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A3227

Sigma-Aldrich

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

≥98% (HPLC), lyophilized powder

All Photos(1)
Synonym(s):
AYPGKF-NH2, PAR4-AP
Empirical Formula (Hill Notation):
C34H48N8O7 · xC2HF3O2
Molecular Weight:
680.79 (free base basis)
MDL number:
MFCD04974484
PubChem Substance ID:
329770819
NACRES:
NA.77

Quality Level

100

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

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This Item
T7830N4912R3905
Ala-Tyr-Pro-Gly-Lys-Phe-NH2 trifluoroacetate salt ≥98% (HPLC), lyophilized powder

Sigma-Aldrich

A3227

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

TFLLR-NH2 trifluoroacetate salt >98% (HPLC)

Sigma-Aldrich

T7830

TFLLR-NH2 trifluoroacetate salt

Sigma-Aldrich

Sigma-Aldrich

N4912

NMA-Gly-Cys-Gly-Val-Leu-Leu-Lys(dnp)-Arg-Arg-NH2 trifluoroacetate salt

Ro 27-3225 trifluoroacetate salt ≥98% (reversed phase HPLC)

Sigma-Aldrich

R3905

Ro 27-3225 trifluoroacetate salt

form

lyophilized powder

form

lyophilized powder

form

solid

form

lyophilized solid

color

white

color

white to tan

color

yellow

color

white

solubility

H2O: >10 mg/mL

solubility

H2O: >2 mg/mL

solubility

H2O: ≥0.5 mg/mL

solubility

H2O: >10 mg/mL

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

room temp

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Seema Bhatlekar et al.
Haematologica, 104(10), 2075-2083 (2019-02-09)
Apoptosis is a recognized limitation to generating large numbers of megakaryocytes in culture. The genes responsible have been rigorously studied in vivo in mice, but are poorly characterized in human culture systems. As CD34-positive (+) cells isolated from human umbilical
Frederic Lagarrigue et al.
Blood, 136(10), 1180-1190 (2020-06-11)
Ras-related protein 1 (Rap1) is a major convergence point of the platelet-signaling pathways that result in talin-1 binding to the integrin β cytoplasmic domain and consequent integrin activation, platelet aggregation, and effective hemostasis. The nature of the connection between Rap1
B Batman et al.
Vox sanguinis, 112(8), 773-779 (2017-09-30)
Prophylactic platelet transfusions are administered to prevent bleeding in haemato-oncological patients. However, bleeding still occurs, despite these transfusions. This practice is costly and not without risk. Better predictors of bleeding are needed, and flow cytometric evaluation of platelet function might
Absence of Pear1 does not affect murine platelet function in vivo
Criel M, et al.
Thrombosis Research, 146, 76-83 (2016)
T Hiratsuka et al.
Journal of thrombosis and haemostasis : JTH, 15(7), 1487-1499 (2017-04-30)
Essentials Spatiotemporal regulation of protein kinases during thrombus formation remains elusive in vivo. Activities of protein kinases were live imaged in mouse platelets at laser-ablated arterioles. Protein kinase A was activated in the dislodging platelets at the downstream side of
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