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Merck
CN

P3293

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
UNSPSC Code:
12352200
PubChem Substance ID:
24897882
MDL number:
MFCD00076704

Key Documents

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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

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 key

HWYCFZUSOBOBIN-AQJXLSMYSA-N

assay

≥95% (HPLC)

application(s)

cell analysis

storage temp.

−20°C

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

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
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
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
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
Jelveh Lameh et al.
The Journal of pharmacology and experimental therapeutics, 334(1), 244-254 (2010-04-01)
The role of neuropeptide FF (NPFF) and its analogs in pain modulation is ambiguous. Although NPFF was first characterized as an antiopioid peptide, both antinociceptive and pronociceptive effects have been reported, depending on the route of administration. Currently, two NPFF
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