W4270

WKYMVM trifluoroacetate salt

≥98% (HPLC)

• Synonym(s): Trp-Lys-Tyr-Met-Val-L-Met NH2 trifluoroacetate salt
• Empirical Formula (Hill Notation): C₄₁H₆₁N₉O₇S₂ · xC₂HF₃O₂
• CAS Number: 187986-11-4
• Molecular Weight: 856.11 (free base basis)
• MDL number: MFCD19443869
• UNSPSC Code: 51111800
• PubChem Substance ID: 329830691
• NACRES: NA.32

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to off-white
• solubility: H₂O: >2 mg/mL
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: OC(=O)C(F)(F)F.CSCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCSC)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)Cc2c[nH]c3ccccc23)C(C)C)C(N)=O
• InChI: 1S/C41H61N9O7S2.C2HF3O2/c1-24(2)35(41(57)46-31(36(44)52)16-19-58-3)50-39(55)33(17-20-59-4)48-40(56)34(21-25-12-14-27(51)15-13-25)49-38(54)32(11-7-8-18-42)47-37(53)29(43)22-26-23-45-30-10-6-5-9-28(26)30;3-2(4,5)1(6)7/h5-6,9-10,12-15,23-24,29,31-35,45,51H,7-8,11,16-22,42-43H2,1-4H3,(H2,44,52)(H,46,57)(H,47,53)(H,48,56)(H,49,54)(H,50,55);(H,6,7)/t29-,31-,32-,33-,34-,35-;/m0./s1
• InChI key: MYVYQWVNXDVTBW-CZPFDPCBSA-N

Description

Amino Acid Sequence

Trp-Lys-Tyr-Met-Val-L-Met NH2

Application

WKYMVM trifluoroacetate salt was used as a test compound for investigating the mechanism of regulation of lipoprotein-associated phospholipase A2 (Lp-PLA2).

Biochem/physiol Actions

WKYMVM is a peptide agonist of formyl peptide receptors.

WKYMVM is a peptide agonist of formyl peptide receptors. WKYMVM binds to and stimulates FPRL family members 1, 2 with EC50 values of 2 and 80 nM, respectively. The peptide is a potent activator of neutrophils.

WKYMVM is an agonist and potent activator of Formyl peptide receptor like-1 (FPRL1). WKYMVM stimulates FPRL1 and hence attenuates the function of the chemokine receptors CCR5 and CXCR4. WKYMVM activates human eosinophils to induce superoxide production through Phosphoinositide 3-Kinase-Mediated ERK1/2 pathway.

Preparation Note

WKYMVM trifluoroacetate salt dissolves in water at a concentration >2 mg/mL to yield a clear solution.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable