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P3293

Sigma-Aldrich

Phe-Leu-Phe-Gln-Pro-Gln-Arg-Phe amide

≥95% (HPLC)

Synonym(s):

F-8-F-NH2

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About This Item

Empirical Formula (Hill Notation):
C54H76N14O10
CAS Number:
99566-27-5
Molecular Weight:
1081.27
MDL number:
MFCD00076704
UNSPSC Code:
12352200
PubChem Substance ID:
24897882

assay

≥95% (HPLC)

application(s)

cell analysis

storage temp.

−20°C

SMILES string

CC(C)C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc4ccccc4)C(N)=O

InChI

1S/C54H76N14O10/c1-32(2)28-41(66-47(72)36(55)29-33-14-6-3-7-15-33)50(75)67-42(31-35-18-10-5-11-19-35)51(76)64-39(23-25-45(57)70)53(78)68-27-13-21-43(68)52(77)63-38(22-24-44(56)69)49(74)62-37(20-12-26-61-54(59)60)48(73)65-40(46(58)71)30-34-16-8-4-9-17-34/h3-11,14-19,32,36-43H,12-13,20-31,55H2,1-2H3,(H2,56,69)(H2,57,70)(H2,58,71)(H,62,74)(H,63,77)(H,64,76)(H,65,73)(H,66,72)(H,67,75)(H4,59,60,61)/t36-,37-,38-,39-,40-,41-,42-,43-/m0/s1

InChI key

HWYCFZUSOBOBIN-AQJXLSMYSA-N

Gene Information

rat ... Npffr1(64107)

Biochem/physiol Actions

Attenuates analgesic effects of morphine

Other Notes

Endogenous peptide found in periaqueductal grey and in dorsal spinal cord

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
052H01541
036H0112
036H01122
033K0819
016H0485

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Quan Fang et al.
Protein and peptide letters, 18(4), 403-409 (2010-12-03)
Neuropeptide FF (NPFF) belongs to an opioid-modulating peptide family. NPFF has been reported to play important roles in the control of pain and analgesia through interactions with the opioid system. However, very few studies examined the effect of supraspinal NPFF
Catherine Mollereau et al.
Pharmacological reports : PR, 63(4), 1061-1065 (2011-10-18)
This study investigated the presence of neuropeptide FF (NPFF) receptors on F-11 cells, a hybridoma derived from rat dorsal root ganglia (DRG) and mouse neuroblastoma. Binding experiments revealed a low density (4 fmol/mg) of high affinity (0.5 nM) [(3)H]-EYF binding
Jessica V Mankus et al.
Future medicinal chemistry, 4(9), 1085-1092 (2012-06-20)
Neuropeptide FF (NPFF) was first isolated from the bovine brain in 1985 and is linked with a variety of biological activities. NPFF, which belongs to the RF-amide family of peptides, interacts with two distinct G-protein-coupled receptors, NPFF(1) and NPFF(2). These
Jolanta H Kotlinska et al.
Peptides, 36(1), 17-22 (2012-05-15)
NPFF precursor, pro-NPFF(A) contains three known bioactive sequences: NPFF (FLFQPQRF-NH(2)), neuropeptide AF (NPAF; AGEGLSSPFWSLAAPQRF-NH(2)) and neuropeptide SF (NPSF; SLAAPQRF-NH(2)). The key-feature of these fragments is their common PQRF-amidated sequence at their C termini. Here, we evaluated the biological activity of
Flavie Kersanté et al.
Neurochemistry international, 56(6-7), 768-773 (2010-03-10)
The Neuropeptide FF (NPFF) system is known to modulate the effects of opioids in vivo and in vitro. In the present study, we have investigated the effect of NPFF agonists on the coupling of the Mu-opioid (MOP) receptor to G-proteins
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