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A3227

Sigma-Aldrich

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

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

Sinónimos:

AYPGKF-NH2, PAR4-AP

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About This Item

Fórmula empírica (notación de Hill):
C34H48N8O7 · xC2HF3O2
Número de CAS:
1228078-65-6
Peso molecular:
680.79 (free base basis)
MDL number:
MFCD04974484
UNSPSC Code:
12352202
PubChem Substance ID:
329770819
NACRES:
NA.77

product name

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

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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Selective platelet release of pro- or anti-angiogenic factors distinctly regulated angiogenesis. We hypothesised that selective release of platelet angiogenic factors could differently regulate tumour growth. Breast cancer cell proliferation, cancer cell-induced endothelial tube formation in vitro, and tumour growth in
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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