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Peptide and peptolide substrates for mammalian collagenase
| Details |
Inventors: Weingarten, Harold I.;
Assignee: Monsanto Company (St. Louis, MO)
Primary Examiner: Phillips; Delbert R.
Assistant Examiner:
Attorney, Agent or Firm: Meyer; Scott J., Williams, Jr.; James W.
The disclosure relates to novel synthetic peptide and peptolide substrates having high activity for the enzyme collagenase. These substrates have the following amino acid sequences: R.sub.1 --Pro--Leu--Gly--Ile--Leu--Gly--Leu--R.sub.2, R.sub.1 --Gly--Pro--Leu--Gly--Ile--Leu--Gly--Ala--R.sub.2, R.sub.1 --Pro--Leu--Gly(O--Ile)--Leu--R.sub.2, R.sub.1 --Pro--Leu--Gly(O--Leu)--Leu--R.sub.2, and R.sub.1 --Pro--Leu--Gly(O--Leu)--Ala--R.sub.2, wherein R.sub.1 =H or N-protecting group, and R.sub.2 =terminal amide, carboxyl or ester group. |
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DETAILED DESCRIPTION What is claimed is: 1.
A peptide material having activity as a substrate for collagenase selected from the group consisting of R.
sub.
1 --Pro--Leu--Gly--Ile--Leu--Gly--Leu--R.
sub.
2, R.
sub.
1 --Gly--Pro--Leu--Gly--Ile--Leu--Gly--Ala--R.
sub.
2, R.
sub.
1 --Pro--Leu--Gly(O--Ile)--Leu--R.
sub.
2, R.
sub.
1 --Pro--Leu--Gly(O--Leu)--Leu--R.
sub.
2, and R.
sub.
1 --Pro--Leu--Gly(O--Leu)--Ala--R.
sub.
2, wherein R.
sub.
1 =H or N-protecting group, and R.
sub.
2 =terminal amide, carboxyl or ester group.
2.
A peptide having activity as a substrate for collagenase selected from the group consisting of Ac--Pro--Leu--Gly--Ile--Leu--Gly--Leu--OH, and Ac--Gly--Pro--Leu--Gly--Ile--Leu--Gly--Ala--OH.
3.
A peptolide having activity as a substrate for collagenase selected from the group consisting of Ac--Pro--Leu--Gly(O--Ile)--Leu--NH.
sub.
2, Ac--Pro--Leu--Gly(O--Leu)--Leu--NH.
sub.
2, and Ac--Pro--Leu--Gly(O--Leu)--Ala--NH.
sub.
2.
Description:
BACKGROUND OF THE INVENTION This invention relates to novel peptides and peptolides which have high activity as substrates for mammalian collagenase.
Collagenase is a proteolytic enzyme which acts on the protein collagen.
This enzyme was early found in certain clostridia culture filtrates and shown to act specifically on native (undenatured) collagen at near physiological pH.
See Mandl, "Collagenase and Elastases," Advances in Enzymology 23, p.
163, Interscience Publishers, New York, 1961.
An illustrative example of a collagenase enzyme product obtained from special strains of Clostridium histolyticum is commercially available from Worthington Biochemical Corporation, Freehold, N.
J.
Collagenolytic enzymes also have been obtained by tissue and cell culture from a wide range of mammalian species in which collagen is metabolized under both physiological and pathological conditions.
Collagenase enzymes from such cell and tissue culture sources or from tissue extracts are usually obtained in exceedingly small amounts.
Consequently, such enzymes are usually available only by laboratory preparation
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Molecular Biology 
