OPIORPHIN

Base Information

• Chemical Name: OPIORPHIN
• CAS No.: 864084-88-8
• Molecular Formula: C29H48 N12 O8
• Molecular Weight: 692.776
• Mol file: 864084-88-8.mol

Synonyms:10: PN:EP1577320 SEQID: 3 claimed protein; 1: PN: WO2009090265 SEQID: 1 claimedprotein; 23: PN: US20090042208 SEQID: 23 claimed protein; Opiorphin; Opiorphin(human)

Chemical Property of OPIORPHIN

Chemical Property:

• PSA: 366.84000
• LogP: 0.71060
• Storage Temp.: ?20°C

Purity/Quality:

98%Min ^*data from raw suppliers

OPIORPHIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of OPIORPHIN

There total 4 articles about OPIORPHIN which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Fmoc-Arg(Pmc)-WANG resin + N-Fmoc L-Phe (35661-40-6) + Fmoc-Ser(tBu)-OH (71989-33-8) + Fmoc-L-Gln(Trt)-OH (132327-80-1,200623-62-7) + Fmoc-Arg(Pbf)-OH (119831-72-0,157774-30-6) → human opiorphin (864084-88-8)

Guidance literature:

Fmoc-Arg(Pmc)-WANG resin; With piperidine; In N,N-dimethyl-formamide; WANG resin

Fmoc-Ser(tBu)-OH; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; WANG resin

N-Fmoc L-Phe; Fmoc-L-Gln(Trt)-OH; Fmoc-Arg(Pbf)-OH; Further stages;

DOI:10.1016/j.bmcl.2015.09.071

Reference yield:

Fmoc-Arg(Pbf)-Wang resin + N-Fmoc L-Phe (35661-40-6) + Fmoc-Ser(tBu)-OH (71989-33-8) + Fmoc-L-Gln(Trt)-OH (132327-80-1,200623-62-7) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) → human opiorphin (864084-88-8)

Guidance literature:

Fmoc-Arg(Pbf)-Wang resin; With piperidine; In N,N-dimethyl-formamide; solid phase reaction;

Fmoc-Ser(tBu)-OH; With benzotriazol-1-ol; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; for 2h; solid phase reaction;

N-Fmoc L-Phe; Fmoc-L-Gln(Trt)-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Further stages;

DOI:10.1016/j.tetlet.2010.02.172

Reference yield:

N-Fmoc L-Phe (35661-40-6) + Fmoc-Ser(tBu)-OH (71989-33-8) + Fmoc-L-Gln(Trt)-OH (132327-80-1,200623-62-7) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) → human opiorphin (864084-88-8)

Guidance literature:

Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; solid phase reaction;

With piperidine; In N,N-dimethyl-formamide; for 0.166667h; solid phase reaction;

N-Fmoc L-Phe; Fmoc-Ser(tBu)-OH; Fmoc-L-Gln(Trt)-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Further stages;

DOI:10.1002/cbdv.201100093

upstream raw materials:

N-Fmoc L-Phe

Fmoc-Ser(tBu)-OH

Fmoc-L-Gln(Trt)-OH

Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine

Refernces

• 1、 Kotynia, Aleksandra,Kamasz, Elzbieta,Czapor, Hanna,Brasuń, Justyna. "The synthesis of opiorphin and studies on its binding ability toward Cu(II)". . p. 2486 - 2488. Retrieved 2010.
• 2、 Seebach, Dieter,Lukaszuk, Aneta,Patora-Komisarska, Krystyna,Podwysocka, Dominika,Gardiner, James,Ebert, Marc-Olivier,Reubi, Jean Claude,Cescato, Renzo,Waser, Beatrice,Gmeiner, Peter,Huebner, Harald,Rougeot, Catherine. "On the terminal homologation of physiologically active peptides as a means of increasing stability in human serum - Neurotensin, opiorphin, B27-KK10 epitope, NPY". experimental part. p. 711 - 739. Retrieved 2012/01/13.