ロイモルフィン

ロイモルフィン
	別称 Dynorphin B-29; Dynorphin B (1-29)
識別情報
CAS登録番号	93443-35-7
PubChem	16131065
	InChI InChI=1S/C161H236N42O48/c1-80(2)66-106(191-146(238)108(69-87-28-16-13- 17-29-87)179-122(213)78-176-121(212)77-177-133(225)96(163)68-90-39-45-93 (206)46-40-90)144(236)182-99(36-25-63-174-160(169)170)134(226)180-98(35- 24-62-173-159(167)168)135(227)183-102(52-57-119(165)210)139(231)192-110 (70-88-30-18-14-19-31-88)147(239)181-97(34-22-23-61-162)142(234)199-128 (82(5)6)154(246)200-129(83(7)8)155(247)202-131(86(12)205)156(248)188-100 (37-26-64-175-161(171)172)136(228)198-116(79-204)152(244)187-101(51-56- 118(164)209)137(229)185-105(55-60-125(218)219)141(233)197-115(76-127 (222)223)157(249)203-65-27-38-117(203)153(245)196-113(74-120(166)211)143 (235)178-85(11)132(224)189-109(72-91-41-47-94(207)48-42-91)149(241)194- 112(73-92-43-49-95(208)50-44-92)148(240)186-103(53-58-123(214)215)138 (230)184-104(54-59-124(216)217)140(232)190-107(67-81(3)4)145(237)193-111 (71-89-32-20-15-21-33-89)150(242)195-114(75-126(220)221)151(243)201-130 (84(9)10)158(250)251/h13-21,28-33,39-50,80-86,96-117,128-131,204-208H, 22-27,34-38,51-79,162-163H2,1-12H3,(H2,164,209)(H2,165,210)(H2,166, 211)(H,176,212)(H,177,225)(H,178,235)(H,179,213)(H,180,226)(H,181, 239)(H,182,236)(H,183,227)(H,184,230)(H,185,229)(H,186,240)(H,187, 244)(H,188,248)(H,189,224)(H,190,232)(H,191,238)(H,192,231)(H,193, 237)(H,194,241)(H,195,242)(H,196,245)(H,197,233)(H,198,228)(H,199, 234)(H,200,246)(H,201,243)(H,202,247)(H,214,215)(H,216,217)(H,218, 219)(H,220,221)(H,222,223)(H,250,251)(H4,167,168,173)(H4,169,170, 174)(H4,171,172,175)/t85-,86+,96-,97-,98-,99-,100-,101-,102-,103-,104-, 105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,128-, 129-,130-,131-/m0/s1 Key: MBBYLJRDHGOGAF-NBMVQQARSA-N;
特性
化学式	C161H236N42O48
モル質量	3527.85 g/mol
	特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。

ロイモルフィン(Leumorphin)またはダイノルフィンB-29(dynorphin B-29)は、内生のオピオイドペプチドである^[1]^[2]。プロダイノルフィンのタンパク質分解生成物のうち、226-254残基に由来する^[3]^[4]。ノナコサペプチド(29残基)であり、ペプチド配列は、Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Gln-Phe-Lys-Val-Val-Thr-Arg-Ser-Gln-Glu-Asp-Pro-Asn-Ala-Tyr-Ser-Gly-Glu-Leu-Phe-Asp-Alaである。エンドペプチダーゼ PITRM1により、さらにダイノルフィンBとダイノルフィンB-14に分解される^[5]^[6]^[7]。ロイモルフィンは、プロダイノルフィンに由来する他のオピオイドペプチドと同様に、強い選択的κ-オピオイド受容体アゴニストとして作用する^[8]^[9]。

