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W4270

Sigma-Aldrich

WKYMVM trifluoroacetate salt

≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C41H61N9O7S2 · xC2HF3O2
Numero CAS:
Peso molecolare:
856.11 (free base basis)
Numero MDL:
Codice UNSPSC:
51111800
ID PubChem:
NACRES:
NA.32

Livello qualitativo

Saggio

≥98% (HPLC)

Stato

powder

Colore

white to off-white

Solubilità

H2O: >2 mg/mL

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
MYVYQWVNXDVTBW-CZPFDPCBSA-N

Amino Acid Sequence

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

Applicazioni

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

Azioni biochim/fisiol

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.

Nota sulla preparazione

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Myeong Heon Shin et al.
International archives of allergy and immunology, 137 Suppl 1, 21-26 (2005-06-11)
Eosinophils play a key role in allergic inflammation and parasitic infections. The synthetic peptide, Trp-Lys-Tyr-Met-Val-D-Met (WKYMVm), has been previously shown to activate eosinophils and thus to enhance respiratory burst through the formyl peptide receptors. This study was undertaken to determine
Bo Li et al.
Atherosclerosis, 228(2), 370-379 (2013-04-30)
Although lipoprotein-associated phospholipase A2 (Lp-PLA2) has been regarded as a biomarker and a causative agent for acute coronary events recently, the mechanism of the regulation of Lp-PLA2 has not been fully elucidated yet. This study was aimed to investigate the
B Q Li et al.
Blood, 97(10), 2941-2947 (2001-05-09)
The G protein-coupled 7 transmembrane (STM) chemoattractant receptors can be inactivated by heterologous desensitization. Earlier work showed that formly peptide receptor-like 1 (FPRL1), an STM receptor with low affinity for the bacterial chemotactic peptide formyl-methionyl-leucyl-phenylalamine (fMLF), is activated by peptide

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