Synonym
Enkephalin-met, des-tyr(1)-; 1-De-tyr-met-enkephalin; Met-enkephalin, des-tyr(1);
IUPAC/Chemical Name
glycylglycyl-L-phenylalanyl-L-methionine
InChi Key
KWHAJHJQOWBJEG-KBPBESRZSA-N
InChi Code
InChI=1S/C18H26N4O5S/c1-28-8-7-13(18(26)27)22-17(25)14(9-12-5-3-2-4-6-12)21-16(24)11-20-15(23)10-19/h2-6,13-14H,7-11,19H2,1H3,(H,20,23)(H,21,24)(H,22,25)(H,26,27)/t13-,14-/m0/s1
SMILES Code
CSCC[C@@H](C(O)=O)NC([C@H](CC1=CC=CC=C1)NC(CNC(CN)=O)=O)=O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
410.48
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 |
1: Kowalski J. Immunologic action of [Met5]enkephalin fragments. Eur J Pharmacol. 1998 Apr 17;347(1):95-9. PubMed PMID: 9650853.
2: Carrasco MA, Dias RD, Perry ML, Wofchuk ST, Souza DO, Izquierdo I. Effect of morphine, ACTH, epinephrine, Met-, Leu- and des-Tyr-Met-enkephalin on beta-endorphin-like immunoreactivity of rat brain. Psychoneuroendocrinology. 1982;7(2-3):229-34. PubMed PMID: 6294717.
3: Izquierdo I, Dias RD. Retrograde amnesia caused by Met-, Leu- and des-Try-Met-enkephalin in the rat and its reversal by naloxone. Neurosci Lett. 1981 Mar 10;22(2):189-93. PubMed PMID: 7194992.
4: Neidle A, Kelly JA. The isolation of a peptidyl dipeptidase from mouse brain cytosol that cleaves adrenocorticotropic hormone-(7-10) and des-tyrosine-enkephalins. Arch Biochem Biophys. 1984 Aug 15;233(1):115-26. PubMed PMID: 6087738.
5: Hsueh CM, Hiramoto RN, Ghanta VK. The central effect of methionine-enkephalin on NK cell activity. Brain Res. 1992 Apr 24;578(1-2):142-8. PubMed PMID: 1511272.
6: Janković BD, Veljić J, Pesić G, Marić D. Enkephalinase-inhibitors modulate immune responses. Int J Neurosci. 1991 Jul;59(1-3):45-51. PubMed PMID: 1774139.
7: Camlica Y, Aşkin A, Cömelekoğlu U. Evidence for the involvement of an opioid system in sciatic nerve of Rana ridibunda. Neuropeptides. 2004 Apr-Jun;38(2-3):83-91. PubMed PMID: 15223270.
8: Dias RD, Carrasco MA, Izquierdo I. Effect of the pre-training administration of beta-endorphin, leucine-, methionine- and [des-Tyr1] methionine-enkephalin on the acquisition and retention of a shuttle avoidance response by rats. Braz J Med Biol Res. 1982 Apr;15(1):55-60. PubMed PMID: 6891276.
9: Izquierdo I, Dias RD, Souza DO, Carrasco MA, Elisabetsky E, Perry ML. The role of opioid peptides in memory and learning. Behav Brain Res. 1980 Dec;1(6):451-68. Review. PubMed PMID: 6266433.