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Merck

47729

N-Formyl-Met-Leu-Phe

≥99.0% (TLC), BioXtra

Sinónimos:

Chemotactic peptide, N-Formyl-L-methionyl-L-leucyl-L-phenylalanine, fMLF, fMLP (misnomer but widely used)

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Fórmula empírica (notación de Hill):
C21H31N3O5S
Número CAS:
Peso molecular:
437.55
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
2315783

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Nombre del producto

N-Formyl-Met-Leu-Phe, BioXtra, ≥99.0% (TLC)

product line

BioXtra

Quality Level

assay

≥99.0% (TLC)

form

powder

color

white

solubility

DMF: 50 mg/mL, clear, colorless

application(s)

cell analysis

storage temp.

2-8°C

SMILES string

CSCC[C@H](NC=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(O)=O

InChI

1S/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)/t16-,17-,18-/m0/s1

InChI key

PRQROPMIIGLWRP-BZSNNMDCSA-N

Gene Information

human ... FPR1(2357)

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1 of 4

Este artículo
F3506P4126338338
form

powder

form

powder

form

powder

form

-

assay

≥99.0% (TLC)

assay

≥97% (HPLC)

assay

≥98% (TLC)

assay

98%

product line

BioXtra

product line

-

product line

-

product line

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

DMF: 50 mg/mL, clear, colorless

solubility

acetic acid: 20 mg/mL, clear, colorless

solubility

-

solubility

-

color

white

color

-

color

white

color

-

Application

1. 4th and 5th applications do not have access
2. 3rd application is not relevant

Biochem/physiol Actions

N-Formyl-Met-Leu-Phe is a potent chemotactic peptide and formyl peptide receptor (FPR) agonist that induces a metabolic burst in macrophages accompanied by an increase in respiratory rate, secretion of lysosomal enzymes, and production of superoxide anion.
Potent chemotactic peptide. Induces a metabolic burst in macrophages accompanied by an increase in respiratory rate, secretion of lysosomal enzymes, and production of superoxide anion.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Certificados de análisis (COA)

Lot/Batch Number

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C Dahlgren et al.
Blood, 95(5), 1810-1818 (2000-02-26)
A D-methionine-containing peptide, Trp-Lys-Tyr-Met-Val-D-Met-NH(2) (WKYMVm), featuring a unique receptor specificity was investigated with respect to its ability to activate neutrophil effector functions. The peptide was found to be more potent than the N-formylated peptide N-formyl-Met-Leu-Phe (fMLF) at inducing neutrophil chemotaxis
J James B Edelman et al.
Shock (Augusta, Ga.), 39(2), 149-154 (2013-01-18)
Persistent alteration to host polymorphonuclear cell (PMN) physiology has been demonstrated after cardiac surgery performed with cardiopulmonary bypass (CPB). However, to date, PMN physiology and function beyond the first 24 h have not been investigated after cardiac surgery performed without
Karama Makni-Maalej et al.
Journal of immunology (Baltimore, Md. : 1950), 189(9), 4657-4665 (2012-09-25)
Superoxide anion production by the neutrophil NADPH oxidase plays a key role in host defense; however, excessive superoxide production is believed to participate to inflammatory reactions. Neutrophils express several TLR that recognize a variety of microbial motifs or agonists. The
Loïc Rolas et al.
Hepatology (Baltimore, Md.), 57(3), 1163-1171 (2012-10-20)
Cirrhosis is commonly accompanied by impaired defense functions of polymorphonuclear leucocytes (PMNs), increased patient susceptibility to infections, and hepatocellular carcinoma (HCC). PMN antimicrobial activity is dependent on a massive production of reactive oxygen species (ROS) by nicotinamide adenine dinucleotide phosphate
Jing Wang et al.
Nature immunology, 14(1), 34-40 (2012-11-13)
Acute inflammatory responses are important in host defense, whereas dysregulated inflammation results in life-threatening complications. Here we found that paired immunoglobulin-like type 2 receptor alpha (PILRα), an inhibitory receptor containing immunoreceptor tyrosine-based inhibitory motifs (ITIMs), negatively regulated neutrophil infiltration during

Número de artículo de comercio global

SKUGTIN
47729-10MG-F04061832372921

Preguntas

1–3 de 3 Preguntas  
  1. How long can this product be stored at -20 when reconstituted in DMSO?

    1 respuesta
    1. The stability of this product in solution is not determined. However, similar product F3506 states that solutions of N-Formyl-Met-Leu-Phe can be stored, in aliquots, at -20°C for at least six months.

      ¿Le ha resultado útil?

  2. What is the solubility of the product  47729, N-Formyl-Met-Leu-Phe?

    1 respuesta
    1. Product is soluble in water (partly), methanol, DMSO (4 mg/ml), ethanol (2 mg/ml), and DMF (Dimethylformamide) (50 mg/ml).

      ¿Le ha resultado útil?

  3. Can this product be dissolved in DMSO?

    1 respuesta
    1. Yes, this product can be solubilized in DMSO. The exact concentration at which it may be solubilized is not determined. However, several sources state that it is soluble in DMSO at 30 mg/mL.

      ¿Le ha resultado útil?

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