Opiorphin

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]

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  checkY
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。

参考资料
  1. Opiorphin （页面存档备份，存于） at Sigma-Aldrich
  2. Rougeot C, Robert F, Menz L, Bisson JF, Messaoudi M. . J. Physiol. Pharmacol. August 2010, 61 (4): 483–90. PMID 20814077.
  3. Dickinson DP, Thiesse M. . Curr. Eye Res. April 1996, 15 (4): 377–86. PMID 8670737. doi:10.3109/02713689608995828.
  4. Andy Coghlan. . New Scientist. November 13, 2006. （原始内容存档于2007-01-27）.
  5. . BBC News. November 14, 2006 [2022-07-31]. （原始内容存档于2022-03-24）.
  6. Mary Beckman. . 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. . Haematologia (Budap). 2000, 30 (1): 1–10. PMID 10841318. doi:10.1163/15685590051129814.
  8. Thanawala V, Kadam VJ, Ghosh R. . Curr Drug Targets. October 2008, 9 (10): 887–94. PMID 18855623. doi:10.2174/138945008785909356.
  9. Davies KP. . J Sex Med. March 2009,. 6 Suppl 3: 286–91. PMC 2864530 可免费查阅. PMID 19267851. doi:10.1111/j.1743-6109.2008.01186.x.
  10. Tian XZ, Chen J, Xiong W, He T, Chen Q. . Peptides. July 2009, 30 (7): 1348–54. PMID 19442408. S2CID 32291165. doi:10.1016/j.peptides.2009.04.002.
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