Endomorphin

Endomorphins
	; Endomorphin-1
	; Endomorphin-2
	IUPAC name L-Tyrosyl-L-prolyl-L-tryptophyl-L-phenylalaninamide (Endmorphin-1); L-Tyrosyl-L-prolyl-L-phenylalanyl-L-phenylalaninamide (Endmorphin-2)
Identifiers
CAS number	189388-22-5 (Endomorphin-1) , 141801-26-5 (Endomorphin-2)
PubChem	5311080 (Endomorphin-1), 5311081 (Endomorphin-2)
ChemSpider	4470614 (Endomorphin-1) , 4470615 (Endomorphin-2)
ChEMBL	CHEMBL333357
Jmol-3D images	Image 1; Image 2
	SMILES O=C(N)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]2N(C(=O)[C@@H](N)Cc1ccc(O)cc1)CCC2)Cc4c3ccccc3nc4)Cc5ccccc5 (Endomorphin-1) O=C(N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)Cc2ccccc2)[C@H]4N(C(=O)[C@@H](N)Cc3ccc(O)cc3)CCC4 (Endomorphin-2) ;
	InChI InChI=1S/C32H37N5O5/c33-25(18-23-13-15-24(38)16-14-23)32(42)37-17-7-12-28(37)31(41)36-27(20-22-10-5-2-6-11-22)30(40)35-26(29(34)39)19-21-8-3-1-4-9-21/h1-6,8-11,13-16,25-28,38H,7,12,17-20,33H2,(H2,34,39)(H,35,40)(H,36,41) ; Key: XIJHWXXXIMEHKW-UHFFFAOYSA-N InChI=1S/C34H38N6O5/c35-26(17-22-12-14-24(41)15-13-22)34(45)40-16-6-11-30(40)33(44)39-29(19-23-20-37-27-10-5-4-9-25(23)27)32(43)38-28(31(36)42)18-21-7-2-1-3-8-21/h1-5,7-10,12-15,20,26,28-30,37,41H,6,11,16-19,35H2,(H2,36,42)(H,38,43)(H,39,44)/t26-,28-,29-,30-/m0/s1 (Endomorphin-1) InChI=1S/C32H37N5O5/c33-25(18-23-13-15-24(38)16-14-23)32(42)37-17-7-12-28(37)31(41)36-27(20-22-10-5-2-6-11-22)30(40)35-26(29(34)39)19-21-8-3-1-4-9-21/h1-6,8-11,13-16,25-28,38H,7,12,17-20,33H2,(H2,34,39)(H,35,40)(H,36,41)/t25-,26-,27-,28-/m0/s1 (Endomorphin-2) ;
Properties
Molecular formula	C34H38N6O5 (Endmorphin-1); C32H37N5O5 (Endomorphin-2)
Molar mass	610.703 g/mol (Endomorphin-1); 571.667 g/mol (Endomorphin-2)
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references

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Endomorphins are two endogenous opioid peptides. Endomorphin-1 (Tyr-Pro-Trp-Phe-NH₂) and endomorphin-2 (Tyr-Pro-Phe-Phe-NH₂) are tetrapeptides with the highest known affinity and specificity for the μ opioid receptor. Endomorphin-1 is located in the nucleus of the solitary tract, the periventricular hypothalamus, and the dorsomedial hypothalamus, where it is found within histaminergic neurons and may regulate sedative and arousal behaviors.^[1] It is assumed that endomorphins are the cleavage products of a larger precursor, but this polypeptide or protein has not yet been identified.

[edit] See also

Melanocyte-inhibiting factor

[edit] References

^ Greco, MA; Fuller, PM; Jhou, TC; Martin-Schild, S; Zadina, JE; Hu, Z; Shiromani, P; Lu, J (2008). "Opioidergic projections to sleep-active neurons in the ventrolateral preoptic nucleus". Brain research 1245: 96–107. doi:10.1016/j.brainres.2008.09.043. PMC 2753822. PMID 18840417. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2753822.

This protein-related article is a stub. You can help Wikipedia by expanding it.

[0] Greco, MA; Fuller, PM; Jhou, TC; Martin-Schild, S; Zadina, JE; Hu, Z; Shiromani, P; Lu, J (2008). "Opioidergic projections to sleep-active neurons in the ventrolateral preoptic nucleus". Brain research 1245: 96–107. doi:10.1016/j.brainres.2008.09.043. PMC 2753822. PMID 18840417. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2753822.

[1]

Jan	FEB	Mar
	05
2011	2012	2013

Endomorphin

[edit] See also

[edit] References

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Endomorphins
Endomorphin-1
Endomorphin-2
IUPAC name L-Tyrosyl-L-prolyl-L-tryptophyl-L-phenylalaninamide (Endmorphin-1) L-Tyrosyl-L-prolyl-L-phenylalanyl-L-phenylalaninamide (Endmorphin-2)
Identifiers
CAS number	189388-22-5 (Endomorphin-1)^N, 141801-26-5 (Endomorphin-2)^Y
PubChem	5311080 (Endomorphin-1), 5311081 (Endomorphin-2)
ChemSpider	4470614 (Endomorphin-1)^N, 4470615 (Endomorphin-2)
ChEMBL	CHEMBL333357^N
Jmol-3D images	Image 1 Image 2
SMILES O=C(N)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]2N(C(=O)[C@@H](N)Cc1ccc(O)cc1)CCC2)Cc4c3ccccc3nc4)Cc5ccccc5 (Endomorphin-1) O=C(N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)Cc2ccccc2)[C@H]4N(C(=O)[C@@H](N)Cc3ccc(O)cc3)CCC4 (Endomorphin-2)
InChI InChI=1S/C32H37N5O5/c33-25(18-23-13-15-24(38)16-14-23)32(42)37-17-7-12-28(37)31(41)36-27(20-22-10-5-2-6-11-22)30(40)35-26(29(34)39)19-21-8-3-1-4-9-21/h1-6,8-11,13-16,25-28,38H,7,12,17-20,33H2,(H2,34,39)(H,35,40)(H,36,41)^Y Key: XIJHWXXXIMEHKW-UHFFFAOYSA-N^Y InChI=1S/C34H38N6O5/c35-26(17-22-12-14-24(41)15-13-22)34(45)40-16-6-11-30(40)33(44)39-29(19-23-20-37-27-10-5-4-9-25(23)27)32(43)38-28(31(36)42)18-21-7-2-1-3-8-21/h1-5,7-10,12-15,20,26,28-30,37,41H,6,11,16-19,35H2,(H2,36,42)(H,38,43)(H,39,44)/t26-,28-,29-,30-/m0/s1 (Endomorphin-1) InChI=1S/C32H37N5O5/c33-25(18-23-13-15-24(38)16-14-23)32(42)37-17-7-12-28(37)31(41)36-27(20-22-10-5-2-6-11-22)30(40)35-26(29(34)39)19-21-8-3-1-4-9-21/h1-6,8-11,13-16,25-28,38H,7,12,17-20,33H2,(H2,34,39)(H,35,40)(H,36,41)/t25-,26-,27-,28-/m0/s1 (Endomorphin-2)
Properties
Molecular formula	C₃₄H₃₈N₆O₅ (Endmorphin-1) C₃₂H₃₇N₅O₅ (Endomorphin-2)
Molar mass	610.703 g/mol (Endomorphin-1) 571.667 g/mol (Endomorphin-2)
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references