Chemicals and Drugs

N-Formylmethionine Leucyl-Phenylalanine

A formylated tripeptide originally isolated from bacterial filtrates that is positively chemotactic to polymorphonuclear leucocytes, and causes them to release lysosomal enzymes and become metabolically activated.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A formylated tripeptide originally isolated from bacterial filtrates that is positively chemotactic to polymorphonuclear leucocytes, and causes them to release lysosomal enzymes and become metabolically activated.

Chemical Identity

Chemical Information

Molecular Formula
C21H31N3O5S
Molecular Weight
437.6 g/mol
CAS Registry No.
59880-97-6
IUPAC Name
(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid
InChIKey
PRQROPMIIGLWRP-BZSNNMDCSA-N
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
MeSH Unique ID
D009240
Source
PubChem CID 443295

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

20 entry terms
  • Formylmet-Leu-Phe
  • Formylmethionyl-Leucyl-Phenylalanine
  • Formylmethionylleucylphenylalanine
  • N-Formyl-Methionyl-Leucyl-Phenylalanine
  • Formylmet Leu Phe
  • Formylmethionyl Leucyl Phenylalanine
  • Leucyl-Phenylalanine, N-Formylmethionine
  • N Formyl Methionyl Leucyl Phenylalanine
  • N Formylmethionine Leucyl Phenylalanine
  • F-Met-Leu-Phe
  • Formylmethionyl Peptide
  • N-Formylated Peptide
  • N-formylmethionyl-leucyl-phenylalanine
  • fMet-Leu-Phe
  • F Met Leu Phe
  • N Formylated Peptide
  • N formylmethionyl leucyl phenylalanine
  • Peptide, Formylmethionyl
  • Peptide, N-Formylated
  • fMet Leu Phe

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

85; was N-FORMYL-METHIONYL-LEUCYL-PHENYLALANINE 1984; CHEMOTACTIC PEPTIDE was see N-FORMYLMETHIONINE LEUCYL-PHENYLALANINE 1984-90

MeSH Record

Previous Indexing

  • Chemotactic Factors (1980-1983)
  • Chemotaxis (1970-1979)
  • Chemotaxis, Leukocyte (1977-1983)
  • Cytology (1966-1969)
  • Methionine (1966-1974)
  • N-Formylmethionine (1975-1983)
  • Oligopeptides (1973-1983)
  • Peptides (1966-1972)

MeSH Hierarchy

Tree Numbers

  1. D02w.886w.030w.676.450w.440w
  2. D12.125w.072.050w.685w.445w
  3. D12.125w.142w.666w.500w
  4. D12.125w.166w.676.450w.440w
  5. D12.644w.456w.400w
  6. D23.125.685w

AMA Style

References

  1. National Library of Medicine. N-Formylmethionine Leucyl-Phenylalanine. Medical Subject Headings (MeSH). 2026. Unique ID D009240. http://id.nlm.nih.gov/mesh/2026/D009240
  2. N-Formylmethionine Leucyl-Phenylalanine. In: Wikipedia. https://en.wikipedia.org/wiki/N-Formylmethionine-leucyl-phenylalanine
  3. N-Formylmethionine Leucyl-Phenylalanine. In: Wikidata. https://www.wikidata.org/wiki/Q5090627
  4. N-Formylmethionine Leucyl-Phenylalanine. In: PubChem Compound. CID 443295. https://pubchem.ncbi.nlm.nih.gov/compound/443295