Phe-Met-Arg-Phe, amide

Modify Date: 2024-01-14 20:23:00

Phe-Met-Arg-Phe, amide Structure
Phe-Met-Arg-Phe, amide structure
Common Name Phe-Met-Arg-Phe, amide
CAS Number 64190-70-1 Molecular Weight 598.76000
Density 1.32 g/cm3 Boiling Point N/A
Molecular Formula C29H42N8O4S Melting Point N/A
MSDS USA Flash Point N/A

 Use of Phe-Met-Arg-Phe, amide


Phe-Met-Arg-Phe, amide dose dependently (ED50=23 nM) activates a K+ current in the peptidergic caudodorsal neurons.

 Names

Name fmrf amide
Synonym More Synonyms

 Phe-Met-Arg-Phe, amide Biological Activity

Description Phe-Met-Arg-Phe, amide dose dependently (ED50=23 nM) activates a K+ current in the peptidergic caudodorsal neurons.
Related Catalog
Target

ED50: 23 nM (K+ current)[1]

In Vitro In the molluscan central nervous system, Phe-Met-Arg-Phe, amide (FMRFa) acts on K+ channels in sensory, motor-, and neuroendocrine neurones. Phe-Met-Arg-Phe, amide activates a novel K+ current that is characterized by a combined voltage- and receptor-dependent gating mechanism, with both factors being necessary for opening of the channels[1]. Phe-Met-Arg-Phe, amide (1 μM) significantly inhibits glucose stimulated (300 mg/dL) insulin release (p<0.005) and somatostatin release (p<0.01) from the isolated perfused pancreas. Phe-Met-Arg-Phe, amide (FMRF-NH2) (1 and 10 μM) is without effect on glucagon secretion, either in low glucose (50 mg/dL), high glucose (300 mg/dL), or during arginine stimulation (5 mM)[2].
In Vivo Phe-Met-Arg-Phe, amide (FMRFamide) stimulates growth hormone secretion in conscious OVX rats. The presence of Phe-Met-Arg-Phe, amide-like immunoreactivity in neuronal elements in the hypothalamus suggested a role for this in the hypothalamic control of the anterior pituitary function. The injection of 200 ng (313.8 picomoles) of FMRFamide (in 2 uL) produces a significantly increased plasma GH 15 min after injection. The GH-increasing effect of 400-800 ng (627-1255 picomoles) of FMRFamide is already developed after 5 min and lasted up to 30 min[3].
References

[1]. Kits KS, et al. Phe-Met-Arg-Phe-amide activates a novel voltage-dependent K+ current through a lipoxygenasepathway in molluscan neurones. J Gen Physiol. 1997 Nov;110(5):611-28.

[2]. Sorenson RL, et al. Phe-met-arg-phe-amide (FMRF-NH2) inhibits insulin and somatostatin secretion and anti-FMRF-NH2 sera detects pancreatic polypeptide cells in the rat islet. Peptides. 1984 Jul-Aug;5(4):777-82.

[3]. Ottlecz A, et al. Phe-Met-Arg-Phe-amide (FMRFamide) stimulated growth hormone secretion in conscious OVX rats. Neuropeptides. 1987 Feb-Mar;9(2):161-7.

 Chemical & Physical Properties

Density 1.32 g/cm3
Molecular Formula C29H42N8O4S
Molecular Weight 598.76000
Exact Mass 598.30500
PSA 243.61000
LogP 3.51940
Index of Refraction 1.639

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport

 Synthetic Route

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 Synonyms

phenylalanyl-methionyl-arginyl-phenylalaninamide
Phe-Met-Arg-Phe-NH2
L-Phe-L-Met-L-Arg-L-Phe-NH2
L-PHE-MET
phe-met
Phe-Met-Arg-Phe-amide
H-Phe-Met-Arg-Phe-NH2
L-Phe-L-Met
L-PHENYLALANYL-L-METHIONINE
Phe-Met-Arg-Phe, amide