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E5757

Sigma-Aldrich

Methionine Enkephalin-Arg-Phe acetate salt hydrate

≥97% (HPLC)

Synonym(s):

MERF, Tyr-Gly-Gly-Phe-Met-Arg-Phe

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About This Item

Empirical Formula (Hill Notation):
C42H56N10O9S · xC2H4O2 · yH2O
Molecular Weight:
877.02 (anhydrous free base basis)
MDL number:
MFCD11044450
UNSPSC Code:
12352209
PubChem Substance ID:
329798997
NACRES:
NA.32

Quality Level

200

Assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

O.CC(O)=O.CSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc2ccc(O)cc2)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc3ccccc3)C(O)=O

InChI

1S/C42H56N10O9S.C2H4O2.H2O/c1-62-20-18-32(39(58)50-31(13-8-19-46-42(44)45)38(57)52-34(41(60)61)23-27-11-6-3-7-12-27)51-40(59)33(22-26-9-4-2-5-10-26)49-36(55)25-47-35(54)24-48-37(56)30(43)21-28-14-16-29(53)17-15-28;1-2(3)4;/h2-7,9-12,14-17,30-34,53H,8,13,18-25,43H2,1H3,(H,47,54)(H,48,56)(H,49,55)(H,50,58)(H,51,59)(H,52,57)(H,60,61)(H4,44,45,46);1H3,(H,3,4);1H2/t30-,31-,32-,33-,34-;;/m0../s1

InChI key

WOWLRTTTXHINBL-AVEXNAMASA-N

Biochem/physiol Actions

Endogenous opioid heptapeptide that is an agonist at μ, δ, and κ receptors; also binds to σ2 receptors.

Storage Class Code

11 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Wollemann et al.
Acta biologica Hungarica, 50(1-3), 297-307 (1999-11-26)
In previous communications [4, 38] we published that [3H]Met-enkephalin-Arg6-Phe7 (MERF) binds to opioid (kappa2 and delta) and sigma2 sites in frog and rat brain membrane preparations, however no binding to kappa1 sites could be established. In the present paper we
K W Kim et al.
Life sciences, 67(1), 61-71 (2000-07-15)
This study was undertaken to examine the receptor selectivity of Met-enkephalin-Arg6-Phe7 (MERF) employing radioreceptor binding assays in human cerebral cortex membranes, and to elucidate the responsible receptors that mediate the regulatory action of MERF on high (20 mM) K+-stimulated release
C H McIntosh et al.
The American journal of physiology, 259(6 Pt 1), G922-G927 (1990-12-01)
The opioid peptides are potent inhibitors of gastric somatostatin-like immunoreactivity (SLI) secretion from the isolated perfused rat stomach. In addition, inhibition of SLI secretion induced by vagal stimulation is partially blocked by naloxone, indicating that endogenously released opioid peptides probably
S Benyhe et al.
Life sciences, 64(14), 1189-1196 (1999-04-21)
[3H]Met-enkephalin-Arg6-Phe7 (MERF) has been shown to label opioid (kappa2 and delta) and sigma2 sites in rat and frog brain membrane preparations, and no specific binding to kappa1 opioid receptors could be established (refs. 6 and 8). In this study the
Charlotte R Feddersen et al.
BMC genomics, 20(1), 497-497 (2019-06-19)
The introduction of genome-wide shRNA and CRISPR libraries has facilitated cell-based screens to identify loss-of-function mutations associated with a phenotype of interest. Approaches to perform analogous gain-of-function screens are less common, although some reports have utilized arrayed viral expression libraries
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