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Merck
CN

P4898

Phe-Met-Arg-Phe amide

≥95% (HPLC)

Synonym(s):

FMRF amide, Molluscan cardioexcitatory neuropeptide

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About This Item

Empirical Formula (Hill Notation):
C29H42N8O4S
CAS Number:
64190-70-1
Molecular Weight:
598.76
UNSPSC Code:
12352200
PubChem Substance ID:
24898566
MDL number:
MFCD00076625

Key Documents

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InChI

1S/C29H42N8O4S/c1-42-16-14-23(35-26(39)21(30)17-19-9-4-2-5-10-19)28(41)36-22(13-8-15-34-29(32)33)27(40)37-24(25(31)38)18-20-11-6-3-7-12-20/h2-7,9-12,21-24H,8,13-18,30H2,1H3,(H2,31,38)(H,35,39)(H,36,41)(H,37,40)(H4,32,33,34)

SMILES string

CSCCC(NC(=O)C(N)Cc1ccccc1)C(=O)NC(CCCNC(N)=N)C(=O)NC(Cc2ccccc2)C(N)=O

InChI key

WCSPDMCSKYUFBX-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

powder

composition

Peptide content, ~65%

technique(s)

mass spectrometry (MS): suitable

color

white

storage temp.

−20°C

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLBB2107V
031M1904V
120M1236V
120M1236
010M1364

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Abdesslam Chrachri et al.
The European journal of neuroscience, 17(3), 526-536 (2003-02-13)
The effects of the neuropeptide FMRFa on spontaneous excitatory postsynaptic currents (sEPSCs) and inhibitory postsynaptic currents (sIPSCs), as well as on evoked EPSCs and IPSCs, in two types of neurons within the central optic lobe of cuttlefish were examined using
Tamás Roszer et al.
Cell and tissue research, 325(3), 567-575 (2006-04-14)
The possible involvement of the L-arginine-containing Phe-met-arg-phe (FMRF)-amide (FMRFa) in neuronal nitric oxide (NO) biosynthesis was studied in a gastropod species. We found NADPH-diaphorase-positive neurons and FMRFa-containing fibers in close proximity in the enteric nervous system. Administration of L-arginine and
Tamás Röszer et al.
Brain, behavior and evolution, 63(1), 23-33 (2003-12-16)
The anatomical and functional relationship between neurons expressing nitric oxide (NO) synthase and molluscan cardioexcitatory (FMRFamide)-like neuropeptides was studied in the central ganglia of Helix lucorum (Pulmonata, Gastropoda), applying NADPHdiaphorase (NADPHd) histochemistry to visualize NO synthase and immunocytochemistry to demonstrate
V Dyachuk et al.
Acta biologica Hungarica, 63 Suppl 2, 221-229 (2012-08-30)
Bivalve larvae use catch muscles for rapid shell closure and maintenance of the closed condition. We used specific antibodies against the muscle proteins together with phalloidin and neuronal markers, FMRFamide and serotonin (5-HT), to analyze mutual distribution of muscle and
Chris Li et al.
Learning & memory (Cold Spring Harbor, N.Y.), 20(2), 103-108 (2013-01-18)
Lasting memories are likely to result from a lasting change in neurotransmission. In the nematode Caenorhabditis elegans, spaced training with a tap stimulus induces habituation to the tap that lasts for >24 h and is dependent on glutamate transmission, postsynaptic
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