dynorphin B

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 428952076

| ImageFile=Dynorphin B.svg

| ImageClass = skin-invert-image

| ImageSize=300px

| IUPACName=

| OtherNames= Dynorphin B-13; Rimorphin

| Reference=[https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=16133806 Dynorphin B - Compound Summary], PubChem.

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo=85006-82-2

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = K41YC3AEI8

| PubChem=16133806

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 17299995

| SMILES = [H]/N=C(\N)/NCCC[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)O)NC(=O)[C@H](CCCN/C(=N/[H])/N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)CNC(=O)[C@H](Cc3ccc(cc3)O)N

| InChI = 1/C74H115N21O17/c1-40(2)34-53(91-68(107)54(36-44-18-10-8-11-19-44)86-58(100)39-84-57(99)38-85-62(101)48(76)35-46-25-27-47(97)28-26-46)67(106)89-51(24-17-33-83-74(80)81)63(102)87-50(23-16-32-82-73(78)79)64(103)90-52(29-30-56(77)98)65(104)92-55(37-45-20-12-9-13-21-45)69(108)88-49(22-14-15-31-75)66(105)93-59(41(3)4)70(109)94-60(42(5)6)71(110)95-61(43(7)96)72(111)112/h8-13,18-21,25-28,40-43,48-55,59-61,96-97H,14-17,22-24,29-39,75-76H2,1-7H3,(H2,77,98)(H,84,99)(H,85,101)(H,86,100)(H,87,102)(H,88,108)(H,89,106)(H,90,103)(H,91,107)(H,92,104)(H,93,105)(H,94,109)(H,95,110)(H,111,112)(H4,78,79,82)(H4,80,81,83)/t43-,48+,49+,50+,51+,52+,53+,54+,55+,59+,60+,61+/m1/s1

| InChIKey = AGTSSZRZBSNTGQ-ITZCFHCWBN

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C74H115N21O17/c1-40(2)34-53(91-68(107)54(36-44-18-10-8-11-19-44)86-58(100)39-84-57(99)38-85-62(101)48(76)35-46-25-27-47(97)28-26-46)67(106)89-51(24-17-33-83-74(80)81)63(102)87-50(23-16-32-82-73(78)79)64(103)90-52(29-30-56(77)98)65(104)92-55(37-45-20-12-9-13-21-45)69(108)88-49(22-14-15-31-75)66(105)93-59(41(3)4)70(109)94-60(42(5)6)71(110)95-61(43(7)96)72(111)112/h8-13,18-21,25-28,40-43,48-55,59-61,96-97H,14-17,22-24,29-39,75-76H2,1-7H3,(H2,77,98)(H,84,99)(H,85,101)(H,86,100)(H,87,102)(H,88,108)(H,89,106)(H,90,103)(H,91,107)(H,92,104)(H,93,105)(H,94,109)(H,95,110)(H,111,112)(H4,78,79,82)(H4,80,81,83)/t43-,48+,49+,50+,51+,52+,53+,54+,55+,59+,60+,61+/m1/s1

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = AGTSSZRZBSNTGQ-ITZCFHCWSA-N

}}

|Section2={{Chembox Properties

| C=74 | H=115 | N=21 | O=17

| MolarMass=1570.8354

| Appearance=

| Density=

| MeltingPt=

| BoilingPt=

| Solubility=

}}

|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

}}

}}

Dynorphin B, also known as rimorphin,{{cite book|author=Paul V. Malven | title = Mammalian Neuroendocrinology | url = https://books.google.com/books?id=nZoRPQa_qTkC&pg=PA70 | access-date = 22 April 2012 | date = 12 January 1993 | publisher = CRC Press | isbn = 978-0-8493-8757-9 | page = 70}} is a form of dynorphin and an endogenous opioid peptide with the amino acid sequence Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Gln-Phe-Lys-Val-Val-Thr. Dynorphin B is generated as a proteolytic cleavage product of leumorphin, which in turn is a cleavage product of preproenkephalin B (prodynorphin).{{Citation needed|date=April 2012}}

Dynorphin B has an identical N-terminal sequence, but different C-terminal sequence to dynorphin A. In an alanine scan of the non-glycine residues of dynorphin B, it was discovered that Tyr¹ and Phe⁴ residues are critical for both opioid receptor affinity and κ-opioid receptor agonist potency, Arg⁶ and Arg⁷ promote κ-opioid affinity and Lys¹⁰ contributes to the opioid receptor affinity.{{Cite journal|last1=Joshi|first1=Anand A.|last2=Murray|first2=Thomas F.|last3=Aldrich|first3=Jane V.|date=September 2017|title=Alanine scan of the opioid peptide dynorphin B amide|url= |journal=Biopolymers|language=en|volume=108|issue=5|pages=e23026|doi=10.1002/bip.23026|pmid=28464209|pmc=6003702}}