CAS 71142-71-7

H-D-Phe-Pro-Arg-chloromethylketone

Description:

H-D-Phe-Pro-Arg-chloromethylketone, also known by its CAS number 71142-71-7, is a synthetic peptide derivative that serves as a potent inhibitor of certain proteolytic enzymes, particularly serine proteases. This compound features a chloromethylketone functional group, which is crucial for its mechanism of action, allowing it to form covalent bonds with the active site of target enzymes, thereby inhibiting their activity. The presence of the amino acids phenylalanine (Phe), proline (Pro), and arginine (Arg) in its structure contributes to its specificity and binding affinity. H-D-Phe-Pro-Arg-chloromethylketone is often utilized in biochemical research to study enzyme kinetics and protease inhibition, making it valuable in drug development and therapeutic applications. Its stability and reactivity are influenced by the surrounding pH and temperature conditions, which are important considerations in experimental setups. As with many peptide derivatives, it is essential to handle this compound with care, adhering to safety protocols due to its potential biological activity.

Formula: C₂₁H₃₁ClN₆O₃

InChI: InChI=1/C21H31ClN6O3/c22-13-18(29)16(8-4-10-26-21(24)25)27-19(30)17-9-5-11-28(17)20(31)15(23)12-14-6-2-1-3-7-14/h1-3,6-7,15-17H,4-5,8-13,23H2,(H,27,30)(H4,24,25,26)/t15-,16+,17+/m1/s1

InChI key: InChIKey=KWPACVJPAFGBEQ-IKGGRYGDSA-N

SMILES: C(N[C@@H](CCCNC(=N)N)C(CCl)=O)(=O)[C@H]1N(C([C@@H](CC2=CC=CC=C2)N)=O)CCC1

Synonyms:

• 13: PN: WO03076461 PAGE: 51 claimed protein
• <span class="text-smallcaps">D</smallcap>-Phenylalanyl-<smallcap>L</smallcap>-prolyl-<smallcap>L</span>-arginyl chloromethyl ketone
• <span class="text-smallcaps">D</smallcap>-Phenylalanyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-chloroacetyl)butyl]-<smallcap>L</span>-prolinamide
• <span class="text-smallcaps">D</span>-Phenylalanyl-prolyl-arginyl chloromethyl ketone
• <span class="text-smallcaps">L</smallcap>-Prolinamide, <smallcap>D</span>-phenylalanyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-chloroacetyl)butyl]-
• <span class="text-smallcaps">L</smallcap>-Prolinamide, <smallcap>D</span>-phenylalanyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-(chloroacetyl)butyl]-
• <span class="text-smallcaps">L</smallcap>-Prolinamide, <smallcap>D</span>-phenylalanyl-N-[4-[(aminoiminomethyl)amino]-1-(chloroacetyl)butyl]-, (S)-
• D-Phe-pro-arg CH2Cl
• D-Phenylalanine-proline-arginine methyl chloride
• D-phenylalanyl-N-{(1S)-1-(chloroacetyl)-4-[(diaminomethylidene)amino]butyl}-L-prolinamide
• H-D-Phe-Pro-Arg-Chloromethylketone Trifluoroacetate Salt
• L-Prolinamide, D-phenylalanyl-N-(4-((aminoiminomethyl)amino)-1-(chloroacetyl)butyl)-, (S)-
• Pebac
• Phe-pro-arg-methyl chloride
• Phenylalanyl-prolyl-arginine methyl chloride
• Ppack
• L-Prolinamide, D-phenylalanyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-chloroacetyl)butyl]-
• D-Phenylalanyl-L-prolyl-L-arginyl chloromethyl ketone
• D-Phenylalanyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-chloroacetyl)butyl]-L-prolinamide
• L-Prolinamide, D-phenylalanyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-(chloroacetyl)butyl]-
• H-D-PHE-PRO-ARG-CHLOROMETHYLKETONE TRIFLUOROACETATE SALT USP/EP/BP
• H-D-Phe-Pro-Arg-CMK
• phenylalanyl-prolyl-argininemethylchloride
• D-Phe-Pro-Arg-CMK.TFA
• H-D-PHE-PRO-ARG-CMK TFA

H-D-Phe-Pro-Arg-chloromethylketone

CAS: 71142-71-7

PPACK, fPR-CMK, a highly effective irreversible inhibitor of thrombin and gingipain R.

Formula: C₂₁H₃₁ClN₆O₃

Purity: 91.3%

Color and Shape: Yellowish Powder

Molecular weight: 450.97

Ref: 01-4033019

D-Phenylalanyl-prolyl-arginyl chloromethyl ketone

CAS: 71142-71-7

D-Phenylalanyl-prolyl-arginyl chloromethyl ketone is a chemical compound that inhibits the proteolytic activity of serine proteases. It binds to the thrombin receptor on the surface of cells and prevents activation of fibrinogen by thrombin, which is an enzyme that promotes clotting. D-Phenylalanyl-prolyl-arginyl chloromethyl ketone also blocks platelet aggregation and has shown an ability to induce muscle cell proliferation. This drug has been used in pharmacological experiments as an inhibitor binding agent.

Formula: C₂₁H₃₁ClN₆O₃

Purity: Min. 90 Area-%

Color and Shape: Powder

Molecular weight: 450.96 g/mol

Ref: 3D-FP46717

PPACK

CAS: 71142-71-7

PPACK: synthetic peptide, irreversibly inhibits thrombin (Ki = 0.24 nM), prevents platelet activation.

Formula: C₂₁H₃₁ClN₆O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 450.96

Ref: TM-T20505