Dynorphin A

Dynorphin A^[1]
Names
	Other names Dynorphin 1-13
Identifiers
CAS Number	72957-38-1 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL411557;
ChemSpider	17287683;
DrugBank	DB16146;
IUPHAR/BPS	1620;
PubChem CID	16130969;
UNII	VFC23V742Z ;
	InChI InChI=1S/C75H126N24O15/c1-7-45(6)61(70(111)94-53(25-17-35-87-75(83)84)71(112)99-36-18-26-58(99)69(110)93-50(21-11-13-31-76)64(105)96-56(38-44(4)5)67(108)95-54(72(113)114)22-12-14-32-77)98-65(106)52(24-16-34-86-74(81)82)91-63(104)51(23-15-33-85-73(79)80)92-66(107)55(37-43(2)3)97-68(109)57(40-46-19-9-8-10-20-46)90-60(102)42-88-59(101)41-89-62(103)49(78)39-47-27-29-48(100)30-28-47/h8-10,19-20,27-30,43-45,49-58,61,100H,7,11-18,21-26,31-42,76-78H2,1-6H3,(H,88,101)(H,89,103)(H,90,102)(H,91,104)(H,92,107)(H,93,110)(H,94,111)(H,95,108)(H,96,105)(H,97,109)(H,98,106)(H,113,114)(H4,79,80,85)(H4,81,82,86)(H4,83,84,87)/t45-,49-,50-,51-,52-,53-,54?,55-,56-,57-,58-,61-/m0/s1 Key: OVVIBUHLQIYUEU-LCBAMVSPSA-N;
	SMILES Isomeric SMILES CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)NC(CCCCN)C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)CNC(=O)CNC(=O)[C@H](CC3=CC=C(C=C3)O)N;
Properties
Chemical formula	C75H126N24O15
Molar mass	1603.95474
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Dynorphin A is a dynorphin, an endogenous opioid peptide that activates the κ-opioid receptor.^[2] Its amino acid sequence is Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile-Arg-Pro-Lys-Leu-Lys, a tridecapeptide.

Dynorphin A_1–8 is a truncated form of dynorphin A with the amino acid sequence: Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile.^[3]^[4] Dynorphin A_1–8 is an agonist at the mu-, kappa-, and delta-opioid receptors;^[4] it has the highest binding affinity for the kappa-opioid receptor.^[4] Structures of dynorphin A bound to the κ-opioid receptor have been reported.^[2]^[5]

References

^ Dynorphin 1-13 - Compound Summary, PubChem.
^ ^a ^b Wang, Yue; Zhuang, Youwen; DiBerto, Jeffrey F.; Zhou, X. Edward; Schmitz, Gavin P.; Yuan, Qingning; Jain, Manish K.; Liu, Weiyi; Melcher, Karsten; Jiang, Yi; Roth, Bryan L.; Xu, H. Eric (2023-01-12). "Structures of the entire human opioid receptor family". Cell. 186 (2): 413–427.e17. doi:10.1016/j.cell.2022.12.026. PMID 36638794. S2CID 255750597.
^ "Dynorphin A 1-8". HMDB Version 4.0. Human Metabolome Database. 27 September 2017. Retrieved 20 October 2017.
^ ^a ^b ^c "Dynorphin A-(1-8): Biological activity". IUPHAR/BPS Guide to PHARMACOLOGY. International Union of Basic and Clinical Pharmacology. Retrieved 20 October 2017. Principal endogenous agonists at κ receptor
^ Chen, Yuxiang; Chen, Bo; Wu, Tingting; Zhou, Fangfang; Xu, Fei (2022-08-05). "Cryo-EM structure of human κ-opioid receptor-Gi complex bound to an endogenous agonist dynorphin A". Protein & Cell. 14 (6): 464–468. doi:10.1093/procel/pwac033. ISSN 1674-800X. PMC 10246719. PMID 37285260.

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[1] Dynorphin 1-13 - Compound Summary, PubChem.

[:0-2] Wang, Yue; Zhuang, Youwen; DiBerto, Jeffrey F.; Zhou, X. Edward; Schmitz, Gavin P.; Yuan, Qingning; Jain, Manish K.; Liu, Weiyi; Melcher, Karsten; Jiang, Yi; Roth, Bryan L.; Xu, H. Eric (2023-01-12). "Structures of the entire human opioid receptor family". Cell. 186 (2): 413–427.e17. doi:10.1016/j.cell.2022.12.026. PMID 36638794. S2CID 255750597.

[HMDB_Dynorphin_A_1-8-3] "Dynorphin A 1-8". HMDB Version 4.0. Human Metabolome Database. 27 September 2017. Retrieved 20 October 2017.

[IUPHAR_-_Dynorphin_A-(1-8)_-_Biological_activity-4] "Dynorphin A-(1-8): Biological activity". IUPHAR/BPS Guide to PHARMACOLOGY. International Union of Basic and Clinical Pharmacology. Retrieved 20 October 2017. Principal endogenous agonists at κ receptor

[5] Chen, Yuxiang; Chen, Bo; Wu, Tingting; Zhou, Fangfang; Xu, Fei (2022-08-05). "Cryo-EM structure of human κ-opioid receptor-Gi complex bound to an endogenous agonist dynorphin A". Protein & Cell. 14 (6): 464–468. doi:10.1093/procel/pwac033. ISSN 1674-800X. PMC 10246719. PMID 37285260.

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