N-Formyl-Nle-Leu-Phe-Nle-Tyr-Lys

N-Formyl-Nle-Leu-Phe-Nle-Tyr-Lys TFA (For-Nle-Leu-Phe-Nle-Tyr-Lys-OH TFA) is a formyl peptide receptor (FPR) agonist.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
N-Formyl-Nle-Leu-Phe-Nle-Tyr-Lys(CAS 71901-21-8)

CAT No: R1555

CAS No:71901-21-8

Synonyms/Alias:71901-21-8;N-Formyl-nle-leu-phe-nle-tyr-lys;F-chemotactic peptide;For-Nle-Leu-Phe-Nle-Tyr-Lys-OH;F-Peptide;N-Formyl hexapeptide;FNLELFNLRYK;FNLPNTL;Fnle-leu-phe-nle-tyr-lys;FNleLFNleYK;Cho-nle-leu-phe-nle-tyr-lys;Fnorleu-leu-phe-norleu-tyr-lys;(3S,6S,9S,12S,15S,18S)-18-(4-Aminobutyl)-9-benzyl-3,12-dibutyl-15-(4-hydroxybenzyl)-6-isobutyl-1,4,7,10,13,16-hexaoxo-2,5,8,11,14,17-hexaazanonadecan-19-oic acid;Formylnorleucyl-leucyl-phenylalanyl-norleucyl-tyrosyl-lysine;(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-formamidohexanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoyl]amino]hexanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]hexanoic acid;formyl-Nle-Leu-Phe-Nle-Tyr-Lys;((S)-2-((S)-2-((S)-2-((S)-2-formamidohexanamido)-4-methylpentanamido)-3-phenylpropanamido)hexanoyl)-L-tyrosyl-L-lysine;L-Lysine, N(2)-(N-(N-(N-(N-(N-formyl-L-norleucyl)-L-leucyl)-L-phenylalanyl)-L-norleucyl)-L-tyrosyl)-;n-formyl-l-norleucyl-l-leucyl-l-phenylalanyl-l-norleucyl-l-tyrosyl-l-lysine;SCHEMBL413804;DTXSID90992602;HY-P1591;MFCD00076348;FF108866;MS-31530;DB-255755;CS-0045217;N-formyl-nLeu1-Leu2-Phe3-nLeu4-Tyr5-Lys6;G12218;formyl-norleucyl-leucyl-phenylalanyl-norleucyl-tyrosyl-lysine;L-Lysine,N-formyl-L-norleucyl-L-leucyl-L-phenylalanyl-L-norleucyl-L-tyrosyl-;N~2~-{8-Benzyl-5,14-dibutyl-1,4,7,10,13,16-hexahydroxy-2-[(4-hydroxyphenyl)methyl]-11-(2-methylpropyl)-3,6,9,12,15-pentaazahexadeca-3,6,9,12,15-pentaen-1-ylidene}lysine;

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M.F/Formula
C43H65N7O9
M.W/Mr.
824
Sequence
One Letter Code:XLFXYK
Three Letter Code:For-Nle-Leu-Phe-Nle-Tyr-Lys-OH

N-Formyl-Nle-Leu-Phe-Nle-Tyr-Lys is a synthetic peptide analog designed for advanced biochemical and cellular research. Structurally, it incorporates norleucine residues and a formylated N-terminus, features that confer enhanced stability and functional mimicry of endogenous signaling peptides. Its unique sequence enables selective interactions with specific cell surface receptors, making it a valuable probe in studies of chemotaxis, intracellular signaling, and receptor-ligand dynamics. Due to its tailored modifications and high degree of sequence specificity, this peptide serves as a critical tool in dissecting molecular mechanisms underlying immune cell activation and migration.

Chemotaxis research: As a formylated peptide, N-Formyl-Nle-Leu-Phe-Nle-Tyr-Lys is widely utilized to investigate the mechanisms of leukocyte chemotaxis. The presence of the formyl group at the N-terminus allows it to act as a potent agonist for formyl peptide receptors (FPRs) on neutrophils and other immune cells, thereby facilitating studies on receptor-mediated cell migration. Researchers employ this peptide to model the recruitment of immune cells to sites of infection or inflammation, enabling detailed analysis of migratory behavior and receptor signaling pathways in vitro.

Receptor binding and signaling studies: The peptide's sequence is specifically engineered to interact with formyl peptide receptors, making it an effective ligand in receptor binding assays. Its use in radioligand binding or fluorescence-based assays provides insights into receptor affinity, activation kinetics, and downstream signaling cascades. By leveraging its structural analogies to natural chemotactic peptides, investigators can delineate the molecular determinants of receptor specificity and signal transduction in immune cells.

Peptide structure-activity relationship analysis: The inclusion of norleucine residues and a tyrosine moiety offers an opportunity to explore the structure-activity relationships (SAR) of formylated peptides. By comparing biological responses elicited by this analog to those of native sequences, scientists can map critical residues responsible for receptor activation and biological efficacy. Such studies contribute to the rational design of novel peptide ligands with improved selectivity or stability for use in basic and applied research.

Cellular activation assays: N-Formyl-Nle-Leu-Phe-Nle-Tyr-Lys is frequently employed in functional assays to evaluate immune cell activation, including calcium flux, degranulation, and reactive oxygen species production. Its robust agonist activity enables precise quantification of cellular responses, supporting investigations into the pathways governing innate immune activation and effector functions. These assays are instrumental in characterizing pharmacological modulators or inhibitors of chemotactic signaling.

Peptide-based assay development: The defined sequence and receptor specificity of this peptide make it a valuable standard or control in the development and validation of peptide-based detection systems. It is often used to calibrate chemotaxis chambers, optimize assay conditions, and benchmark novel experimental protocols. By providing reproducible and well-characterized biological activity, the peptide supports methodological advances in immunological and cell biology research.

InChI
InChI=1S/C43H65N7O9/c1-5-7-16-32(45-27-51)38(53)48-35(24-28(3)4)40(55)50-36(25-29-14-10-9-11-15-29)41(56)46-33(17-8-6-2)39(54)49-37(26-30-19-21-31(52)22-20-30)42(57)47-34(43(58)59)18-12-13-23-44/h9-11,14-15,19-22,27-28,32-37,52H,5-8,12-13,16-18,23-26,44H2,1-4H3,(H,45,51)(H,46,56)(H,47,57)(H,48,53)(H,49,54)(H,50,55)(H,58,59)/t32-,33-,34-,35-,36-,37-/m0/s1
InChI Key
XZMLMTGOWVWIRV-DUGSHLAESA-N

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