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A3227

Sigma-Aldrich

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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About This Item

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

product name

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

Pureté

≥98% (HPLC)

Forme

lyophilized powder

Couleur

white

Solubilité

H2O: >10 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

BGPJLFVICWHITH-HKJXYENISA-N

Amino Acid Sequence

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

Description générale

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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
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
Ming Wang et al.
Journal of immunology research, 2018, 4735752-4735752 (2018-10-27)
A previous study showed that a downexpression of protease-activated receptor 4 (PAR4) is associated with the development of esophageal squamous cell carcinoma (ESCC). In this study, we explored the relationship between PAR4 activation and the expression of p16, and elucidated
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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