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E5757

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)
NACRES:
NA.32
PubChem Substance ID:
329798997
UNSPSC Code:
12352209
MDL number:
MFCD11044450
Assay:
≥97% (HPLC)
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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

11 - 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
124F58157
096H58001
089H5906
124F58156
124F58154

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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
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
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