MedKoo Cat#: 597624 | Name: Enkephalin-met, ala(2)-

Description:

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

Enkephalin-met, ala(2)- is a synthetic analog of methionine enkephalin.

Chemical Structure

Enkephalin-met, ala(2)-
Enkephalin-met, ala(2)-
CAS#61370-87-4

Theoretical Analysis

MedKoo Cat#: 597624

Name: Enkephalin-met, ala(2)-

CAS#: 61370-87-4

Chemical Formula: C28H37N5O7S

Exact Mass: 587.2414

Molecular Weight: 587.69

Elemental Analysis: C, 57.23; H, 6.35; N, 11.92; O, 19.06; S, 5.46

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
Enkephalin-met, ala(2)-; Dalmee; DAMET; Met-enkephalin, ala(2)-;
IUPAC/Chemical Name
L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine
InChi Key
MHNSNPIYASDSCR-SZOBAZRNSA-N
InChi Code
InChI=1S/C28H37N5O7S/c1-17(31-26(37)21(29)14-19-8-10-20(34)11-9-19)25(36)30-16-24(35)32-23(15-18-6-4-3-5-7-18)27(38)33-22(28(39)40)12-13-41-2/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,36)(H,31,37)(H,32,35)(H,33,38)(H,39,40)/t17-,21+,22+,23+/m1/s1
SMILES Code
CSCC[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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 587.69 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: Kemenes G, Rózsa KS, Stefano G, Carpenter DO. Distinct receptors for Leu- and Met-enkephalin on the metacerebral giant cell of Aplysia. Cell Mol Neurobiol. 1992 Apr;12(2):107-19. PubMed PMID: 1318164. 2: Katsuura G, Inouye K, Itoh S, Hsiao S. Analgesic effects of enkephalin analogs in rats. Life Sci. 1984 Aug 20;35(8):815-8. PubMed PMID: 6548283. 3: Haldar J, Hoffman DL, Zimmerman EA. Morphine, beta-endorphin and [D-Ala2] Met-enkephalin inhibit oxytocin release by acetylcholine and suckling. Peptides. 1982 Jul-Aug;3(4):663-8. PubMed PMID: 6291011. 4: Yen MH, Ku PY, Lee HK. The effect of (D-Ala2)-Met-enkephalin on the contraction of nictitating membrane in cats. Eur J Pharmacol. 1980 May 2;63(2-3):213-6. PubMed PMID: 7379855. 5: Grigor'eva ON, Gusel' VA, Kozhevnikova NIu, Vlasov GP. [Decreased acetylcholinesterase activity in the area of epileptogenic foci created by met-enkephalin in the hippocampus of rats]. Biull Eksp Biol Med. 1983 Feb;95(2):36-8. Russian. PubMed PMID: 6402039. 6: Tielen AM, Lopes da Silva FH, Mollevanger WJ, de Jonge FH. Differential effects of enkephalin within hippocampal areas. Exp Brain Res. 1981;44(3):343-6. PubMed PMID: 7308349. 7: Kawano H, Masuko S. Met-enkephalin-Arg6-Gly7-Leu8- and substance P-containing projections from the nucleus preopticus medianus to the paraventricular hypothalamic nucleus. Neurosci Lett. 1992 Dec 14;148(1-2):211-5. PubMed PMID: 1284443. 8: Dobbins J, Racusen L, Binder HJ. Effect of D-alanine methionine enkephalin amide on ion transport in rabbit ileum. J Clin Invest. 1980 Jul;66(1):19-28. PubMed PMID: 6249844; PubMed Central PMCID: PMC371500. 9: Carpenter DO, Kemenes G, Elekes K, Leung M, Stefano G, Rózsa KS, Salánki J. Opioid peptides in the nervous system of Aplysia: a combined biochemical, immunocytochemical, and electrophysiological study. Cell Mol Neurobiol. 1995 Apr;15(2):239-56. PubMed PMID: 8590454. 10: Konecka AM, Sadowski B, Jaszczak J, Panocka I, Sroczynska I, Misicka A. The effect of intracerebroventricular infusion of morphine, methionine-enkephalin and D-Ala2-enkephalinamide on body temperature of rabbits. Arch Int Physiol Biochim. 1982 Apr;90(1):1-7. PubMed PMID: 6179485. 11: Baranowska B, Dorobek W, Izdebski J, Bondaruk J. The effect of Met-enkephalin and its analogues on gonadotrophin release in patients with polycystic ovary syndrome. Endokrynol Pol. 1985;36(3):147-53. PubMed PMID: 4076048. 12: Vlasova TI, Kamenskiĭ AA, Ashmarin IP. [Effect of enkephalins on training the white rat in a T-maze]. Zh Vyssh Nerv Deiat Im I P Pavlova. 1983 Sep-Oct;33(5):870-6. Russian. PubMed PMID: 6359758. 13: Horvat S, Horvat J, Varga-Defterdarović L, Pavelić K, Chung NN, Schiller PW. Methionine-enkephalin related glycoconjugates. Synthesis and biological activity. Int J Pept Protein Res. 1993 Apr;41(4):399-404. PubMed PMID: 8496021. 14: Burks TF, Hirning LD, Galligan JJ, Davis TP. Motility effects of opioid peptides in dog intestine. Life Sci. 1982 Nov 15-22;31(20-21):2237-40. PubMed PMID: 6298519. 15: Kurosu Y, Murayama K, Shindo N, Shisa Y, Ishioka N. Optical resolution of phenylthiohydantoin-amino acids by capillary electrophoresis and identification of the phenylthiohydantoin-D-amino acid residue of [D-Ala2]-methionine enkephalin. J Chromatogr A. 1996 Nov 1;752(1-2):279-86. PubMed PMID: 8962502. 16: Law PY, Griffin MT, Koehler JE, Loh HH. Attenuation of enkephalin activity in neuroblastoma X glioma NG108-15 hybrid cells by phospholipases. J Neurochem. 1983 Jan;40(1):267-75. PubMed PMID: 6294248. 17: Chicau-Chovet M, Chariot J, Rozé C. [Central inhibition of external pancreatic secretion by D-ala-2-metenkephalinamide in rats]. Gastroenterol Clin Biol. 1985 Mar;9(3):220-2. French. PubMed PMID: 4007375. 18: Rockhold RW, Bealer SL. Modification of the cardiovascular response to enkephalin by preoptic-hypothalamic periventricular lesions. Neuropharmacology. 1984 Feb;23(2A):203-6. PubMed PMID: 6717759. 19: Inoue N, Hatanaka H. Nerve growth factor induces specific enkephalin binding sites in a nerve cell line. J Biol Chem. 1982 Aug 25;257(16):9238-41. PubMed PMID: 6286607. 20: Cooper DM, Londos C, Gill DL, Rodbell M. Opiate receptor-mediated inhibition of adenylate cyclase in rat striatal plasma membranes. J Neurochem. 1982 Apr;38(4):1164-7. PubMed PMID: 6278084.