Page last updated: 2024-11-07

phenylalanyl-prolyl-arginine-chloromethyl ketone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Phenylalanyl-prolyl-arginine-chloromethyl ketone (PPACK) is a potent and selective inhibitor of the serine protease thrombin. It is a synthetic peptide that contains a chloromethyl ketone moiety. This moiety is a reactive group that irreversibly inactivates thrombin by reacting with the active site of the enzyme. PPACK has been used as a research tool to study the role of thrombin in various biological processes, including blood clotting, inflammation, and wound healing. It has also been investigated as a potential therapeutic agent for the treatment of thrombotic disorders. The compound is typically synthesized using standard peptide synthesis methods, often involving solid-phase synthesis techniques. PPACK is a valuable research tool because it allows scientists to investigate the role of thrombin in various biological processes. By inhibiting thrombin, PPACK can be used to study the effects of thrombin deficiency on these processes. This can help to understand the role of thrombin in health and disease and to develop new therapeutic strategies for the treatment of thrombotic disorders.'

phenylalanyl-prolyl-arginine-chloromethyl ketone: do not confuse with Pro-Phe-Arg-CH2-Cl or with Phe-Phe-Arg-CH2-Cl, both sometimes also referred to as PPACK [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID115185
MeSH IDM0120103

Synonyms (11)

Synonym
phenylalanyl-prolyl-arginine-chloromethyl ketone
phenylalanyl-prolyl-arginyl-chloromethane
phe-pro-arg-ck
l-phenylalaninamide, l-prolyl-n-(4-((aminoiminomethyl)amino)-1-(chloroacetyl)butyl)-, (s)-
fprck
(s)-l-prolyl-n-(4-((aminoiminomethyl)amino)-1-(chloroacetyl)butyl)-l-phenylalaninamide
phe-pro-arg-ch2-cl
(2s)-n-[(2s)-1-[[(3s)-1-chloro-6-(diaminomethylideneamino)-2-oxohexan-3-yl]amino]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide
65149-23-7
DTXSID90215464
(s)-n-((s)-1-(((s)-1-chloro-6-guanidino-2-oxohexan-3-yl)amino)-1-oxo-3-phenylpropan-2-yl)pyrrolidine-2-carboxamide

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" Pharmacodynamic effects of the platelet glycoprotein IIb/IIIa antagonist eptifibatide have been delineated in healthy subjects but not in patients with ACS."( Pharmacodynamics and pharmacokinetics of eptifibatide in patients with acute coronary syndromes: prospective analysis from PURSUIT.
Eisenberg, PR; Gretler, D; Harrington, RA; Jennings, LK; Joseph, DM; Kleiman, NS; Labinaz, M; Lincoff, AM; McDougal, MF; Potthoff, RF; Tardiff, BE; Vorchheimer, DA, 2001
)
0.31
" These results enhance our understanding of the relation between pharmacodynamic and clinical effects of eptifibatide in such patients and may have important implications for its use in percutaneous interventions."( Pharmacodynamics and pharmacokinetics of eptifibatide in patients with acute coronary syndromes: prospective analysis from PURSUIT.
Eisenberg, PR; Gretler, D; Harrington, RA; Jennings, LK; Joseph, DM; Kleiman, NS; Labinaz, M; Lincoff, AM; McDougal, MF; Potthoff, RF; Tardiff, BE; Vorchheimer, DA, 2001
)
0.31

Dosage Studied

ExcerptRelevanceReference
" The specific soybean trypsin inhibitor and aprotinin, but not heparin and hirudin, competitively shifted the trypsin dose-response to the right, whereas heparin, hirudin, and antithrombin III proved to be more effective than trypsin inhibitors in inhibiting the thrombin-induced vasodilation."( Mechanism of thrombin-induced endothelium-dependent coronary vasodilation in dogs: role of its proteolytic enzymatic activity.
Ku, DD,
)
0.13
" The thrombin inhibitors were given intravenously, and complete concentration- and/or dose-response curves were constructed."( The importance of enzyme inhibition kinetics for the effect of thrombin inhibitors in a rat model of arterial thrombosis.
Deinum, J; Elg, M; Gustafsson, D, 1997
)
0.3
" These findings indicate that dosing regimens for GPIIb/IIIa receptor antagonists based on the platelet inhibition profile in citrate may provide misleading information with respect to their true in vivo antithrombotic efficacy."( Role of extracellular ionized calcium in the in vitro assessment of GPIIb/IIIa receptor antagonists.
Faul, JD; Huang, J; Lucchesi, BR; Rebello, SS, 2000
)
0.31
", Whitehouse Station, New Jersey]) all sought to identify dosing regimens that would establish and maintain >80 % inhibition of ex vivo platelet aggregation throughout the duration of intravenous infusion."( Platelet aggregation inhibition with glycoprotein IIb--IIIa inhibitors.
Proimos, G, 2001
)
0.31
" Outcomes of treatment with the platelet glycoprotein IIb/IIIa inhibitors were dependent upon proper dosing selection."( Clinical pharmacology of higher dose eptifibatide in percutaneous coronary intervention (the PRIDE study).
Califf, RM; Davidson, CJ; Gilchrist, IC; Grines, CL; Jennings, LK; Kitt, MM; Kleiman, NS; Lincoff, AM; Lorenz, TJ; O'Shea, JC; Talley, JD; Tcheng, JE, 2001
)
0.31
"Determination of the patient-specific response to antiplatelet agents facilitates proper dosing for both acute and chronic prophylaxis."( P2Y12 or P2Y1 inhibitors reduce platelet deposition in a microfluidic model of thrombosis while apyrase lacks efficacy under flow conditions.
Brass, LF; Diamond, SL; Maloney, SF, 2010
)
0.36
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (189)

TimeframeStudies, This Drug (%)All Drugs %
pre-199020 (10.58)18.7374
1990's97 (51.32)18.2507
2000's47 (24.87)29.6817
2010's24 (12.70)24.3611
2020's1 (0.53)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 9.63

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index9.63 (24.57)
Research Supply Index5.28 (2.92)
Research Growth Index4.91 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.63)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (2.09%)5.53%
Reviews7 (3.66%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other180 (94.24%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]