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MW 437.6 Da, Purity >98%. N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide. Achieve your results faster with highly validated, pure and trusted compounds.

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Images

Chemical Structure - N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide (AB141806), expandable thumbnail
  • Functional Studies - N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide (AB141806), expandable thumbnail

Publications

Key facts

CAS number
59880-97-6
Purity
> 98%
Form
Solid
Molecular weight
437.6 Da
Molecular formula
C21H31N3O5S
PubChem identifier
443295
Nature
Synthetic

Alternative names

Recommended products

MW 437.6 Da, Purity >98%. N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide. Achieve your results faster with highly validated, pure and trusted compounds.

Key facts

Purity
> 98%
PubChem identifier
443295
Solubility

Soluble in ethanol to 5 mM.

Soluble in DMSO to 100 mM.

Biochemical name
N-Formyl-Met-Leu-Phe
Canonical SMILES
CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C(=O)O)NC(=O)C(CCSC)NC=O
Isomeric SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)NC(=O)[C@H](CCSC)NC=O
InChI
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
InChIKey
PRQROPMIIGLWRP-BZSNNMDCSA-N
IUPAC name
(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.
Activity summary

FPR1 also known as formyl peptide receptor 1 is a G-protein coupled receptor with a molecular mass of approximately 38 kDa. It is also referred to as FPRL1 or RFP and recognizes bacterial n-formyl-methionyl peptides such as fMLP n-formyl-meth-leu-phe and formylated peptides. These receptors are majorly expressed in leukocytes where they contribute to host defense mechanisms.

Biological function summary

The FPR1 receptor engages in the detection and response to bacterial infections and is not part of a larger complex. It operates by recognizing n-formyl peptides released by bacteria and mitochondria during cell stress facilitating chemical signaling for immune responses. This receptor helps mediate chemotaxis where immune cells like neutrophils are directed towards sites of infection or tissue damage promoting an effective immune response.

Pathways

The FPR1 receptor is significantly involved in the chemokine signaling pathway where it guides the migration of leucocytes and the innate immune response pathway initiating rapid responses to foreign invaders. It interacts closely with proteins such as G-proteins which transduce signals internally after activation by n-formyl peptides to achieve adequate movement and function of immune components.

Associated diseases and disorders

FPR1 has associations with chronic inflammatory conditions and infection-related disorders. For instance its dysregulation can contribute to diseases like chronic obstructive pulmonary disease (COPD) and certain autoimmune disorders. This receptor's role in inflammation and host defense connects it with proteins such as other receptors that participate in immune regulation collectively impacting disease progression and severity.

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2 product images

  • Chemical Structure - N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide (ab141806), expandable thumbnail

    Chemical Structure - N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide (ab141806)

    2D chemical structure image of ab141806, N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide

  • Functional Studies - N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide (ab141806), expandable thumbnail

    Functional Studies - N-Formyl-Met-Leu-Phe, endogenous chemotactic peptide (ab141806)

    N-Formyl-Met-Leu-Phe activates Ca2+ transients in differentiated HL-60 cells. Cells were loaded with Fluo-3 AM (Fluo-3 AM, Fluorescent calcium Indicator ab145254). Changes in intracellular Ca2+ were detected via changes in Fluo-3 emission following application (indicated by arrow) of 1 µM N-Formyl-Met-Leu-Phe (ab141806), (green) compared to control (black, saline perfusion).

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Product protocols

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