ES2136755T3 - Sintesis de acidos nucleicos peptidicos (pna) con utilizacion de un grupo protector de amino inestable frente a bases. - Google Patents

Sintesis de acidos nucleicos peptidicos (pna) con utilizacion de un grupo protector de amino inestable frente a bases.

Info

Publication number
ES2136755T3
ES2136755T3 ES95103319T ES95103319T ES2136755T3 ES 2136755 T3 ES2136755 T3 ES 2136755T3 ES 95103319 T ES95103319 T ES 95103319T ES 95103319 T ES95103319 T ES 95103319T ES 2136755 T3 ES2136755 T3 ES 2136755T3
Authority
ES
Spain
Prior art keywords
pna
protection group
synthesis
nucleic acids
amino protection
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
ES95103319T
Other languages
English (en)
Inventor
Gerhard Dr Breipohl
Eugen Dr Uhlmann
Jochen Dr Knolle
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hoechst AG
Original Assignee
Hoechst AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hoechst AG filed Critical Hoechst AG
Application granted granted Critical
Publication of ES2136755T3 publication Critical patent/ES2136755T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52Two oxygen atoms
    • C07D239/54Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D473/00Heterocyclic compounds containing purine ring systems
    • C07D473/02Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
    • C07D473/18Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 one oxygen and one nitrogen atom, e.g. guanine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D473/00Heterocyclic compounds containing purine ring systems
    • C07D473/26Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
    • C07D473/32Nitrogen atom
    • C07D473/34Nitrogen atom attached in position 6, e.g. adenine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/001Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof by chemical synthesis
    • C07K14/003Peptide-nucleic acids (PNAs)
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/08Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
    • C08G69/10Alpha-amino-carboxylic acids
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Polyamides (AREA)

Abstract

SE DESCRIBE UN PROCESO PARA LA ELABORACION DE OLIGOMEROS PNA DONDE R0 SIGNIFICA HIDROGENO, ALCANOIL, ALCOXICARBONIL, CICLOALCANOIL, AROIL, HETEROAROIL, O UN GRUPO, QUE ES ADECUADO PARA LA RECEPCION INTRACELULAR DE OLIGOMERO, A Y Q SON RESTOS AMINOACIDOS, K Y L SON 0 HASTA 20, N SIGNIFICA 1 HASTA 50, B ES UNA NUCLEOBASE HABITUAL EN LA QUIMICA DE NUCLEOTIDOS Y Q0 SIGNIFICA OH, NH2 O ALQUILAMINO QUE PUEDE SER SUSTITUIDO POR ON O NH2. CON ELLO SE DESDOBLAN LOS RESTOS AMINOACIDO Y LOS COMPONENTES DONDE PG ES UN GRUPO DE PROTECCION AMINO INESTABLE DE BASE Y B'' ES UNA NUCLEOBASE PROTEGIDA EN AMINOFUNCION EXOCICLICA, EN FORMA DE ETAPAS DE ACUERDO CON EL METODO DE FASE SOLIDA SOBRE UN SOPORTE POLIMERO, QUE ESTA PROVISTO CON UN GRUPO DE ANCLAJE. SIENDO ACOPLADO Y, DESPUES DE TERMINADA LA CONSTITUCION, SE DESDOBLAN LOS COMPUESTOS OBJETIVO POR MEDIO DE UNA REACCION DE DESDOBLAMIENTO DE SOPORTE POLIMERO. SE DESCRIBEN ADEMAS PRODUCTOS INTERMEDIOS DE OLIGOMEROS PNA ASI COMO PROCESO PARA SU ELABORACION.
ES95103319T 1994-03-14 1995-03-08 Sintesis de acidos nucleicos peptidicos (pna) con utilizacion de un grupo protector de amino inestable frente a bases. Expired - Lifetime ES2136755T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE4408533A DE4408533A1 (de) 1994-03-14 1994-03-14 PNA-Synthese unter Verwendung einer basenlabilen Amino-Schutzgruppe

Publications (1)

Publication Number Publication Date
ES2136755T3 true ES2136755T3 (es) 1999-12-01

Family

ID=6512697

Family Applications (1)

Application Number Title Priority Date Filing Date
ES95103319T Expired - Lifetime ES2136755T3 (es) 1994-03-14 1995-03-08 Sintesis de acidos nucleicos peptidicos (pna) con utilizacion de un grupo protector de amino inestable frente a bases.

