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Dynorphin A

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Dynorphin A^[1]
Names

Other names Dynorphin 1-13
Identifiers
CAS Number	72957-38-1^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL411557
ChemSpider	17287683
DrugBank	DB16146
IUPHAR/BPS	1620
PubChem CID	16130969
UNII	VFC23V742Z^Y
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 SMILESCC[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 theirstandard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

Chemical compound

Dynorphin A is adynorphin, anendogenous opioid peptide that activates theκ-opioid receptor.^[2] Itsamino acid sequence is Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile-Arg-Pro-Lys-Leu-Lys (YGGFLRRIRPKLK), 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 (YGGFLRRI).^[3]^[4] Dynorphin A_1–8 is anagonist at the mu-, kappa-, and delta-opioid receptors;^[4] it has the highest binding affinity for thekappa-opioid receptor.^[4] Structures of dynorphin A bound to the κ-opioid receptor have been reported.^[2]^[5]

References

[edit]

^Dynorphin 1-13 - Compound Summary,PubChem.
^^a ^bWang, 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. Retrieved20 October 2017.
^^a ^b ^c"Dynorphin A-(1-8): Biological activity".IUPHAR/BPS Guide to PHARMACOLOGY. International Union of Basic and Clinical Pharmacology. Retrieved20 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.

Peptides:neuropeptides

Hormones

seehormones

Opioid peptides

Dynorphins	Dynorphin A Dynorphin A_1–8 Dynorphin B Big dynorphin Leumorphin α-Neoendorphin β-Neoendorphin
Endomorphins	Endomorphin-1 Endomorphin-2
Endorphins	α-Endorphin β-Endorphin γ-Endorphin
Enkephalins	Met-enkephalin Leu-enkephalin
Others	Adrenorphin Amidorphin Hemorphin Hemorphin-4 Nociceptin Opiorphin Spinorphin Valorphin

Other
neuropeptides

Kinins	Bradykinins Tachykinins: mammal Substance P Neurokinin A Neurokinin B amphibian Kassinin Physalaemin
Neuromedins	B N S U
Orexins	A B
Other	Angiotensin Bombesin Calcitonin gene-related peptide Carnosine Cocaine- and amphetamine-regulated transcript Delta-sleep-inducing peptide FMRFamide Galanin Galanin-like peptide Gastrin-releasing peptide Ghrelin Neuropeptide AF Neuropeptide FF Neuropeptide SF Neuropeptide VF Neuropeptide S Neuropeptide Y Neurophysins Neurotensin Pancreatic polypeptide Pituitary adenylate cyclase-activating peptide RVD-Hpα VGF