Synthesis of cholecystokinin peptide CCK-4 exclusively by enzymatic methods

Zimin Lü , Li Guo , Dietmar Huettner , Heiner Eckstein

Current Medical Science ›› 2002, Vol. 22 ›› Issue (4) : 285 -287.

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Current Medical Science ›› 2002, Vol. 22 ›› Issue (4) : 285 -287. DOI: 10.1007/BF02896765
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Synthesis of cholecystokinin peptide CCK-4 exclusively by enzymatic methods

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Abstract

The synthesis of CCK-4 (H-Trp-Met-Asp-Phe-NH2) by using enzymes exclusively was described. As protection group for the amino group we used the Phenylacetyl group (Phac) which had been cleaved at the end of the synthesis with Penicillin G Amidase (PGA) without affecting the peptide bonds. Thus, beginning with Phac-Trp-OH we had successfully synthesized the target peptide with following 4 enzymes,α-Chymotrypsin, Papain, Thermolysin and PGA in four reaction steps. All reactions were carried out in aqueous buffer in reasonable yields (>65%). FAB-MS or FD-MS verified the correct molecular mass of all peptides.

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peptide / enzymatic synthesis / cholecystokinin-4

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Zimin Lü, Li Guo, Dietmar Huettner, Heiner Eckstein. Synthesis of cholecystokinin peptide CCK-4 exclusively by enzymatic methods. Current Medical Science, 2002, 22(4): 285-287 DOI:10.1007/BF02896765

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References

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TracyH J, GregoryR A. Physiological properties of a series of synthetic peptides structurally related to gastrin. Nature(London), 1964, 204: 935-935

[2]

KullmannW. Protease-catalyzed peptide synthesis of the carboxy-terminal octapeptide of Cholecystokinin. Proc Natl Acad Sci USA, 1982, 79: 2840-2840

[3]

Schmidt E, Keller R, Schlingermann M. Preparation of Aspartame derivatives via enzymatic coupling reaction. Deutsches Patenamt, Offenlegungschrift, 1986, DE 3612344

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