N-Formyl-L-methionyl-L-leucyl-L-phenylalanine

HCID 443295CAS 59880-97-6

Grundinformationen

Standard-SMILES
CSCC[C@H](NC=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)O
InChIKey
PRQROPMIIGLWRP-BZSNNMDCSA-N
Summenformel
C21H31N3O5S
Durchschnittliche Molmasse
437,6 g/mol
Monoisotopische Masse
437,19844209

Überblick

N-formyl-L-methionyl-L-leucyl-L-phenylalanine is a tripeptide composed of L-Met, L-Leu and L-Phe in a linear sequence with a formyl group at the amino terminus. It acts as a potent inducer of leucocyte chemotaxis and macrophage activator as well as a ligand for the FPR receptor. It is functionally related to a L-leucine, a N-formyl-L-methionine and a L-phenylalanine. It is a conjugate acid of a N-formyl-L-methionyl-L-leucyl-L-phenylalaninate.

Namen und Bezeichner

Bevorzugter Name
N-Formyl-L-methionyl-L-leucyl-L-phenylalanine
IUPAC
(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid
Englischer Name
Tyramine hydrochloride
Summenformel
C21H31N3O5S
Molmasse
437.55

Namen und Synonyme

59880-97-6fMetLeuPheN-Formyl-L-methionyl-L-leucyl-L-phenylalanineDTXSID9041077CHEBI:53490RefChem:1091810DTXCID00820624N-Formyl-Met-Leu-PheFMLPfMLFN-Formyl-methionyl-leucyl-phenylalaninefMet-Leu-Phe
Weitere Namen anzeigen
TYRAMINE HCLfMLF, fMLPNSC 350593TYROSAMINE HCLTYRAMINE HCL(P)TYRAMINE HCL(RG)TIMTEC-BB SBB003808N-Formyl-Met-Leu-Phe-OH
Chemotactic peptideF-Met-leu-pheformyl-Met-Leu-PheMFCD00036780(S)-2-((S)-2-((S)-2-Formamido-4-(methylthio)butanamido)-4-methylpentanamido)-3-phenylpropanoic acidFor-Met-Leu-Phe-OHMLS002207097CHEMBL267179

Datenbank-Bezeichner

CAS
59880-97-6
PubChem CID
443295
DTXSID
DTXSID9041077
ChEMBL
CHEMBL267179
ChEBI
CHEBI:53490
UNII
LO6AVJ8RCE
Nikkaji
J245.920E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,5
Polarare Oberfläche (TPSA)
150 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
6
Frei drehbare Bindungen
13
Schwere Atome
30

Physikochemische Eigenschaften

Schmelzpunkt
271 · 271-274 °C(lit.)
Siedepunkt
269 °C · 269 °C
Dichte
1.198 · 1.198±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
Löslichkeit
50 mg/mL, · DMF: 50 mg/mL, clear, colorless
pka
3.5 · 3.50±0.10(Predicted)

Sicherheit und Regulatorisches

Sicherheitsdaten

F
3-10
wgk
3
hs_code
2930.90.9250
RTECS-Nr.
SJ6050000
risk_code
36/37/38
hazard_code
Xi

Chemie und Industrie

Anwendungen

VerwendenInduces leucocyte chemotaxis, and activates macrophages

Anbieter50 Anbieter

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
上海莉凯化工技术有限公司16628776521 · [email protected]
上海哲研生物科技有限公司021-18017610038 18017610038 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A tripeptide composed of L-Met, L-Leu and L-Phe in a linear sequence with a formyl group at the amino terminus. It acts as a potent inducer of leucocyte chemotaxis and macrophage activator as well as a ligand for the FPR receptor.

Zugehörige Reaktionen

2

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