β-Neoendorphin

β-Neoendorphin
Names
	Other names Beta-Neoendorphin
Identifiers
CAS Number	77739-21-0;
3D model (JSmol)	Interactive image;
ChemSpider	109029;
IUPHAR/BPS	1644;
PubChem CID	122260;
CompTox Dashboard (EPA)	DTXSID401029639 ;
	InChI InChI=1S/C54H77N13O12/c1-32(2)26-41(65-51(76)42(28-33-10-4-3-5-11-33)62-46(71)31-60-45(70)30-61-47(72)38(56)27-34-15-19-36(68)20-16-34)50(75)64-40(13-8-24-59-54(57)58)48(73)63-39(12-6-7-23-55)49(74)66-43(29-35-17-21-37(69)22-18-35)52(77)67-25-9-14-44(67)53(78)79/h3-5,10-11,15-22,32,38-44,68-69H,6-9,12-14,23-31,55-56H2,1-2H3,(H,60,70)(H,61,72)(H,62,71)(H,63,73)(H,64,75)(H,65,76)(H,66,74)(H,78,79)(H4,57,58,59)/t38-,39-,40-,41-,42-,43-,44-/m0/s1 Key: RTXIYIQLESPXIV-VLOLPVCOSA-N; InChI=1/C54H77N13O12/c1-32(2)26-41(65-51(76)42(28-33-10-4-3-5-11-33)62-46(71)31-60-45(70)30-61-47(72)38(56)27-34-15-19-36(68)20-16-34)50(75)64-40(13-8-24-59-54(57)58)48(73)63-39(12-6-7-23-55)49(74)66-43(29-35-17-21-37(69)22-18-35)52(77)67-25-9-14-44(67)53(78)79/h3-5,10-11,15-22,32,38-44,68-69H,6-9,12-14,23-31,55-56H2,1-2H3,(H,60,70)(H,61,72)(H,62,71)(H,63,73)(H,64,75)(H,65,76)(H,66,74)(H,78,79)(H4,57,58,59)/t38-,39-,40-,41-,42-,43-,44-/m0/s1 Key: RTXIYIQLESPXIV-VLOLPVCOBE;
	SMILES N[C@@H](CC1=CC=C(O)C=C1)C(NCC(NCC(N[C@@H](CC2=CC=CC=C2)C(N[C@@H](CC(C)C)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCCN)C(N[C@@H](CC3=CC=C(O)C=C3)C(N4CCC[C@H]4C(O)=O)=O)=O)=O)=O)=O)=O)=O)=O;
Properties
Chemical formula	C54H77N13O12
Molar mass	1100.289 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

β-Neoendorphin is an endogenous opioid peptide with a nonapeptide structure and the amino acid sequence Tyr-Gly-Gly-Phe-Leu-Arg-Lys-Tyr-Pro (YGGFLRKYP).^[1]

β-Neoendorphins (β-NEP) have the capability to stimulate wound healing by accelerating keratinocyte migration. This is achieved by β-NEP's activation of mitogen-activated protein kinase (MAPK) and extracellular signal-regulated kinases 1 and 2 (ERK 1 and ERK 2); along with the upregulation of matrix metalloproteinase 2 and 9 (MMP-2 and MMP-9). Wound healing by β-NEP results in migration without consequences on proliferation in human keratinocytes.^[2]

References

^ Minamino N.; Kangawa K.; Chino N. (1981). "β-Neo-endorphin, a new hypothalamic 'big' leu-enkephalin of porcine origin: Its purification and the complete amino acid sequence". Biochemical and Biophysical Research Communications. 99 (3): 864–870. doi:10.1016/0006-291X(81)91243-2. PMID 7247945.
^ Yang, Dong Joo; Moh, Sang Hyun; Choi, Yun-Hee; Kim, Ki Woo (2020-10-12). "β-Neoendorphin Enhances Wound Healing by Promoting Cell Migration in Keratinocyte". Molecules. 25 (20): 4640. doi:10.3390/molecules25204640. ISSN 1420-3049. PMC 7587199. PMID 33053781.

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[1] Minamino N.; Kangawa K.; Chino N. (1981). "β-Neo-endorphin, a new hypothalamic 'big' leu-enkephalin of porcine origin: Its purification and the complete amino acid sequence". Biochemical and Biophysical Research Communications. 99 (3): 864–870. doi:10.1016/0006-291X(81)91243-2. PMID 7247945.

[2] Yang, Dong Joo; Moh, Sang Hyun; Choi, Yun-Hee; Kim, Ki Woo (2020-10-12). "β-Neoendorphin Enhances Wound Healing by Promoting Cell Migration in Keratinocyte". Molecules. 25 (20): 4640. doi:10.3390/molecules25204640. ISSN 1420-3049. PMC 7587199. PMID 33053781.

[1]

[2]

β-Neoendorphin

See also

References