D2293
Sigma

N-(2,4-Dinitrophenyl)-Pro-Leu-Gly-Leu-Trp-Ala-D-Arg amide

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Molecular Formula

C₄₅H₆₄N₁₄O₁₁

Molecular Weight

977.08

CAS Number

121282-17-5

MDL number

MFCD00133551

PubChem Substance ID

24893676

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Descriptions

Substrates

Fluorogenic substrate for matrix metalloproteinases (MMP-1 and MMP-9). The tryptophan fluorescence of the intact molecule is quenched by the dinitrophenyl moiety. Enzymatic cleavage of the substrate by collagenase or gelatinase results in an increased fluorescence.

Properties

solubility

H₂O: 2 mg/mL

storage temp.

−20°C

References

Reference

Stack, M.S. and Gray, R.D., Comparison of vertebrate collagenase and gelatinase using a new fluorogenic substrate peptide. J. Biol. Chem. 264, 4277-4281, (1989) abstract

Upadhyde, S. and Ananthanarayanan, V.S., Interaction of peptide substrates of fibroblast collagenase with divalent cations: Ca2+ binding by substrate as a suggested recognition signal for collagenase action. Biochem. Biophys. Res. Commun. 215, 474-82, (1995) abstract

Berman, J., et al., Rapid optimization of enzyme substrates using defined substrate mixtures. J. Biol. Chem. 267, 1434-1437, (1992) abstract

McGeehan, G.M., et al., Characterization of the peptide substrate specificities of interstitial collagenase and 92-kDa gelatinase. Implications for substrate optimization. J. Biol. Chem. 269, 32814-32820, (1994) abstract

Safety

WGK Germany