A3227

Ala-Tyr-Pro-Gly-Lys-Phe-NH₂ trifluoroacetate salt

≥98% (HPLC), lyophilized powder, PAR4 agonist

• Synonym(s): AYPGKF-NH₂, PAR4-AP
• Empirical Formula (Hill Notation): C₃₄H₄₈N₈O₇ · xC₂HF₃O₂
• CAS Number: 1228078-65-6
• Molecular Weight: 680.79 (free base basis)
• MDL number: MFCD04974484
• UNSPSC Code: 12352202
• PubChem Substance ID: 329770819
• NACRES: NA.77

Properties

• product name: Ala-Tyr-Pro-Gly-Lys-Phe-NH₂ trifluoroacetate salt, ≥98% (HPLC), lyophilized powder
• assay: ≥98% (HPLC)
• form: lyophilized powder
• color: white
• solubility: H₂O: >10 mg/mL
• storage temp.: −20°C
• SMILES string: OC(=O)C(F)(F)F.C[C@H](N)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N2CCCC2C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc3ccccc3)C(N)=O
• InChI: 1S/C34H48N8O7.C2HF3O2/c1-21(36)31(46)41-27(19-23-12-14-24(43)15-13-23)34(49)42-17-7-11-28(42)33(48)38-20-29(44)39-25(10-5-6-16-35)32(47)40-26(30(37)45)18-22-8-3-2-4-9-22;3-2(4,5)1(6)7/h2-4,8-9,12-15,21,25-28,43H,5-7,10-11,16-20,35-36H2,1H3,(H2,37,45)(H,38,48)(H,39,44)(H,40,47)(H,41,46);(H,6,7)/t21-,25-,26-,27-,28-;/m0./s1
• InChI key: BGPJLFVICWHITH-HKJXYENISA-N

Description

Amino Acid Sequence

Ala-Tyr-Pro-Gly-Lys-Phe-NH2

General description

Ala-Tyr-Pro-Gly-Lys-Phe-NH₂ (AYPGKF- NH₂) is a selective, specific proteinase-activated receptor 4 (PAR4) agonist peptide. PAR4 is a G-protein-coupled receptor that is expressed on the surface of human platelets and is involved in the thrombin signaling pathway. Cleavage of PAR4 by the protease thrombin stimulates the receptor and results in signaling of platelet aggregation.

Application

4-Androsten-11β-ol-3,17-dione has been used in platelet aggregation.

AYPGKF- NH₂ may be used for probing PAR4 signaling in culture systems and in platelets.

Biochem/physiol Actions

AYPGK is a ligand for the PAR4 receptor; binding results in activation of PAR4. AYPGK stimulates platelet aggregation in vitro (EC50 =15 μM) via PAR4. In human platelets treated with the PAR4 agonist, AYPGKF stimulates the production of thromboxane, a potent agent for platelet-aggregation. Additionally, AYPGKF mediates the thrombin-induced release of endostatin from rat platelets.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)