CAS: 76410-58-7; (S)-2-Amino-3-(4-Boronophenyl)Propanoic Acid

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CAS号164203-33-2 N-benzyloxycarb... | CAS号262604-05-7 N,N-dibenzyl-4-... | CAS号119771-23-2 (S)-B°C-4-(二羟硼基... | CAS号7732-18-5 水 | CAS号262604-04-6 (4S)-3-t-butylo... | CAS号220400-04-4 Cbz-L-4-碘苯丙氨酸 | CAS号1333-74-0 氢 | CAS号5513-40-6 CBZ-L-酪氨酸-Obzl | CAS号1991-81-7 4-iodophenylalanine | CAS号183070-41-9 (S)-BENZYL 2-((... | CAS号3249-01-2 ethyl 3-(4-hydr... | CAS号3561-36-2 carbobenzoxy-gl... | CAS号119771-23-2 (S)-B°C-4-(二羟硼基...

(S)-Boc-4-(二羟硼基)苯基丙氨酸置于硫酸体系中,用 1,4-二氧六环 作为反应溶剂,化学反应 1.0H,以67%的收率获得产物4-硼-L-苯丙氨酸
参考文献:A Practical Method For The Synthesis Of Enantiomerically Pure 4-Borono-L-Phenylalanine
标题:A Practical Method For The Synthesis Of Enantiomerically Pure 4-Borono-L-Phenylalanine
摘要:利用钯催化的频哪醇硼烷(2,3-二甲基-2,3-丁二醇硼)交叉偶联反应,从 L-酪氨酸或 4-碘-L-苯丙氨酸衍生物合成了对映体纯度极高的 L-Bpa(4-硼-L-苯丙氨酸).在[pdcl2(Pph3)2]催化剂存在下,Cbz-Tyr(Nf)-Obzl (2B) 与频哪醇硼烷 (1) 发生交叉偶联反应,得到 N-苄氧羰基-4-(2,3-二甲基-2,3-丁二醇基)-L-苯丙氨酸苄酯 (3A),收率为 58%.4-碘-L-苯丙氨酸衍生物的反应,如 N-苄氧羰基-4-碘-L-苯丙氨酸苄酯 (2C),N,N-二苄基-4-碘-L-苯丙氨酸苄酯 (2D),(4S)-3-苄氧羰基-4-(4-碘苄基)-5-恶唑烷酮(2E)和(4S)-3-叔丁氧羰基-4-(4-碘苄基)-5-恶唑烷酮(2F),其中 1 在[pdcl2(Dppf)]催化剂存在下进行得非常顺利,得到 N-苄氧羰基-4-(2,3-二甲基-2,3-丁二醇二硼酸基)-L-苯丙氨酸苄酯 (3A),N,N-二苄基-4-(2,3-二甲基-2,3-丁二醇二硼酸基)-L-苯丙氨酸苄酯 (3B),(4S)-3-苄氧羰基-4-[4-(2,3-(2,3-二甲基-2,3-丁二醇基)苄基]-5-恶唑烷酮 (3C) 和 (4S)-3-丁酰氧羰基-4-[4-(2,3-二甲基-2,3-丁二醇基)苄基]-5-恶唑烷酮 (3D).对 3A-D 进行脱保护处理后,可得到对映体纯度很高的 L-Bpa,总产率也很高.
DOI:10.1246/bcsj.73.231

专利信息

专利号:US-2022233673-A1
优先权日:2019-06-04
标 题:METHODS OF PRODUCING SHIGA TOXIN B-SUBUNIT (STxB) MONOMERS AND OLIGOMERS, AND USES THEREOF
发明人：BILLET ANNE; SCHMIDT FRÉDÉRIC; JOHANNES LUDGER; SERVENT DENIS; MOURIER GILLES; TARTOUR ÉRIC; KAY MICHAEL; FULCHER JAMES M
权利人:INST CURIE; CENTRE NAT RECH SCIENT; INST NAT SANTE RECH MED; COMMISSARIAT A LENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES CEA; APHP ASSIST PUBLIQUE HOPITAUX DE PARIS; UNIV PARIS; UNIV OF UTAH RESEARCH FOUDATION; UNIV UTAH RES FOUND
摘要:A method of producing a monomer of a Shiga toxin B-subunit (STxB) protein or of a variant thereof by peptide chemical synthesis, as well as to a method of producing a pentamer of the STxB protein or of the variant thereof. The methods are particularly advantageous as they overcome major issues typically observed in peptide chemical synthesis, including solubility and purity issues.

