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M6014

Sigma-Aldrich

Met-Leu-Phe acetate salt

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C20H31N3O4S
CAS Number:
Molecular Weight:
409.54
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

CSCCC(N)C(=O)NC(CC(C)C)C(=O)NC(Cc1ccccc1)C(O)=O

InChI

1S/C20H31N3O4S/c1-13(2)11-16(22-18(24)15(21)9-10-28-3)19(25)23-17(20(26)27)12-14-7-5-4-6-8-14/h4-8,13,15-17H,9-12,21H2,1-3H3,(H,22,24)(H,23,25)(H,26,27)

InChI key

CHDYFPCQVUOJEB-UHFFFAOYSA-N

Quality

Exhibits very weak chemotactic properties.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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G Banerjee et al.
Antimicrobial agents and chemotherapy, 42(2), 348-351 (1998-04-04)
The interaction of chemotactic peptide (e.g., fMet-Leu-Phe)-grafted liposomes with macrophages is noted to be rapid and specific. At a grafted peptide concentration of 100 nmol, internalization of the peptide-grafted liposomes by the macrophages is found to reach equilibrium in 30
Laurent Camous et al.
Blood, 117(4), 1340-1349 (2010-11-11)
Complement alternative pathway plays an important, but not clearly understood, role in neutrophil-mediated diseases. We here show that neutrophils themselves activate complement when stimulated by cytokines or coagulation-derived factors. In whole blood, tumor necrosis factor/formyl-methionyl-leucyl-phenylalanine or phorbol myristate acetate resulted
H L Nurcombe et al.
Annals of the rheumatic diseases, 48(1), 56-62 (1989-01-01)
Activated polymorphonuclear leucocytes (neutrophils) can generate both intracellular and extracellular luminol dependent chemiluminescence. As luminol dependent chemiluminescence largely measures the activity of the myeloperoxidase-H2O2 system, and as the extracellular activity of this enzyme may be responsible for the tissue damage
Didier G Ebo et al.
Journal of immunological methods, 375(1-2), 30-38 (2011-09-29)
Stimulated human basophils exhibit different degranulation patterns with release of mediators and appearance of activation markers such as CD63 and CD203c. Traditionally, released mediators are quantified in the supernatant of activated cells, whereas the expression of activation markers by individual
W Tao et al.
The Biochemical journal, 257(3), 633-637 (1989-02-01)
[3H]Arachidonic acid is released after stimulation of rabbit neutrophils with fMet-Leu-Phe or platelet-activating factor (PAF). The release is rapid and dose-dependent, and is inhibited in phorbol 12-myristate 13-acetate (PMA)-treated rabbit neutrophils. The protein kinase C (PKC) inhibitor 1-(5-isoquinoline-sulphonyl)-2-methylpiperazine (H-7) prevents

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