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Merck
CN

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

Key Documents

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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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
036H01121
016H04851
052H01541
036H0112
036H01122

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Lionel Moulédous et al.
BioFactors (Oxford, England), 36(6), 423-429 (2010-08-31)
Opioid receptors are involved in the control of pain perception in the central nervous system together with endogenous neuropeptides, termed opioid-modulating peptides, participating in a homeostatic system. Neuropeptide FF (NPFF) and related peptides possess anti-opioid properties, the cellular mechanisms of
Yu-long Sun et al.
Peptides, 38(1), 110-117 (2012-09-18)
Neuropeptide FF (NPFF) has been reported to play important roles in regulating diverse biological processes. However, little attention has been focused on the downstream signal transduction pathway of NPFF. Here, we used the differentiated neuroblastoma cell line, dSH-SY5Y, which endogenously
Takeshi H Saito et al.
Journal of neurophysiology, 104(6), 3518-3529 (2010-10-22)
Gonadotropin-releasing hormone (GnRH) neurons in the terminal nerve (TN) show endogenous pacemaker activity, which is suggested to be dependent on the physiological conditions of the animal. The TN-GnRH neurons have been suggested to function as a neuromodulatory neuron that regulates
Quan Fang et al.
Neuropharmacology, 62(2), 855-864 (2011-09-29)
It has been demonstrated that opioid and cannabinoid receptor systems can produce similar signal transduction and behavioural effects. Neuropeptide FF (NPFF) belongs to an opioid-modulating peptide family. NPFF has been reported to play important roles in control of pain and
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
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