TY  - JOUR
AU  - Nekkaa, Imane
AU  - Bogdán, Dóra
AU  - Gáti, Tamás
AU  - Béni, Szabolcs
AU  - Juhász, Tünde
AU  - Palkó, Márta
AU  - Paragi, Gábor
AU  - Tóth, Gábor
AU  - Fülöp, Ferenc
AU  - Mándity, István
TI  - Flow-chemistry enabled efficient synthesis of β-peptides: backbone topology vs. helix formation
JF  - CHEMICAL COMMUNICATIONS
J2  - CHEM COMMUN
VL  - 55
PY  - 2019
IS  - 21
SP  - 3061
EP  - 3064
PG  - 4
SN  - 1359-7345
DO  - 10.1039/c8cc10147g
UR  - https://m2.mtmt.hu/api/publication/30535263
ID  - 30535263
N1  - Funding Agency and Grant Number: Hungarian Research Foundation (OTKA) [K 115731]; Janos Bolyai Research Scholarship of the Hungarian Academy of Sciences; Bolyai + New National Excellence Program of the Ministry of Human Capacities [UNKP-18-4-SE-121];  [GINOP-2.3.2-15-2016-00014];  [GINOP-2.3.2-15-2016-00034]
            Funding text: We are grateful to the Hungarian Research Foundation (OTKA No. K 115731). The financial support of the GINOP-2.3.2-15-2016-00014 and GINOP-2.3.2-15-2016-00034 projects are acknowledged. This work was partially supported by the Janos Bolyai Research Scholarship of the Hungarian Academy of Sciences and by the Bolyai + New National Excellence Program (grant number: UNKP-18-4-SE-121) of the Ministry of Human Capacities (S. Beni).
Funding Agency and Grant Number: Hungarian Research Foundation (OTKA)Orszagos Tudomanyos Kutatasi Alapprogramok (OTKA) [K 115731]; Janos Bolyai Research Scholarship of the Hungarian Academy of SciencesHungarian Academy of Sciences; Bolyai + New National Excellence Program of the Ministry of Human Capacities [UNKP-18-4-SE-121];  [GINOP-2.3.2-15-2016-00014];  [GINOP-2.3.2-15-2016-00034]
            Funding text: We are grateful to the Hungarian Research Foundation (OTKA No. K 115731). The financial support of the GINOP-2.3.2-15-2016-00014 and GINOP-2.3.2-15-2016-00034 projects are acknowledged. This work was partially supported by the Janos Bolyai Research Scholarship of the Hungarian Academy of Sciences and by the Bolyai + New National Excellence Program (grant number: UNKP-18-4-SE-121) of the Ministry of Human Capacities (S. Beni).
Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 7., Szeged, H-6720, Hungary            
            Department of Organic Chemistry, Faculty of Pharmacy, Semmelweis University Hgyes, Endre u. 7., Budapest, H-1092, Hungary            
            Servier Research Institute of Medicinal Chemistry (SRIMC), Záhony utca 7., Budapest, H-1031, Hungary            
            Department of Pharmacognosy, Faculty of Pharmacy, Semmelweis University, Ülli út 26., Budapest, H-1085, Hungary            
            Institute of Materials and Environmental Chemistry, Research Center for Natural Sciences, Hungarian Academy of Sciences Magyar, Tudósok krt. 2., Budapest, H-1117, Hungary            
            Department of Medical Chemistry, University of Szeged, Dóm t. 8., Szeged, H-6720, Hungary            
            MTA SZTE Biomimetic Systems Research Group, Dóm t. 8., Szeged, H-6720, Hungary            
            MTA TTK Lendület Artificial Transporter Research Group, Institute of Materials and Environmental Chemistry, Research Center for Natural Sciences, Hungarian Academy of Sciences Magyar, Tudósok krt. 2., Budapest, H-1117, Hungary            
            Cited By :4            
            Export Date: 25 July 2020            
            CODEN: CHCOF            
            Correspondence Address: Fülöp, F.; Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 7., Hungary; email: fulop@pharm.u-szeged.hu
CAplus AN 2019:196581; MEDLINE PMID: 30720807 (Journal; Article);
Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 7., Szeged, H-6720, Hungary            
            Department of Organic Chemistry, Faculty of Pharmacy, Semmelweis University Hgyes, Endre u. 7., Budapest, H-1092, Hungary            
            Servier Research Institute of Medicinal Chemistry (SRIMC), Záhony utca 7., Budapest, H-1031, Hungary            
            Department of Pharmacognosy, Faculty of Pharmacy, Semmelweis University, Ülli út 26., Budapest, H-1085, Hungary            
            Institute of Materials and Environmental Chemistry, Research Center for Natural Sciences, Hungarian Academy of Sciences Magyar, Tudósok krt. 2., Budapest, H-1117, Hungary            
            Department of Medical Chemistry, University of Szeged, Dóm t. 8., Szeged, H-6720, Hungary            
            MTA SZTE Biomimetic Systems Research Group, Dóm t. 8., Szeged, H-6720, Hungary            
            MTA TTK Lendület Artificial Transporter Research Group, Institute of Materials and Environmental Chemistry, Research Center for Natural Sciences, Hungarian Academy of Sciences Magyar, Tudósok krt. 2., Budapest, H-1117, Hungary            
            Cited By :7            
            Export Date: 11 July 2021            
            CODEN: CHCOF            
            Correspondence Address: Fülöp, F.; Institute of Pharmaceutical Chemistry, Eötvös u. 7., Hungary; email: fulop@pharm.u-szeged.hu
AB  - Enantiodiscriminative helix formation was observed for beta-peptide H14 helices. This observation is caused by the synperiplanar orientation of H-O atoms which is more unfavorable than those for H-H interaction. The 1,2 H-O interaction leads to the destruction of the helical structure. The introduction of a double C-C bond in the backbone rules out helix formation.
LA  - English
DB  - MTMT
ER  -