CAS: 175476-52-5; 4-Sulfamoylbutanoic Acid

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812691-80-8 175476-51-4 1248986-97-1

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CAS号175476-51-4 4-Sulfamoyl-but...

4-氨基磺酰基丁酸甲酯置于氢氧化钾体系中,化学反应 4.0H,以85%的收率获得4-磺酰基丁酸
参考文献:An Alkanesulfonamide "safety-Catch" Linker For Solid-Phase Synthesis
标题:An Alkanesulfonamide "safety-Catch" Linker For Solid-Phase Synthesis
摘要:An Alkanesulfonamide "Safety-Catch" Linker Has Been Developed For Tethering Carboxylic Acids To Support. Acylation Of The Sulfonamide Support Provides A Support-Bound N-Acylsulfonamide That Is Stable To Both Basic And Strongly Nucleophilic Reaction Conditions. At The End Of A Solid-Phase Synthesis Sequence,Treatment With Iodoacetonitrile Provides N-Cyanomethyl Derivatives That Can Be Cleaved By Nucleophiles Under Mild Reaction Conditions To Release The Target Compounds. Coupling Conditions Have Been Developed To Load Boc-And Fmoc-Amino Acids To The Alkanesulfonamide Resin With High Loading Efficiencies And Minimal Racemization. A Number Of Support-Bound Amino Acids Incorporating Diverse Side-Chain Functionality Have Been Subjected To A Short Synthesis Sequence,Followed By Iodoacetonitrile Activation And Nucleophilic Displacement To Provide Dipeptide Products. All 20 Of The Proteinogenic Amino Acids,When Suitably Protected,Are Compatible With The Loading And Activation Steps. Finally,Displacement With Various Nucleophiles Including Amines,A-Amino Acid Methyl Esters,And A-Amino Acid Coumarin Derivatives Is Demonstrated.
Doi:10.1021/jo981990Y

专利信息

专利号:US-7781488-B2
优先权日:2002-06-10
标 题:Post-cleavage sulfur deprotection for convergent protein synthesis by chemical ligation
发明人：BOTTI PAOLO; VILLAIN MATTEO; MANGANIELLO SONIA; GAERTNER HUBERT
权利人:AMYLIN PHARMACEUTICALS INC
摘要:The present invention provides a method and compositions for synthesizing an oligopeptide or polypeptide by convergent assembly of a plurality of pairs of oligopeptides in chemical ligation reactions. An important aspect of the present invention is an oligopeptide having a C-terminal disulfide-protected carboxythioester group that can be deprotected to spontaneously generate a free C-terminal thioester moiety. This allows a single precursor to participate in a succession of chemical ligation reactions, thereby making the convergent synthesis approach possible. The present invention is useful in methods for chemical synthesis of oligopeptides, polypeptides and proteins, and improves the efficiency of native chemical ligation reactions, particularly where four or more peptide fragments are used to assemble an oligopeptide, polypeptide or protein product.

专利号:US-7566697-B2
优先权日:2002-06-10
标题 :Carboxy protection strategies for acidic C-terminal amino acids in chemical ligation of oligopeptides
发明人：BOTTI PAOLO; VILLAIN MATTEO; MANGANIELLO SONIA; GAERTNER HUBERT
权利人:AMYLIN PHARMACEUTICALS INC
摘要:The present invention provides methods of assembling oligopeptides or polypeptides in a native chemical ligation reaction that eliminates the formation of unwanted side products resulting from the presence of an unprotected acidic C-terminal oligopeptide thioester. An important aspect of the present invention is providing side chain protected acidic C-terminal oligopeptide thioesters. The present invention is useful in methods for chemical synthesis of oligopeptides, polypeptides and proteins and improves the efficiency of native chemical ligation reactions, particularly where aspartyl or glutamyl peptide fragments are used to assemble an oligopeptide, polypeptide or protein product.

专利号:US-9574189-B2
优先权日:2005-12-01
标题:Enzymatic encoding methods for efficient synthesis of large libraries
发明人：FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK
权利人:FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK; NUEVOLUTION AS
摘要:Disclosed is a method for obtaining a bifunctional complex comprising a molecule linked to a single stranded identifier oligonucleotide, wherein a nascent bifunctional complex comprising a chemical reaction site and a priming site for enzymatic addition of a tag is a) reacted at the chemical reaction site with one or more reactants, and b) reacted enzymatically at the priming site with one or more tag(s) identifying the reactant(s).

专利号:WO-03068806-A1
优先权日:2002-02-14
标 题 :Solid phase peptide synthesis on silica
发明人：GROARKE MICHELLE
权利人:JOHNSON MATTHEY PLC; GROARKE MICHELLE
摘要:A method for peptide synthesis is described, comprising steps of forming an organofunctional silica by reaction of an alkyl silicate, an organofunctional silane and water, optionally in the presence of a template compound; removing the template compound if present; reacting said organofunctional silica with a first protected amino acid to produce a tethered protected amino acid; deprotecting the tethered protected amino acid; reacting at least one further protected amino acid with said tethered deprotected amino acid to form a tethered peptide, and removing the peptide from the organofunctional silica. Preferably, prior to reaction of the first protected amino acid, the organofunctional silica is reacted with at least one linking compound to form a linker-modified organofunctional silica with which the first protected amino acid is reacted. A method for preparing an organfunctional silica by the co-hydrolysis of an alkyl silicate and an organofunctional silane is depicted below. The wavy line represents the silicon atom on or within the resulting silica material formula (I). A reaction of a protected amino acid with an organofunctional silica to provide a tethered protected amino acid is depicted below formula (II).

专利号:US-11702652-B2
优先权日:2005-12-01
标题:Enzymatic encoding methods for efficient synthesis of large libraries

专利号:US-2009264300-A1
优先权日:2005-12-01
标题 :Enzymatic encoding methods for efficient synthesis of large libraries