Phe-Met-Arg-Phe, amide

Names

[ Name ]:
Phe-Met-Arg-Phe, amide

[Synonym ]:
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

Biological Activity

[Description]:

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

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel

Peptides

Research Areas >> Neurological Disease

[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.

[Related Small Molecules]

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

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

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J. Neurosci. 34(14) , 4776-85, (2014)

Short-term and long-term synaptic plasticity are cellular correlates of learning and memory of different durations. Little is known, however, how these two forms of plasticity interact at the same syn...

Some aspects of the immunolocalization of FMRFamide in the nervous system of turbellarians, Polycelis tenuis and Girardia tigrina. Short communication.

Acta Biol. Hung. 63 Suppl 2 , 83-7, (2012)

The details of the morphology of the nervous system has been investigated in two turbellarian species Polycelis tenuis and Girardia tigrina using confocal laser scanning microscopy and immunostaining ...

Seven up acts as a temporal factor during two different stages of neuroblast 5-6 development.

Development 138(24) , 5311-20, (2011)

Drosophila embryonic neuroblasts generate different cell types at different time points. This is controlled by a temporal cascade of Hb→Kr→Pdm→Cas→Grh, which acts to dictate distinct competence window...