Opiorphin

Opiorphin
	IUPAC名; (2S,5S,8S,11S,14S)-14,17-diamino-8-benzyl-2,11-bis(3-guanidinopropyl)-5-(hydroxymethyl)-4,7,10,13,17-pentaoxo-3,6,9,12-tetraazaheptadecan-1-oic acid
别名	Gln-Arg-Phe-Ser-Arg; L-Glutaminyl-L-arginyl-L-phenylalanyl-L-seryl-L-arginine
识别
CAS号	864084-88-8
PubChem	25195667
ChemSpider	28296048
SMILES	O=C([C@H](CO)NC([C@H](CC1=CC=CC=C1)NC([C@H](CCCNC(N)=N)NC([C@H](CCC(N)=O)N)=O)=O)=O)N[C@H](C(O)=O)CCCNC(N)=N;
InChI	1/C29H48N12O8/c30-17(10-11-22(31)43)23(44)38-18(8-4-12-36-28(32)33)24(45)40-20(14-16-6-2-1-3-7-16)25(46)41-21(15-42)26(47)39-19(27(48)49)9-5-13-37-29(34)35/h1-3,6-7,17-21,42H,4-5,8-15,30H2,(H2,31,43)(H,38,44)(H,39,47)(H,40,45)(H,41,46)(H,48,49)(H4,32,33,36)(H4,34,35,37)/t17-,18-,19-,20-,21-/m0/s1;
InChIKey	TWWFCOBVAKAKIT-SXYSDOLCBM
性质
化学式	C29H48N12O8
摩尔质量	692.77 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

Opiorphin是一种首先从人类唾液中分离出来的内源性化合物。对小鼠的初步研究表明，该化合物的止痛效果高于吗啡^[2]。它的止痛机制是阻止脑啡肽（脊髓中的天然止痛阿片类药物）的正常分解。它由五个氨基酸多肽Gln - Arg - Phe - Ser -Arg (QRFSR) 组成，是一种相对简单的分子。^[3]^[4]^[5]^[6]^[7]^[8]^[9]^[10]

参考资料

^ Opiorphin （页面存档备份，存于互联网档案馆） at Sigma-Aldrich（英语：Sigma-Aldrich）
^ Rougeot C, Robert F, Menz L, Bisson JF, Messaoudi M. Systemically active human opiorphin is a potent yet non-addictive analgesic without drug tolerance effects. J. Physiol. Pharmacol. August 2010, 61 (4): 483–90. PMID 20814077.
^ Dickinson DP, Thiesse M. cDNA cloning of an abundant human lacrimal gland mRNA encoding a novel tear protein. Curr. Eye Res. April 1996, 15 (4): 377–86. PMID 8670737. doi:10.3109/02713689608995828.
^ Andy Coghlan. Natural-born painkiller found in human saliva. New Scientist. November 13, 2006. （原始内容存档于2007-01-27）.
^ Natural chemical 'beats morphine'. BBC News. November 14, 2006 [2022-07-31]. （原始内容存档于2022-03-24）.
^ Mary Beckman. Prolonging Painkillers. ScienceNOW. November 13, 2006 [2022-07-31]. （原始内容存档于2007-12-12）.
^ Stanović S, Boranić M, Petrovecki M, et al. Thiorphan, an inhibitor of neutral endopeptidase/enkephalinase (CD10/CALLA) enhances cell proliferation in bone marrow cultures of patients with acute leukemia in remission. Haematologia (Budap). 2000, 30 (1): 1–10. PMID 10841318. doi:10.1163/15685590051129814.
^ Thanawala V, Kadam VJ, Ghosh R. Enkephalinase inhibitors: potential agents for the management of pain. Curr Drug Targets. October 2008, 9 (10): 887–94. PMID 18855623. doi:10.2174/138945008785909356.
^ Davies KP. The role of opiorphins (endogenous neutral endopeptidase inhibitors) in urogenital smooth muscle biology. J Sex Med. March 2009,. 6 Suppl 3: 286–91. PMC 2864530  . PMID 19267851. doi:10.1111/j.1743-6109.2008.01186.x.
^ Tian XZ, Chen J, Xiong W, He T, Chen Q. Effects and underlying mechanisms of human opiorphin on colonic motility and nociception in mice. Peptides. July 2009, 30 (7): 1348–54. PMID 19442408. S2CID 32291165. doi:10.1016/j.peptides.2009.04.002.

