Synthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as Antioxidants

Antioxidant pentapeptides are pentapeptide compounds that have antioxidant activity. One of the pentapeptide compounds that have antioxidant activity is FWKVV. FWKVV is a linear pentapeptide with the amino acid sequence phenylalanine-tryptophan-lysine-valine-valine, which was first isolated to hydro...

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Main Authors: Eka Fitri Yanti, Eviyanti Nazareth, Yuana Dwi Agustin, Mohammad Rofik Usman
Format: Article
Language:English
Published: Department of Chemistry, Pattimura University 2021-05-01
Series:Indonesian Journal of Chemical Research
Subjects:
Online Access:https://ojs3.unpatti.ac.id/index.php/ijcr/article/view/2941
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spelling doaj-a330856cfb514bfca3f9e092b297c3562021-07-02T19:57:40ZengDepartment of Chemistry, Pattimura UniversityIndonesian Journal of Chemical Research2338-53592614-26272021-05-019110.30598//ijcr.2020.9-ekaSynthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as AntioxidantsEka Fitri Yanti0Eviyanti Nazareth1Yuana Dwi Agustin2Mohammad Rofik Usman3Faculty of Teacher Training and Education, Bondowoso University, Jl. Diponegoro No.247 Bondowoso, IndonesiaFaculty of Teacher Training and Education, Bondowoso University, Jl. Diponegoro No.247 Bondowoso, IndonesiaNursing Diploma Three Study Program, Bondowoso University, Jl. Diponegoro No.247 Bondowoso, IndonesiaPharmacy Study Program, College of Health Sciences Banyuwangi, Jl. LetkolIstiqlah No. 109 Banyuwangi, IndonesiaAntioxidant pentapeptides are pentapeptide compounds that have antioxidant activity. One of the pentapeptide compounds that have antioxidant activity is FWKVV. FWKVV is a linear pentapeptide with the amino acid sequence phenylalanine-tryptophan-lysine-valine-valine, which was first isolated to hydrolyzate the muscle protein of Miiuy croaker (Miichthysmiiuy). In addition to isolation, FWKVV compounds can be produced by the peptide synthesis method because this method requires a shorter time than the isolation method from natural materials. Synthesis methods commonly used are solution-phase peptide synthesis and solid-phase peptide synthesis (SPPS). However, the SPSS method is more efficient because it does not require purification in every process. The purpose of this study was to synthesize FWKVV compounds using the SPPS method and test their antioxidant activity. FWKVV has been synthesized using the SPPS method with HBTU/HOBt coupling reagent and Fmoc protective group. The FWKVV crud produced was 148.8 mg and had antioxidant activity against DPPH radicals with an IC50 value of 4.2 mg/mL. https://ojs3.unpatti.ac.id/index.php/ijcr/article/view/2941Antioxidant, pentapeptide, FWKVV, SPPS, DPPH
collection DOAJ
language English
format Article
sources DOAJ
author Eka Fitri Yanti
Eviyanti Nazareth
Yuana Dwi Agustin
Mohammad Rofik Usman
spellingShingle Eka Fitri Yanti
Eviyanti Nazareth
Yuana Dwi Agustin
Mohammad Rofik Usman
Synthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as Antioxidants
Indonesian Journal of Chemical Research
Antioxidant, pentapeptide, FWKVV, SPPS, DPPH
author_facet Eka Fitri Yanti
Eviyanti Nazareth
Yuana Dwi Agustin
Mohammad Rofik Usman
author_sort Eka Fitri Yanti
title Synthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as Antioxidants
title_short Synthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as Antioxidants
title_full Synthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as Antioxidants
title_fullStr Synthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as Antioxidants
title_full_unstemmed Synthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as Antioxidants
title_sort synthesis of pentapeptide fwkvv (phe-trp-lys-val-val) and its activity as antioxidants
publisher Department of Chemistry, Pattimura University
series Indonesian Journal of Chemical Research
issn 2338-5359
2614-2627
publishDate 2021-05-01
description Antioxidant pentapeptides are pentapeptide compounds that have antioxidant activity. One of the pentapeptide compounds that have antioxidant activity is FWKVV. FWKVV is a linear pentapeptide with the amino acid sequence phenylalanine-tryptophan-lysine-valine-valine, which was first isolated to hydrolyzate the muscle protein of Miiuy croaker (Miichthysmiiuy). In addition to isolation, FWKVV compounds can be produced by the peptide synthesis method because this method requires a shorter time than the isolation method from natural materials. Synthesis methods commonly used are solution-phase peptide synthesis and solid-phase peptide synthesis (SPPS). However, the SPSS method is more efficient because it does not require purification in every process. The purpose of this study was to synthesize FWKVV compounds using the SPPS method and test their antioxidant activity. FWKVV has been synthesized using the SPPS method with HBTU/HOBt coupling reagent and Fmoc protective group. The FWKVV crud produced was 148.8 mg and had antioxidant activity against DPPH radicals with an IC50 value of 4.2 mg/mL.
topic Antioxidant, pentapeptide, FWKVV, SPPS, DPPH
url https://ojs3.unpatti.ac.id/index.php/ijcr/article/view/2941
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AT eviyantinazareth synthesisofpentapeptidefwkvvphetrplysvalvalanditsactivityasantioxidants
AT yuanadwiagustin synthesisofpentapeptidefwkvvphetrplysvalvalanditsactivityasantioxidants
AT mohammadrofikusman synthesisofpentapeptidefwkvvphetrplysvalvalanditsactivityasantioxidants
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