MedKoo Cat#: 527093 | Name: Leu-enkephalin

Description:

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

Leu-enkephalin is an endogenous opioid neurotransmitter or neuromodulator, agonist at µ and δ opioid receptors.

Chemical Structure

Leu-enkephalin
Leu-enkephalin
CAS#58822-25-6

Theoretical Analysis

MedKoo Cat#: 527093

Name: Leu-enkephalin

CAS#: 58822-25-6

Chemical Formula: C28H37N5O7

Exact Mass: 555.2693

Molecular Weight: 555.63

Elemental Analysis: C, 60.53; H, 6.71; N, 12.60; O, 20.16

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Leu-enkephalin
IUPAC/Chemical Name
L-Tyrosylglycylglycyl-L-phenylalanyl-L-leucine
InChi Key
URLZCHNOLZSCCA-VABKMULXSA-N
InChi Code
InChI=1S/C28H37N5O7/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/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)/t21-,22-,23-/m0/s1
SMILES Code
CC(C)C[C@@H](C(O)=O)NC([C@H](CC1=CC=CC=C1)NC(CNC(CNC([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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 555.63 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.

Recalculate based on batch purity %
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
1: Wolf A, Lusczek ER, Beilman GJ. Review: Hibernation-Based Approaches in the Treatment of Hemorrhagic Shock. Shock. 2017 Dec 27. doi: 10.1097/SHK.0000000000001094. [Epub ahead of print] PubMed PMID: 29283978. 2: Banghart MR, He XJ, Sabatini BL. A Caged Enkephalin Optimized for Simultaneously Probing Mu and Delta Opioid Receptors. ACS Chem Neurosci. 2017 Dec 27. doi: 10.1021/acschemneuro.7b00485. [Epub ahead of print] PubMed PMID: 29266926. 3: Godfrey L, Iannitelli A, Garrett NL, Moger J, Imbert I, King T, Porreca F, Soundararajan R, Lalatsa A, Schätzlein AG, Uchegbu IF. Nanoparticulate peptide delivery exclusively to the brain produces tolerance free analgesia. J Control Release. 2017 Nov 27;270:135-144. doi: 10.1016/j.jconrel.2017.11.041. [Epub ahead of print] PubMed PMID: 29191784. 4: Fu D, Liu H, Li S, Chen L, Yao J. Antioxidative and Antiapoptotic Effects of Delta-Opioid Peptide [D-Ala(2), D-Leu(5)] Enkephalin on Spinal Cord Ischemia-Reperfusion Injury in Rabbits. Front Neurosci. 2017 Oct 31;11:603. doi: 10.3389/fnins.2017.00603. eCollection 2017. PubMed PMID: 29163008; PubMed Central PMCID: PMC5671641. 5: Bosi G, DePasquale JA, Manera M, Castaldelli G, Giari L, Sayyaf Dezfuli B. Histochemical and immunohistochemical characterization of rodlet cells in the intestine of two teleosts, Anguilla anguilla and Cyprinus carpio. J Fish Dis. 2017 Nov 21. doi: 10.1111/jfd.12751. [Epub ahead of print] PubMed PMID: 29159968. 6: Ou Y, Weber SG. Higher Aminopeptidase Activity Determined by Electroosmotic Push-Pull Perfusion Contributes to Selective Vulnerability of the Hippocampal CA1 Region to Oxygen Glucose Deprivation. ACS Chem Neurosci. 2017 Nov 16. doi: 10.1021/acschemneuro.7b00326. [Epub ahead of print] PubMed PMID: 29078045. 7: Reddy LVK, Sen D. DADLE enhances viability and anti-inflammatory effect of human MSCs subjected to 'serum free' apoptotic condition in part via the DOR/PI3K/AKT pathway. Life Sci. 2017 Dec 15;191:195-204. doi: 10.1016/j.lfs.2017.10.024. Epub 2017 Oct 19. PubMed PMID: 29054455. 8: Engel-Andreasen J, Wellhöfer I, Wich K, Olsen CA. Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates. J Org Chem. 2017 Nov 3;82(21):11613-11619. doi: 10.1021/acs.joc.7b01744. PubMed PMID: 28985056. 9: Simankova AA, Sazonova EN, Lebed'ko OA. Delayed Effects of Neonatal Administration of Non-Opioid Analog of Leu-Enkephalin on Cerebral Consequences of Antenal Hypoxia. Bull Exp Biol Med. 2017 Sep;163(5):594-598. doi: 10.1007/s10517-017-3856-1. Epub 2017 Sep 25. PubMed PMID: 28948549. 