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Merck
CN

M6638

Sigma-Aldrich

[Met5]Enkephalin acetate salt hydrate

≥95.0% (HPLC), powder

别名:

Enkephalin M, [5-Methionine]Enkephalin

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About This Item

经验公式(希尔记法):
C27H35N5O7S · xC2H4O2 · yH2O
CAS号:
分子量:
573.66 (anhydrous free base basis)
Beilstein:
3042295
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.32

质量水平

方案

≥95.0% (HPLC)

表单

powder

组成

acetate, 2.5-20%

颜色

white

储存温度

−20°C

SMILES字符串

O=C([C@H](CC1=CC=CC=C1)NC(CNC(CNC([C@@H](N)CC(C=C2)=CC=C2O)=O)=O)=O)N[C@@H](CCSC)C(O)=O.CC(O)=O.[H]O[H]

InChI

1S/C27H35N5O7S.C2H4O2.H2O/c1-40-12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18;1-2(3)4;/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39);1H3,(H,3,4);1H2/t20-,21-,22-;;/m0../s1

InChI key

NNACMJQGYXGHNE-DUQFDOSRSA-N

Amino Acid Sequence

Tyr-Gly-Gly-Phe-Met

一般描述

[Met5] Enkephalin (ME) is an opioid pentapeptide, which acts as a neurotransmitter or neuromodulator in the central nervous system. [Met5] Enkephalin is activated on interaction with three main subtypes of receptors including μand δ opioid receptors mediating classic opioid effects of met-Enk and ζ -receptors mediating non-opioid actions of the peptide, i.e. retardation of cell growth. [Met5] Enkephalin is derived from precursor peptide pro-methionine-enkephalin in vitro consisting of H-Tyr-Gly-Gly-Phe-Met-Arg-OH amino acid sequence. The peptide activity is observed in the central nervous, neuroendocrine and immune systems.

应用

[Met5] Enkephalin acetate salt hydrate has been used to study the effect of mutations in opioid growth factor receptor on growth of human cancer cell line.

生化/生理作用

Met-enkephalin is endogenous opioid neurotransmitter/neuromodulator with agonist activity at μ and δ opioid receptors. Enhancement of immune system function is mediated through met-enkephalin receptors on leukocytes. Met-enkephalin also functions as a growth factor on many cell types at a receptor that is distinct from the neuronal opioid receptors.
Opioid peptides play a crucial role in various physiological process such as pain mediation, opiate dependence and euphoria and members of this class contain aromatic residues in positions 1 and 4. [Met5] Enkephalin acts as a cytokine and is implicated in improving immune response in patients with cancer or AIDS. [Met5] Enkephalin boosts immune functions at low concentration and suppress at high concentration. ME is associated with glucose homeostasis. Increased concentration of ME is observed in plasma of type I diabetic patients.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

监管及禁止进口产品

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分析证书(COA)

Lot/Batch Number

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访问文档库

N P Plotnikoff et al.
Clinical immunology and immunopathology, 82(2), 93-101 (1997-02-01)
The effects of methionine enkephalin (met-enkephalin) on human immune function are reviewed. This pentapeptide functions to upregulate, or enhance, immune function in the majority of donor samples at low doses and suppresses at high doses. The influence of this molecule
Effects of met-enkephalin on cell proliferation in different models of adrenocortical-cell growth.
Malendowicz LK
International Journal of Molecular Medicine, 15(5), 841-845 (2005)
KD Tripathi
Essentials of Medical Pharmacology null
Isolation and structure of pro-methionine-enkephalin: Potential enkephalin precursor from porcine hypothalamus.
Proceedings of the National Academy of Sciences of the USA, 76(12), 6177-6180 (1979)
Methionine enkephalin: a new cytokine--human studies.
Plotnikoff NP
Clinical Immunology and Immunopathology, 82(2), 93-101 (1997)

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