Leuphasyl | CAS#64963-01-5 | amid peptide

MedKoo Cat#: 597458 | Name: Leuphasyl

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Leuphasyl is an amid peptide, a delta opioid agonist, is a degradation resistant long-acting Leu-enkephalin analog used to study the signaling pathway of delta opioid receptors. It is a potent, long-acting Leu-enkephalin analog that is resistant to enzymatic degradation

Chemical Structure

Leuphasyl

CAS#64963-01-5

Theoretical Analysis

MedKoo Cat#: 597458

Name: Leuphasyl

CAS#: 64963-01-5

Chemical Formula: C29H39N5O7

Exact Mass: 569.2849

Molecular Weight: 569.66

Elemental Analysis: C, 61.15; H, 6.90; N, 12.29; O, 19.66

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 285.00	2 Weeks
10mg	USD 515.00	2 Weeks

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Related CAS #

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Synonym

Leuphasyl; NSC 374895; NSC-374895; NSC374895;

IUPAC/Chemical Name

L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-leucine

InChi Key

ZHUJMSMQIPIPTF-JMBSJVKXSA-N

InChi Code

InChI=1S/C29H39N5O7/c1-17(2)13-24(29(40)41)34-28(39)23(15-19-7-5-4-6-8-19)33-25(36)16-31-26(37)18(3)32-27(38)22(30)14-20-9-11-21(35)12-10-20/h4-12,17-18,22-24,35H,13-16,30H2,1-3H3,(H,31,37)(H,32,38)(H,33,36)(H,34,39)(H,40,41)/t18-,22+,23+,24+/m1/s1

SMILES Code

CC(C)C[C@@H](C(O)=O)NC([C@H](CC1=CC=CC=C1)NC(CNC([C@@H](C)NC([C@H](CC2=CC=C(O)C=C2)N)=O)=O)=O)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

[D-Ala2]leucine-enkephalin, a delta opioid agonist, is a degradation resistant long-acting Leu-enkephalin.

In vitro activity:

L-ENK (Leucine-enkephalin) induced activation of Erk, P90(RSK), and Elk-1 and promoted the disruption of hemidesmosomes and the expression of matrix metalloprotease (MMP)-2 and MMP-9, important processes for wound healing. Treatment with Erk inhibitor blocked activation of P90(RSK) and Elk-1 and significantly blunted wound repair. Reference: Peptides. 2016 Feb;76:57-64. https://pubmed.ncbi.nlm.nih.gov/26763532/

In vivo activity:

Experiments to identify the neuronal mechanisms underlying the respiratory activity of the opioid peptide leucine-enkephalin were performed on transverse slices of the rat brainstem in voltage-clamped conditions; studies addressed the effects of this peptide (10 nM-1 microM) on the potassium A current and the inward potassium current of neurons in two areas of the respiratory center: the ventrolateral area of the solitary tract nucleus and the pre-Bötzinger complex. Leucine-enkephalin produced reversible increases in the amplitude of the inward potassium current. Reference: Neurosci Behav Physiol. 2007 Sep;37(7):739-46. https://pubmed.ncbi.nlm.nih.gov/17763995/

	Solvent	mg/mL	mM	comments
Solubility
	Water	50.0	87.77

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 569.66 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Yang DJ, Lee KS, Ko CM, Moh SH, Song J, Hur LC, Cheon YW, Yang SH, Choi YH, Kim KW. Leucine-enkephalin promotes wound repair through the regulation of hemidesmosome dynamics and matrix metalloprotease. Peptides. 2016 Feb;76:57-64. doi: 10.1016/j.peptides.2015.12.010. Epub 2016 Jan 4. PMID: 26763532. 2. Kowalski J, Gabryel B, Łabuzek K, Herman ZS. Methionine-enkephalin and leucine-enkephalin increase interleukin-1 beta release in mixed glia cultures. Neuropeptides. 2002 Dec;36(6):401-6. doi: 10.1016/s0143-4179(02)00109-9. PMID: 12507434. 3. Inyushkin AN. Effects of leucine-enkephalin on potassium currents in neurons in the rat respiratory center in vitro. Neurosci Behav Physiol. 2007 Sep;37(7):739-46. doi: 10.1007/s11055-007-0076-6. PMID: 17763995. 4. Stanfill AA, Jackson K, Farias M, Barlow M, Deo S, Johnson S, Caffrey JL. Leucine-enkephalin interrupts sympathetically mediated tachycardia prejunctionally in the canine sinoatrial node. Exp Biol Med (Maywood). 2003 Sep;228(8):898-906. doi: 10.1177/153537020322800805. PMID: 12968061.

In vitro protocol:

In vivo protocol:

1. Inyushkin AN. Effects of leucine-enkephalin on potassium currents in neurons in the rat respiratory center in vitro. Neurosci Behav Physiol. 2007 Sep;37(7):739-46. doi: 10.1007/s11055-007-0076-6. PMID: 17763995. 2. Stanfill AA, Jackson K, Farias M, Barlow M, Deo S, Johnson S, Caffrey JL. Leucine-enkephalin interrupts sympathetically mediated tachycardia prejunctionally in the canine sinoatrial node. Exp Biol Med (Maywood). 2003 Sep;228(8):898-906. doi: 10.1177/153537020322800805. PMID: 12968061.