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Merck

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號碼:
分類程式碼代碼:
51111800
PubChem物質ID:
NACRES:
NA.32

品質等級

化驗

≥95.0% (HPLC)

形狀

powder

成份

acetate, 2.5-20%

顏色

white

儲存溫度

−20°C

SMILES 字串

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 密鑰

NNACMJQGYXGHNE-DUQFDOSRSA-N

相关类别

Amino Acid Sequence

Tyr-Gly-Gly-Phe-Met

一般說明

[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.

應用

[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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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)
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
Mutations in the opioid growth factor receptor in human cancers alter receptor function.
Kren NP
International Journal of Molecular Medicine, 36(1), 289-293 (2015)

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