Skip to Content
MilliporeSigma
All Photos(2)

Documents

L9133

Sigma-Aldrich

Leucine Enkephalin acetate salt hydrate

≥95% (HPLC)

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C28H37N5O7 · xC2H4O2 · yH2O
Molecular Weight:
555.62 (anhydrous free base basis)
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160409
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥95% (HPLC)

storage temp.

−20°C

SMILES string

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

InChI

1S/C28H37N5O7.C2H4O2.H2O/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19;1-2(3)4;/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40);1H3,(H,3,4);1H2/t21-,22-,23-;;/m0../s1

InChI key

QKDIOZBQOQJXFR-XQCXOTTHSA-N

Amino Acid Sequence

Tyr-Gly-Gly-Phe-Leu

General description

Leucine Enkephalin is a pentapeptide and is a normal component of central and peripheral tissues. Leucine Enkephalin has amino acid sequence Tyr-Gly-Gly-Phe-Leu and is distributed in the brains of many animals, including humans. It is an endogenous opioid neurotransmitter/neuromodulator localized in brain parallels and in δ receptors.

Application

Leucine Enkephalin acetate salt hydrate has been used in the calibration of the Q-Tof Micro hybrid, triple quadrupole-orthogonal acceleration time of flight (TOF) instrument in single-stage TOF mode. It has also been used to perform the calibration of mass spectrometry. It has also been used in liquid chromatography-mass spectrometry (LCMS)/MS for calibration of the system and for relative correction of the spectra.

Biochem/physiol Actions

Leucine Enkephalin (LEU-ENK) functions as agonists at both μ- and δ-opioid receptor sites. It might also play a role as neurotransmitter agent at morphine-sensitive synapses. Leucine Enkephalin is also associated with pain regulation. LEU-ENK expressed in camel lacrimal nerve regulates lacrimal fluid and protein secretion. LEU-ENK is degraded during metabolism by several enzymes, including aminopeptidase-N (APN), neutral endopeptidase (NEP), dipeptidyl peptidase- 3 (DPP3), carboxy peptidase-A6 (CPA-6) and angiotensin converting enzyme (ACE), which are sometimes referred to as enkephalinases.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Pattern of distribution of neuropeptides in the camel lacrimal gland.
Adeghate E
Neuropeptides, 30(6), 566-571 (1996)
A P Sayani et al.
Journal of pharmaceutical sciences, 82(11), 1179-1185 (1993-11-01)
Leucine enkephalin (Tyr-Gly-Gly-Phe-Leu; Leu-Enk) is a naturally occurring peptide that has been shown to have pain modulating properties. To evaluate the feasibility of using various absorptive mucosae as a route of systemic delivery, the stability of Leu-Enk and the effect
An enzyme-linked immunosorbent assay for detecting 3-phenoxybenzoic acid in plasma and its application in farmers and consumers.
Thiphom S
Analytical Methods : Advancing Methods and Applications, 4(11), 3772-3778 (2012)
J Hughes et al.
Nature, 258(5536), 577-580 (1975-12-18)
Enkephalin, a natural ligand for opiate receptors is composed of the pentapepides H-Tyr-Gly-Gly-Phe-Met-OH and H-Tyr-Gly-Gly-Phe-Leu-OH. The evidence is based on the determination of the amino acid sequence of natural enkephalin by the dansyl-Edman procedure and by mass spectrometry followed by
S R George et al.
The Journal of biological chemistry, 275(34), 26128-26135 (2000-06-08)
The existence of dimers and oligomers for many G protein-coupled receptors has been described by us and others. Since many G protein-coupled receptor subtypes are highly homologous to each other, we examined whether closely related receptors may interact with each

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service