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Merck

A3227

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

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

Synonyme(s) :

AYPGKF-NH2, PAR4-AP

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A propos de cet article

Formule empirique (notation de Hill) :
C34H48N8O7 · xC2HF3O2
Numéro CAS:
1228078-65-6
Poids moléculaire :
680.79 (free base basis)
UNSPSC Code:
12352202
PubChem Substance ID:
329770819
NACRES:
NA.77
MDL number:
MFCD04974484

Principaux documents

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Nom du produit

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

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 key

BGPJLFVICWHITH-HKJXYENISA-N

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

assay

≥98% (HPLC)

form

lyophilized powder

color

white

solubility

H2O: >10 mg/mL

storage temp.

−20°C

Quality Level

100

Catégories apparentées

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.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000524894
0000524894
0000440036
0000340819
0000440036

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Consulter la Bibliothèque de documents

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
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
Matthew T Duvernay et al.
Molecular pharmacology, 91(1), 39-47 (2016-10-28)
Human platelets display a unique dual receptor system for responding to its primary endogenous activator, α-thrombin. Because of the lack of efficacious antagonists, the field has relied on synthetic peptides and pepducins to describe protease-activated receptor PAR1 and PAR4 signaling.
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
Lei Jiang et al.
British journal of cancer, 117(5), 695-703 (2017-07-12)
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
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