotick M., Biol. Chem. Hoppe-Seyler 368(10), 1987
PMID: 2447912
AUTHOR UNKNOWN, 0
Preparation of chemically 'mutated' aprotinin homologues by semisynthesis. P1 substitutions change inhibitory specificity.
Beckmann J, Mehlich A, Schroder W, Wenzel HR, Tschesche H., Eur. J. Biochem. 176(3), 1988
PMID: 2458925
Beckmann J, Mehlich A, Schroder W, Wenzel HR, Tschesche H., Eur. J. Biochem. 176(3), 1988
PMID: 2458925
Beckmann, J. Prot. Chem. 8(), 1989
AUTHOR UNKNOWN, 1984
On the hypothetical protein F154 of the TTV1 virus from Thermoproteus tenax. Part III: Immunological identification of the protein with anti-peptide antibodies.
Krois D, Dufresne M, Neumann H, Moroder L, Wunsch E., Biol. Chem. Hoppe-Seyler 371(1), 1990
PMID: 1691001
Krois D, Dufresne M, Neumann H, Moroder L, Wunsch E., Biol. Chem. Hoppe-Seyler 371(1), 1990
PMID: 1691001
Fritz, Drug Res. 33(), 1983
Pancreatic trypsin inhibitor. II. Reaction with trypsin.
GREEN NM, WORK E., Biochem. J. 54(2), 1953
PMID: 13058883
GREEN NM, WORK E., Biochem. J. 54(2), 1953
PMID: 13058883
Groeger, J. Prot. Chem. 10(), 1991
The basic trypsin inhibitor of bovine pancreas. I. Structure analysis and conformation of the polypeptide chain.
Huber R, Kukla D, Ruhlmann A, Epp O, Formanek H., Naturwissenschaften 57(8), 1970
PMID: 5447861
Huber R, Kukla D, Ruhlmann A, Epp O, Formanek H., Naturwissenschaften 57(8), 1970
PMID: 5447861
Preparation and characterization of the active derivative bovine trypsin-kallikrein inhibitor (Kunitz) with the reactive site lysine-15 -- alanine-16 hydrolyzed.
Jering H, Tschesche H., Eur. J. Biochem. 61(2), 1976
PMID: 942916
Jering H, Tschesche H., Eur. J. Biochem. 61(2), 1976
PMID: 942916
Replacement of lysine by arginine, phenylalanine and tryptophan in the reactive site of the bovine trypsin-kallikrein inhibitor (Kunitz) and change of the inhibitory properties.
Jering H, Tschesche H., Eur. J. Biochem. 61(2), 1976
PMID: 129327
Jering H, Tschesche H., Eur. J. Biochem. 61(2), 1976
PMID: 129327
Production of native, correctly folded bovine pancreatic trypsin inhibitor by Escherichia coli.
Marks CB, Vasser M, Ng P, Henzel W, Anderson S., J. Biol. Chem. 261(16), 1986
PMID: 2423515
Marks CB, Vasser M, Ng P, Henzel W, Anderson S., J. Biol. Chem. 261(16), 1986
PMID: 2423515
Enzymatic resynthesis of the "reactive site" bond in the modified aprotinin derivatives [seco-15/16]aprotinin and [Di-seco-15/16,39/40]aprotinin.
Schnabel E, Reinhardt G, Schroder W, Tschesche H, Wenzel HR, Mehlich A., Biol. Chem. Hoppe-Seyler 369(6), 1988
PMID: 2462426
Schnabel E, Reinhardt G, Schroder W, Tschesche H, Wenzel HR, Mehlich A., Biol. Chem. Hoppe-Seyler 369(6), 1988
PMID: 2462426
Synthesis and characterization of a pancreatic trypsin inhibitor homologue and a model inhibitor.
Tan NH, Kaiser ET., Biochemistry 16(8), 1977
PMID: 300629
Tan NH, Kaiser ET., Biochemistry 16(8), 1977
PMID: 300629
Biochemistry of natural proteinase inhibitors.
Tschesche H., Angew. Chem. Int. Ed. Engl. 13(1), 1974
PMID: 4205687
Tschesche H., Angew. Chem. Int. Ed. Engl. 13(1), 1974
PMID: 4205687
Trypsin-pancreatic trypsin inhibitor association. Dynamics of the interaction and role of disulfide bridges.
Vincent JP, Lazdunski M., Biochemistry 11(16), 1972
PMID: 5041905
Vincent JP, Lazdunski M., Biochemistry 11(16), 1972
PMID: 5041905
Wenzel, Angew. Chem. Int. Ed. Engl. 20(), 1981
Wenzel, 1985
Wenzel, 1986
Wenzel, 1989
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