TY  - JOUR
AU  - Varga, István
AU  - Goldschmidt Gőz, Viktória
AU  - Pintér, István
AU  - Csámpai, Antal
AU  - Perczel, András
TI  - Acetyl group for proper protection of β-sugar-amino acids used in SPPS
JF  - AMINO ACIDS
J2  - AMINO ACIDS
VL  - 55
PY  - 2023
SP  - 969
EP  - 979
PG  - 11
SN  - 0939-4451
DO  - 10.1007/s00726-023-03278-1
UR  - https://m2.mtmt.hu/api/publication/34036752
ID  - 34036752
N1  - Laboratory of Structural Chemistry and Biology, Institute of Chemistry, Eötvös Loránd University, Pázmány P. Stny. 1/A, Budapest, 1117, Hungary            
            György Hevesy Doctoral School of Chemistry, Eötvös Loránd University, Budapest, Hungary            
            ELKH-ELTE Protein Modeling Research Group, Pázmány P. Stny. 1/A, Budapest, 1117, Hungary            
            Organic Chemistry Department, Eötvös Loránd University, Pázmány P. Stny. 1/A, Budapest, 1117, Hungary            
            Export Date: 2 October 2023            
            CODEN: AACIE            
            Correspondence Address: Perczel, A.; Laboratory of Structural Chemistry and Biology, Pázmány P. Stny. 1/A, Hungary; email: perczel.andras@ttk.elte.hu
AB  - The synthesis of d- glucosamine-1-carboxylic acid based β-sugar amino acids (β-SAAs) is typically performed in nine consecutive steps via an inefficient OAc → Br → CN conversion protocol with low overall yield. Here, we present the improved and more efficient synthesis of both Fmoc-GlcAPC-OH and Fmoc-GlcAPC(Ac)-OH, β-SAAs consisting of only 4–5 synthetic steps. Their active ester and amide bond formation with glycine methyl ester (H-Gly-OMe) was completed and monitored by 1 H NMR. The stability of the pyranoid OHs protecting the acetyl groups was investigated under three different Fmoc cleavage conditions and was found to be satisfactory even at high piperidine concentration (e.g. 40%). We designed a SPPS protocol using Fmoc-GlcAPC(Ac)-OH to produce model peptides Gly-β-SAA-Gly as well as Gly-β-SAA-β-SAA-Gly with high coupling efficiency. The products were deacetylated using the Zemplén method, which allows the hydrophilicity of a building block and/or chimera to be fine-tuned, even after the polypeptide chain has already been synthesized.
LA  - English
DB  - MTMT
ER  - 

TY  - THES
AU  - Goldschmidt Gőz, Viktória
TI  - Új β-cukoraminosavak előállítása és beépítése új típusú foldamerekbe
PB  - Eötvös Loránd Tudományegyetem (ELTE)
PY  - 2020
SP  - 158
DO  - 10.15476/ELTE.2019.225
UR  - https://m2.mtmt.hu/api/publication/31598328
ID  - 31598328
LA  - Hungarian
DB  - MTMT
ER  - 

TY  - JOUR
AU  - Farkas, Viktor
AU  - Nagy, Adrienn
AU  - Karancsiné Menyhárd, Dóra
AU  - Perczel, András
TI  - Assignment of Vibrational Circular Dichroism Cross-Referenced Electronic Circular Dichroism Spectra of Flexible Foldamer Building Blocks: Towards Assigning Pure Chiroptical Properties of Foldamers
JF  - CHEMISTRY-A EUROPEAN JOURNAL
J2  - CHEM-EUR J
VL  - 25
PY  - 2019
IS  - 65
SP  - 14890
EP  - 14900
PG  - 11
SN  - 0947-6539
DO  - 10.1002/chem.201903023
UR  - https://m2.mtmt.hu/api/publication/30937506
ID  - 30937506
N1  - MTA-ELTE Protein Modelling Research Group, Institute of Chemistry, Eötvös Loránd University, Pázmány P. stny. 1/A, Budapest, 1117, Hungary            
            Laboratory of Structural Chemistry and Biology, Institute of Chemistry, Eötvös Loránd University, Pázmány P. stny. 1/A, Budapest, 1117, Hungary            
            Export Date: 5 April 2024            
            CODEN: CEUJE            
            Correspondence Address: Farkas, V.; MTA-ELTE Protein Modelling Research Group, Pázmány P. stny. 1/A, Hungary; email: farkasv@caesar.elte.hu
LA  - English
DB  - MTMT
ER  - 

TY  - JOUR
AU  - Sunkari, Yashoda Krishna
AU  - Pulukuri, Kiran Kumar
AU  - Kandiyal, Pancham Singh
AU  - Vaishnav, Jayanti
AU  - Ampapathi, Ravi Sankar
AU  - Chakraborty, Tushar Kanti
TI  - Conformation Analysis of GalNAc-Appended Sugar Amino Acid Foldamers as Glycopeptide Mimics
JF  - CHEMBIOCHEM
J2  - CHEMBIOCHEM
VL  - 19
PY  - 2018
IS  - 14
SP  - 1507
EP  - 1513
PG  - 7
SN  - 1439-4227
DO  - 10.1002/cbic.201800087
UR  - https://m2.mtmt.hu/api/publication/27524780
ID  - 27524780
LA  - English
DB  - MTMT
ER  - 

TY  - JOUR
AU  - Zarándi, Márta
AU  - Szolomájer, János
TI  - Amino acids: Chemistry, diversity and physical properties
JF  - AMINO ACIDS PEPTIDES AND PROTEINS
J2  - AMINO ACIDS PEPT PROTEIN
VL  - 42
PY  - 2018
SP  - 1
EP  - 84
PG  - 84
SN  - 1361-5904
DO  - 10.1039/9781788010627-00001
UR  - https://m2.mtmt.hu/api/publication/31848285
ID  - 31848285
AB  - The occurrence, chemistry, resolution, and analysis of amino acids published in the literature from 2013 finished with the year of 2016 are reviewed in this Chapter which is arranged in sections similar to previous Volumes in this Specialist Periodical report. Scientific Papers published during 2013-2016 have been sourced mainly from the Web of Science databases and Pubmed on the internet and from scanning a selection of major journals. © 2018 The Royal Society of Chemistry.
LA  - English
DB  - MTMT
ER  -