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Merck
CN

P9799

pGlu-Gly-Arg-Phe amide acetate salt

≥97% (HPLC)

Synonym(s):

Antho-RFamide

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About This Item

Empirical Formula (Hill Notation):
C22H32N8O5
CAS Number:
Molecular Weight:
488.54
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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InChI

1S/C22H32N8O5/c23-19(33)16(11-13-5-2-1-3-6-13)30-21(35)14(7-4-10-26-22(24)25)29-18(32)12-27-20(34)15-8-9-17(31)28-15/h1-3,5-6,14-16H,4,7-12H2,(H2,23,33)(H,27,34)(H,28,31)(H,29,32)(H,30,35)(H4,24,25,26)

SMILES string

NC(=N)NCCCC(NC(=O)CNC(=O)C1CCC(=O)N1)C(=O)NC(Cc2ccccc2)C(N)=O

InChI key

CMWHGNOBFVLNTC-UHFFFAOYSA-N

assay

≥97% (HPLC)

UniProt accession no.

application(s)

cell analysis

storage temp.

−20°C

Gene Information

mouse ... Nts(67405)

Biochem/physiol Actions

May be a neurotransmitter at neuromuscular junctions.

Other Notes

Neuropeptide originally isolated from the pennatulid Renilla koellikeri and the sea anemone Anthopleura elegantissima

Storage Class

13 - Non 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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Marie-Eve Tremblay et al.
General and comparative endocrinology, 137(1), 9-18 (2004-04-20)
The neuroendocrine control of spawning (release of intact gamete follicles) and of the ensuing exfoliation (freeing of gametes by follicle epithelium rupture) was investigated in colonies of the sea pansy Renilla koellikeri, an octocorallian of the sea pen family. Polyps
R K Reinscheid et al.
Journal of neurochemistry, 62(3), 1214-1222 (1994-03-01)
Neuropeptides containing the C-terminal sequence Arg-Phe-NH2 are an important group of hormones mediating or modulating neuronal communication. Arg-Phe-NH2 peptides are abundant in evolutionarily "old" nervous systems such as those of coelenterates, the lowest animal group having a nervous system. Here
C J Grimmelikhuijzen et al.
Proceedings of the National Academy of Sciences of the United States of America, 83(24), 9817-9821 (1986-12-01)
A radioimmunoassay has been developed for peptides containing the carboxyl-terminal sequence Arg-Phe-NH2 (RFamide). Using this radioimmunoassay and applying cation-exchange chromatography and HPLC, we have isolated an RFamide peptide from acetic acid extracts of the sea anemone Anthopleura elegantissima. Three different
C Schmutzler et al.
The Journal of biological chemistry, 267(31), 22534-22541 (1992-11-05)
Neuropeptides are synthesized as large precursor proteins that undergo posttranslational cleavages and modifications to produce bioactive peptides. Here, we have cloned two closely related precursor proteins for the sea anemone neuropeptide Antho-RFamide (<Glu-Gly-Arg-Phe-NH2) from Anthopleura elegantissima. The first precursor (435
Vincent Pernet et al.
The Journal of comparative neurology, 472(2), 208-220 (2004-03-30)
The neuropeptide Antho-RFamide is extremely abundant in Renilla koellikeri (sea pansy), a representative of the cnidarians (octocorallians) considered to be closest to the stem ancestors of metazoans with nervous systems. Therefore, a knowledge of the distribution of Antho-RFamide-containing neurons in

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