10: Barczewska M, Juranek J, Wojtkiewicz J. Origins and Neurochemical Characteristics of Porcine Intervertebral Disc Sympathetic Innervation: a Preliminary Report. J Mol Neurosci. 2017 Sep;63(1):50-57. doi: 10.1007/s12031-017-0956-3. Epub 2017 Jul 31. PubMed PMID: 28762133; PubMed Central PMCID: PMC5581820. 11: Kuniyoshi AK, Kodama RT, Moraes LHF, Duzzi B, Iwai LK, Lima IF, Cajado-Carvalho D, Portaro FV. In vitro cleavage of bioactive peptides by peptidases from Bothrops jararaca venom and its neutralization by bothropic antivenom produced by Butantan Institute: Major contribution of serine peptidases. Toxicon. 2017 Oct;137:114-119. doi: 10.1016/j.toxicon.2017.07.020. Epub 2017 Jul 28. PubMed PMID: 28759785. 12: Zhao P, Kuai J, Gao J, Sun L, Wang Y, Yao L. Delta opioid receptor agonist attenuates lipopolysaccharide-induced myocardial injury by regulating autophagy. Biochem Biophys Res Commun. 2017 Oct 7;492(1):140-146. doi: 10.1016/j.bbrc.2017.06.029. Epub 2017 Jun 21. PubMed PMID: 28647372. 13: Beadle JD, Knuhtsen A, Hoose A, Raubo P, Jamieson AG, Shipman M. Solid-Phase Synthesis of Oxetane Modified Peptides. Org Lett. 2017 Jun 16;19(12):3303-3306. doi: 10.1021/acs.orglett.7b01466. Epub 2017 Jun 6. PubMed PMID: 28585839. 14: Vodstrcil LA, Rupasinghe TWT, Kong FYS, Tull D, Worthington K, Chen MY, Huston WM, Timms P, McConville MJ, Fairley CK, Bradshaw CS, Tabrizi SN, Hocking JS. Measurement of tissue azithromycin levels in self-collected vaginal swabs post treatment using liquid chromatography and tandem mass spectrometry (LC-MS/MS). PLoS One. 2017 May 12;12(5):e0177615. doi: 10.1371/journal.pone.0177615. eCollection 2017. PubMed PMID: 28498845; PubMed Central PMCID: PMC5428968. 15: Möller GP, Müller S, Wolfstädter BT, Wolfrum S, Schepmann D, Wünsch B, Carreira EM. Oxetanyl Amino Acids for Peptidomimetics. Org Lett. 2017 May 19;19(10):2510-2513. doi: 10.1021/acs.orglett.7b00745. Epub 2017 May 1. PubMed PMID: 28459595. 16: Wojtkiewicz J, Rytel L, Makowska K, Gonkowski S. Co-localization of zinc transporter 3 (ZnT3) with sensory neuromediators and/or neuromodulators in the enteric nervous system of the porcine esophagus. Biometals. 2017 Jun;30(3):393-403. doi: 10.1007/s10534-017-0014-1. Epub 2017 Apr 17. PubMed PMID: 28417221; PubMed Central PMCID: PMC5425499. 17: Vijayalaxmi, Ganesh CB. Influence of leucine-enkephalin on pituitary-ovary axis of the cichlid fish Oreochromis mossambicus. Fish Physiol Biochem. 2017 Oct;43(5):1253-1264. doi: 10.1007/s10695-017-0369-9. Epub 2017 Apr 5. PubMed PMID: 28382489. 18: Wang Y, Zhou J, Liu X, Zhao L, Wang Z, Zhang X, Wang K, Wang L, Wang R. Structure-constrained endomorphin analogs display differential antinociceptive mechanisms in mice after spinal administration. Peptides. 2017 May;91:40-48. doi: 10.1016/j.peptides.2017.03.009. Epub 2017 Mar 29. PubMed PMID: 28363796. 19: Halasy K, Szőke B, Janzsó G. Fine structure and synaptology of the nitrergic neurons in medial septum of the rat brain. Acta Biol Hung. 2017 Mar;68(1):1-13. doi: 10.1556/018.68.2017.1.1. PubMed PMID: 28322084. 20: Karad SN, Pal M, Crowley RS, Prisinzano TE, Altman RA. Synthesis and Opioid Activity of Tyr(1) -ψ[(Z)CF=CH]-Gly(2) and Tyr(1) -ψ[(S)/(R)-CF(3) CH-NH]-Gly(2) Leu-enkephalin Fluorinated Peptidomimetics. ChemMedChem. 2017 Apr 20;12(8):571-576. doi: 10.1002/cmdc.201700103. Epub 2017 Apr 5. PubMed PMID: 28296145; PubMed Central PMCID: PMC5486982.