专利号:US-2023212216-A1
优先权日:2019-12-20
标 题:Synthesis of lactone derivatives and their use in the modification of proteins
发明人：MORRIS ALEXANDER REDFERN; SUTOV GRIGORIJ; BRUNE KARL DIETRICH
权利人:GENIE BIOTECH UK LTD
摘要:Site-specific modifications of proteins are desirable in biotechnological applications such as biopharmaceuticals, immunotherapy, vaccines, and are useful in chemical biology. Gluconoylation is a non-enzymatic, covalent, post-translational modification commonly observed on N-terminal His-Tags bearing proteins. We synthesized glucono-1,5-lactone derivatives, including azido variants for selective acylation. High yield acylation is achieved by simply mixing derivatives with target protein amidst diverse conditions of temperatures, aqueous buffers, excipients, or complex cell lysate.

专利号:US-2022243244-A1
优先权日:2019-10-10
标 题 :Compositions and methods for in vivo synthesis of unnatural polypeptides
发明人：ROMESBERG FLOYD E; FISCHER EMIL C; HASHIMOTO KOJI; FELDMAN AARON W; DIEN VIVIAN T; ZHANG YORKE
权利人:SCRIPPS RESEARCH INST
摘要:Disclosed herein are compositions, methods, and kits for a cell incorporating unnatural amino acids into an unnatural polypeptide. Also disclosed herein are compositions, methods, and kits for increasing activity and yield of the unnatural polypeptide synthesized by the cell.

专利号:US-5157149-A
优先权日:1991-06-04
标 题 :Enantioselective synthesis of L-(-)-4- boronophenylalanine (L-BPA)
发明人：SAMSEL EDWARD G
权利人:US ENERGY
摘要:A method of making substantially pure L-BPA is disclosed. The method includes the steps of reacting 4-bromobenzaldehyde with ethylene glycol to form 4-bromobenzaldehyde ethylene glycol acetal, sequentially reacting 4-bromobenzaldehyde ethyleneglycol acetal with Mg to produce the Grignard reagent and thereafter reacting with tributyl borate and then converting to an acid environment to form 4-boronobenzaldehyde, reacting 4-boronobenzaldehyde with diethanol amine to form 4-boronobenzaldehyde diethanolamine ester, condensing the 4-boronobenzaldehyde diethanolamine ester with 2-phenyl-2-oxazolin-5-one to form an azlactone, reacting the azlactone with an alkali metal hydroxide to form z-α-benzoylamino-4-boronocinnamic acid, asymmetrically hydrogenating the z-α-benzoylamino-4-boronocinnamic acid in the presence of a catalyst of a cheltate complex of rhodium (I) with chiral bisphosphines to form L-(+)-N-benzoyl-4-boronophenylalanine, and thereafter acidifying the L-(+)-N-benzoyl-4-boronophenylalanine in an organic medium to produce L-BPA.

专利号:WO-2023240505-A1
优先权日:2022-06-15
标 题:L-4-boronophenylalanine-n-carboxyanhydride monomer and polyamino acid as well as preparation method therefor and use thereof
发明人：DENG CHAO; ZHANG QIANG; LIU YUANYUAN; XIE JIGUO; ZHONG ZHIYUAN
权利人:UNIV SOOCHOW
摘要:Disclosed in the present invention are an L-4-boronophenylalanine-N-carboxyanhydride monomer and a polyamino acid as well as a preparation method therefor and the use thereof. The present invention constructs a polypeptide nano material having biological responsiveness and good biocompatibility, and specifically relates to the synthesis of L-4-boronophenylalanine N -carboxyanhydride, a series of polymers prepared by means of ring-opening polymerization thereof and the use of same in drug delivery. The polymers disclosed in the present invention have excellent biocompatibility, can be used for preparing (tumor targeting) polymer micelles, and can be suitable for efficient loading and delivery of hydrophilic and hydrophobic chemical drugs, drugs containing cis-1,2-diol or cis-1,3-diol, polypeptide drugs, protein drugs, nucleic acid drugs and the like.

专利号:AU-2020409711-A1
优先权日:2019-12-20
标题 :Synthesis of lactone derivatives and their use in the modification of proteins