出典

^ Nakao K, Suda M, Sakamoto M, et al. (December 1983). “Leumorphin is a novel endogenous opioid peptide derived from preproenkephalin B”. Biochemical and Biophysical Research Communications 117 (3): 695–701. doi:10.1016/0006-291X(83)91653-4. PMID 6689399.
^ Suda M, Nakao K, Sakamoto M, et al. (August 1984). “Leumorphin is a novel endogenous opioid peptide in man”. Biochemical and Biophysical Research Communications 123 (1): 148–55. doi:10.1016/0006-291X(84)90392-9. PMID 6548137.
^ Leon F. Tseng (1 September 1995). Pharmacology of Opioid Peptides. CRC Press. p. 171. ISBN 978-3-7186-5632-5 22 April 2012閲覧。
^ Nock B, Giordano AL, Cicero TJ, O'Connor LH (August 1990). “Affinity of drugs and peptides for U-69,593-sensitive and -insensitive kappa opiate binding sites: the U-69,593-insensitive site appears to be the beta endorphin-specific epsilon receptor”. The Journal of Pharmacology and Experimental Therapeutics 254 (2): 412–9. PMID 2166790.
^ Devi L, Gupta P, Fricker LD (January 1991). “Subcellular localization, partial purification, and characterization of a dynorphin processing endopeptidase from bovine pituitary”. Journal of Neurochemistry 56 (1): 320–9. doi:10.1111/j.1471-4159.1991.tb02598.x. PMID 1670956.
^ Berman YL, Juliano L, Devi LA (October 1995). “Purification and characterization of a dynorphin-processing endopeptidase”. The Journal of Biological Chemistry 270 (40): 23845–50. doi:10.1074/jbc.270.40.23845. PMID 7559562.
^ Mzhavia N, Berman YL, Qian Y, Yan L, Devi LA (May 1999). “Cloning, expression, and characterization of human metalloprotease 1: a novel member of the pitrilysin family of metalloendoproteases”. DNA and Cell Biology 18 (5): 369–80. doi:10.1089/104454999315268. PMID 10360838.
^ Suda M, Nakao K, Yoshimasa T, et al. (September 1984). “Human leumorphin is a potent, kappa opioid receptor agonist”. Neuroscience Letters 50 (1-3): 49–52. doi:10.1016/0304-3940(84)90460-9. PMID 6149506.
^ Inenaga K, Nagatomo T, Nakao K, Yanaihara N, Yamashita H (January 1994). “Kappa-selective agonists decrease postsynaptic potentials and calcium components of action potentials in the supraoptic nucleus of rat hypothalamus in vitro”. Neuroscience 58 (2): 331–40. doi:10.1016/0306-4522(94)90039-6. PMID 7908725.

[pmid6689399-1] Nakao K, Suda M, Sakamoto M, et al. (December 1983). “Leumorphin is a novel endogenous opioid peptide derived from preproenkephalin B”. Biochemical and Biophysical Research Communications 117 (3): 695–701. doi:10.1016/0006-291X(83)91653-4. PMID 6689399.

[pmid6548137-2] Suda M, Nakao K, Sakamoto M, et al. (August 1984). “Leumorphin is a novel endogenous opioid peptide in man”. Biochemical and Biophysical Research Communications 123 (1): 148–55. doi:10.1016/0006-291X(84)90392-9. PMID 6548137.

[Tseng1995-3] Leon F. Tseng (1 September 1995). Pharmacology of Opioid Peptides. CRC Press. p. 171. ISBN 978-3-7186-5632-5 22 April 2012閲覧。

[pmid2166790-4] Nock B, Giordano AL, Cicero TJ, O'Connor LH (August 1990). “Affinity of drugs and peptides for U-69,593-sensitive and -insensitive kappa opiate binding sites: the U-69,593-insensitive site appears to be the beta endorphin-specific epsilon receptor”. The Journal of Pharmacology and Experimental Therapeutics 254 (2): 412–9. PMID 2166790.

[pmid1670956-5] Devi L, Gupta P, Fricker LD (January 1991). “Subcellular localization, partial purification, and characterization of a dynorphin processing endopeptidase from bovine pituitary”. Journal of Neurochemistry 56 (1): 320–9. doi:10.1111/j.1471-4159.1991.tb02598.x. PMID 1670956.

[pmid7559562-6] Berman YL, Juliano L, Devi LA (October 1995). “Purification and characterization of a dynorphin-processing endopeptidase”. The Journal of Biological Chemistry 270 (40): 23845–50. doi:10.1074/jbc.270.40.23845. PMID 7559562.

[pmid10360838-7] Mzhavia N, Berman YL, Qian Y, Yan L, Devi LA (May 1999). “Cloning, expression, and characterization of human metalloprotease 1: a novel member of the pitrilysin family of metalloendoproteases”. DNA and Cell Biology 18 (5): 369–80. doi:10.1089/104454999315268. PMID 10360838.

[pmid6149506-8] Suda M, Nakao K, Yoshimasa T, et al. (September 1984). “Human leumorphin is a potent, kappa opioid receptor agonist”. Neuroscience Letters 50 (1-3): 49–52. doi:10.1016/0304-3940(84)90460-9. PMID 6149506.

[pmid7908725-9] Inenaga K, Nagatomo T, Nakao K, Yanaihara N, Yamashita H (January 1994). “Kappa-selective agonists decrease postsynaptic potentials and calcium components of action potentials in the supraoptic nucleus of rat hypothalamus in vitro”. Neuroscience 58 (2): 331–40. doi:10.1016/0306-4522(94)90039-6. PMID 7908725.

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