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WKYMVM trifluoroacetate salt

SIGMA/W4270 - ≥98% (HPLC)

Synonym: Trp-Lys-Tyr-Met-Val-L-Met NH2 trifluoroacetate salt

CAS Number: 187986-11-4 (free base)
Empirical Formula (Hill Notation): C41H61N9O7S2 · xC2HF3O2
Molecular Weight: 856.11 (free base basis)
MDL Number: MFCD19443869
Linear Formula: C41H61N9O7S2 · xC2HF3O2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-W4270-1MG 1 mg
 $263.00
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assay ≥98% (HPLC)
color white to off-white
form powder
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
Quality Level 100 
shipped in wet ice
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
solubility H2O: >2 mg/mL
storage temp. −20°C
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 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.
Biochem/physiol Actions: 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.
Packaging: 1 mg in glass bottle
Preparation Note: WKYMVM trifluoroacetate salt dissolves in water at a concentration >2 mg/mL to yield a clear solution.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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