专利号:WO-2023012709-A1 优先权日:2021-08-05 标 题 :An improved process for fmoc synthesis of semaglutide 发明人:LOBO LESTER JOHN; CHANDRAKESAN MURALIDHARAN; DOSHI CHETAN; CHANADAK SHAILESH LALCHAND; YADAV NANDLAL GOPAL; MOHE NIKHIL UMESH; VISHWANATHAN KODANDARAMAN 权利人:USV PRIVATE LTD 摘要:The present invention relates to an improved process for the synthesis of glucagon-like-peptide-1 (GLP-1) and its analogs by using combination of solid and solution phase synthesis of Fmoc protected amino acids in a sequential manner, optionally incorporating Boc protected dipeptide for unnatural amino acid in the Sequence of GLP-1, cleaving GLP-1 sequence from the resin followed by purification; attaching side-chain to the desired amino acid in the solution phase to synthesize desired GLP-1 analog, purifying it to Semaglutide. Temperature gradient is applied during initial coupling of amino acids to facilitate completion of difficult coupling reactions.
专利号:US-10920258-B2 优先权日:2018-03-09 标题 :Chemo-enzymatic synthesis of semaglutide, liraglutide and GLP-1 发明人:NUIJENS TIMO; TOPLAK ANA; QUAEDFLIEG PETER JAN LEONARD MARIO 权利人:ENZYPEP B V 摘要:A method for synthesizing a peptide having the sequence His-X-Glu-Gly-Thr-Phe-Thr-Ser-Asp-Val-Ser-Ser-Tyr-Leu-Glu-Gly-Gln-Ala-Ala-Y-Glu-Phe-Ile-Ala-Trp-Leu-Val-Z-Gly-Arg-Gly is disclosed. The method includes enzymatically coupling:n (a) a peptide C-terminal ester or thioester having a first peptide fragment with the sequence His-X-Glu-Gly-Thr-Phe-Thr-Ser-Asp-Val-Ser-(thio)ester; and (b) a peptide nucleophile having an N-terminally unprotected amine having a second peptide fragment with the sequence H-Ser-Tyr-Leu-Glu-Gly-Gln-Ala-Ala-Y-Glu-Phe-Ile-Ala-Trp-Leu-Val-Z-Gly-Arg-Gly; wherein:n X is Ala or an α-amino-isobutyric acid (Aib) residue; Y is Lys, which Lys has a free side-chain ε-amino group or of which Lys the side-chain ε-amino group is protected with a protective group or of which Lys the side-chain ε-amino group is functionalized with an amino acid or another functional group; and Z is Arg or Lys.
专利号:WO-2023105497-A1 优先权日:2021-12-10 标题:Synthesis of glp-1 analogues 发明人:GODHA ATUL KASTURCHAND; NARAYANASWAMY SATHYA VANGANUR; BHAGYARAJ ARETI VENKATA; BAVADEKAR ASLAM JAHANGIR; LAKSHMANAPPA RUDRESH; NAGOOR SHEIKSYEDALI; MURUGAN RANJITHKUMAR; GADAKH AMOL VASANTRAO; SAMBASIVAM GANESH 权利人:ANTHEM BIOSCIENCES PVT LTD 摘要:The present invention provides a method of preparation of GLP-1 peptides by using different peptide fragments having amino acid sequences SEQ ID NO:1 (Fragment IG), SEQ ID NO:2 (Fragment SG), Fragment BG, SEQ ID NO:3, and SEQ ID NO:4 5 and combinations thereof. The method of preparation is environmentally benign, simple, straightforward, and efficient and provides the end product in high yield and purity. The purification method of the peptides is also described.
专利号:US-2020262886-A1 优先权日:2018-03-09 标 题 :Chemo-enzymatic synthesis of semaglutide, liraglutide and glp-1
专利号:CN-111757891-A 优先权日:2018-03-09 标题 :Chemo-enzymatic synthesis of semaglutide, liraglutide and GLP-1
专利号:WO-2025078040-A1 优先权日:2023-10-09 标 题 :Lysine salt and method of manufacturing a lysine derivative 发明人:HINTERMANN TOBIAS; SCHWINDLING JOACHIM; RÜEFLI PASCAL; SCHÖNLEBER RALPH O; WILLIG FELIX; MELZIG LAURIN; ERMERT PHILIPP; KÜMIN MICHAEL; SCHWIZER NATASCHA; SCHNEIDER ANGELIKA; SCHMID LUCIUS 权利人:BACHEM HOLDING AG 摘要:The invention relates to a Bsmoc-protected lysine salt of formula (1 X ), e.g., a hydrochloric acid salt (n = 1, HY = hydrochloric acid). It further relates to a method of manufacturing Bsmoc-protected lysine derivatives, which employs the Bsmoc-protected lysine salt of formula (1 X ) and comprises the step of reacting the epsilon amino group of lysine with an 10 activated carboxylic acid derivative. Some of the obtainable Bsmoc-protected lysine derivatives with their side chain modification are useful as starting materials in solid phase peptide synthesis.
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