Country Status (12)

Country Link
US (2) US6121418A (es)
EP (1) EP0672701B1 (es)
JP (1) JP4098836B2 (es)
AT (1) ATE182602T1 (es)
AU (1) AU683714B2 (es)
CA (1) CA2144473C (es)
DE (2) DE4408533A1 (es)
DK (1) DK0672701T3 (es)
ES (1) ES2136755T3 (es)
FI (1) FI120262B (es)
GR (1) GR3031265T3 (es)
NO (1) NO321035B1 (es)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7825215B1 (en) 1993-04-26 2010-11-02 Peter E. Nielsen Substituted nucleic acid mimics
US6133444A (en) * 1993-12-22 2000-10-17 Perseptive Biosystems, Inc. Synthons for the synthesis and deprotection of peptide nucleic acids under mild conditions
DE69632324T2 (de) * 1995-06-07 2005-06-16 PerSeptive Biosystems, Inc., Framingham Pna-dna-chimäre und pna-synthone zu deren herstellung
DE19712530A1 (de) * 1997-03-25 1998-10-01 Boehringer Mannheim Gmbh Neue Monomerbausteine zur Markierung von peptidischen Nukleinsäuren
US20030228619A1 (en) * 2002-06-10 2003-12-11 Xenoport, Inc. Peptide nucleic acids as tags in encoded libraries
DE60330182D1 (de) * 2002-09-08 2009-12-31 Applera Corp Festphasengebundene PNA-Dimere und deren Synthese
CA2640976A1 (en) * 2006-02-01 2007-08-09 Merck & Co., Inc. Potassium channel inhibitors
WO2012138955A2 (en) * 2011-04-08 2012-10-11 Ly Danith H CONFORMATIONALLY-PREORGANIZED, MiniPEG-CONTAINING GAMMA-PEPTIDE NUCLEIC ACIDS
CN104211619B (zh) * 2014-08-19 2016-08-17 苏州维泰生物技术有限公司 一种N-(2-Fmoc-氨乙基)甘氨酸甲酯盐酸盐的合成方法
CN110740994A (zh) * 2017-03-23 2020-01-31 特鲁科德基因修复公司 具有受正交保护的酯部分的肽核酸(pna)单体

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUT41715A (en) * 1984-12-28 1987-05-28 Monsanto Co Process for preparing n-substituted alpha-aminoacids and derivatives thereof
DE3635670A1 (de) 1986-10-21 1988-04-28 Hoechst Ag Synthese von peptid-aminoalkylamiden und peptidhydraziden mittels festphasenmethode
DE3713433A1 (de) 1987-04-22 1988-11-03 Werner Grossmann Einrichtung zum entfernen von schmutzteilchen vom plattenzylinder einer offsetdruckmaschine
EP0322348B1 (de) 1987-12-22 1994-02-02 Hoechst Aktiengesellschaft Säurelabile Ankergruppen zur Synthese von Peptidamiden mittels Festphasenmethode
DE4016596A1 (de) 1990-05-23 1991-11-28 Hoechst Ag Ein neues kupplungsreagenz fuer die peptidsynthese
US5539082A (en) * 1993-04-26 1996-07-23 Nielsen; Peter E. Peptide nucleic acids
DK51092D0 (da) * 1991-05-24 1992-04-15 Ole Buchardt Oligonucleotid-analoge betegnet pna, monomere synthoner og fremgangsmaade til fremstilling deraf samt anvendelser deraf
MX9207334A (es) * 1991-12-18 1993-08-01 Glaxo Inc Acidos nucleicos peptidicos y formulacion farma- ceutica que los contiene
US5527675A (en) * 1993-08-20 1996-06-18 Millipore Corporation Method for degradation and sequencing of polymers which sequentially eliminate terminal residues
US5539083A (en) * 1994-02-23 1996-07-23 Isis Pharmaceuticals, Inc. Peptide nucleic acid combinatorial libraries and improved methods of synthesis

Also Published As

Publication number Publication date
DK0672701T3 (da) 2000-01-03
NO950958L (no) 1995-09-15
DE59506432D1 (de) 1999-09-02
EP0672701B1 (de) 1999-07-28
AU1480095A (en) 1995-09-21
ATE182602T1 (de) 1999-08-15
JPH07291909A (ja) 1995-11-07
EP0672701A1 (de) 1995-09-20
CA2144473A1 (en) 1995-09-15
FI120262B (fi) 2009-08-31
US6316595B1 (en) 2001-11-13
CA2144473C (en) 2008-07-15
GR3031265T3 (en) 1999-12-31
FI951129A7 (fi) 1995-09-15
AU683714B2 (en) 1997-11-20
FI951129A0 (fi) 1995-03-10
NO321035B1 (no) 2006-03-06
US6121418A (en) 2000-09-19
NO950958D0 (no) 1995-03-13
JP4098836B2 (ja) 2008-06-11
DE4408533A1 (de) 1995-09-28

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