这是一篇关于有机化合物的小作品。您可以通过编辑或修订扩充其内容。

[1] Opiorphin （页面存档备份，存于互联网档案馆） at Sigma-Aldrich（英语：Sigma-Aldrich）

[2] Rougeot C, Robert F, Menz L, Bisson JF, Messaoudi M. Systemically active human opiorphin is a potent yet non-addictive analgesic without drug tolerance effects. J. Physiol. Pharmacol. August 2010, 61 (4): 483–90. PMID 20814077.

[pmid8670737-3] Dickinson DP, Thiesse M. cDNA cloning of an abundant human lacrimal gland mRNA encoding a novel tear protein. Curr. Eye Res. April 1996, 15 (4): 377–86. PMID 8670737. doi:10.3109/02713689608995828.

[4] Andy Coghlan. Natural-born painkiller found in human saliva. New Scientist. November 13, 2006. （原始内容存档于2007-01-27）.

[5] Natural chemical 'beats morphine'. BBC News. November 14, 2006 [2022-07-31]. （原始内容存档于2022-03-24）.

[6] Mary Beckman. Prolonging Painkillers. ScienceNOW. November 13, 2006 [2022-07-31]. （原始内容存档于2007-12-12）.

[7] Stanović S, Boranić M, Petrovecki M, et al. Thiorphan, an inhibitor of neutral endopeptidase/enkephalinase (CD10/CALLA) enhances cell proliferation in bone marrow cultures of patients with acute leukemia in remission. Haematologia (Budap). 2000, 30 (1): 1–10. PMID 10841318. doi:10.1163/15685590051129814.

[pmid18855623-8] Thanawala V, Kadam VJ, Ghosh R. Enkephalinase inhibitors: potential agents for the management of pain. Curr Drug Targets. October 2008, 9 (10): 887–94. PMID 18855623. doi:10.2174/138945008785909356.

[pmid19267851-9] Davies KP. The role of opiorphins (endogenous neutral endopeptidase inhibitors) in urogenital smooth muscle biology. J Sex Med. March 2009,. 6 Suppl 3: 286–91. PMC 2864530  . PMID 19267851. doi:10.1111/j.1743-6109.2008.01186.x.

[pmid19442408-10] Tian XZ, Chen J, Xiong W, He T, Chen Q. Effects and underlying mechanisms of human opiorphin on colonic motility and nociception in mice. Peptides. July 2009, 30 (7): 1348–54. PMID 19442408. S2CID 32291165. doi:10.1016/j.peptides.2009.04.002.

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Opiorphin^[1]

IUPAC名 (2S,5S,8S,11S,14S)-14,17-diamino-8-benzyl-2,11-bis(3-guanidinopropyl)-5-(hydroxymethyl)-4,7,10,13,17-pentaoxo-3,6,9,12-tetraazaheptadecan-1-oic acid
别名	Gln-Arg-Phe-Ser-Arg; L-Glutaminyl-L-arginyl-L-phenylalanyl-L-seryl-L-arginine
识别
CAS号	864084-88-8 ^Y
PubChem	25195667
ChemSpider	28296048
SMILES	O=C([C@H](CO)NC([C@H](CC1=CC=CC=C1)NC([C@H](CCCNC(N)=N)NC([C@H](CCC(N)=O)N)=O)=O)=O)N[C@H](C(O)=O)CCCNC(N)=N
InChI	1/C29H48N12O8/c30-17(10-11-22(31)43)23(44)38-18(8-4-12-36-28(32)33)24(45)40-20(14-16-6-2-1-3-7-16)25(46)41-21(15-42)26(47)39-19(27(48)49)9-5-13-37-29(34)35/h1-3,6-7,17-21,42H,4-5,8-15,30H2,(H2,31,43)(H,38,44)(H,39,47)(H,40,45)(H,41,46)(H,48,49)(H4,32,33,36)(H4,34,35,37)/t17-,18-,19-,20-,21-/m0/s1
InChIKey	TWWFCOBVAKAKIT-SXYSDOLCBM
性质
化学式	C₂₉H₄₈N₁₂O₈
摩尔质量	692.77 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。