SCIENTIFIC AND PRODUCTION CENTER “ARMBIOTECHNOLOGY” NAS RA

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Research Units

Research Units

 

Zorayr Mardiyan

 
Head of Laboratory
PhD in Chemistry
e-mail: zorayrmardiyan@armbiotech.am

Laboratory of Amino Acids and Peptides Synthesis

 

Laboratory of Amino Acids and Peptides Synthesis was founded in 2019. Laboratory of Amino Acids and Peptides Synthesis is engaged in the development of methods for the synthesis of non-protein amino acids undescribed in the literature and production of short peptides on their basis.

 

RESEARCH MAIN DIRECTIONS

  • Computer modeling of non-protein amino acids undescribed in the literature and peptides constructed on their basis by AutoGrid 4, AutoDock 4, and Pass-Online Software
  • Synthesis of potentially bioactive amino acids and peptides:
  •  asymmetric biomimetic synthesis
  •   synthesis of peptides in solution
  •   study of the possible synthesis of new peptides by polymeric carriers

 

 

MAIN INVESTIGATION RESULTS

  • Study and introduction of software have allowed to reduce the series of synthesis of amino acids and peptides several times, which is preferable both economically and in terms of time.
  • Synthesis of several dozens of potentially bioactive non-protein amino acids, di-, tri- and tetrapeptides and studies of their biological activity revealed a number of important properties of the obtained compounds: antibacterial action, antifungal action, efficient inhibitory and neuroregulatory activities of enzymes - serial proteases, metalloproteases, etc.
  • Publication of more than two dozen scientific papers in this field, accomplishment of 2 PhD theses, 8 master’s theses and more than 20 diploma theses.
  • New collaboration with the staff of the Laboratory of Central Nervous System (CNS) Functions Compensation of L.A. Orbeli Institute of Physiology. This collaboration may allow to discover important neuroregulators in the series of new synthesized amino acids and peptides.
  • Collaboration with A.N. Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, where non-protein amino acids and peptides synthesized by us are tested in catalysis reactions.
  • Close collaboration and joint projects with Rostock University.

 

LIST OF GRANT PROJECTS 

  1. 19YR-2I018 “Modeling, target synthesis and in vitro study of non-protein amino acids and peptides that are potential inhibitors of collagenase.”, 01.09.2019-30.09.2021 (Project Manager: T. Sargsyan, PhD).
  2. 18RF-073 “Programming and construction of catalytic systems of asymmetric synthesis based on electrostatic and hydrogen interactions between polyions with low molecular mass”, 21.03.2018-21.03.2020 (Project Manager: Academician of NAS RA, Prof. A. Saghyan).
  3. ISTC No. 2289 “Synthesis and screening of a new generation of optically active non-proteinogenic α-amino acids, peptides and polymers containing unsaturated groups in the side chain”, 08.2017-08.2020 (Project Manager: Academician of NAS RA, Prof. A. Saghyan).  
  4. 18T-1D317 “Synthesis of new enantiomerically enriched amino acids containing 1,2,3-triazole groups substituted by Click reactions”, 15.11.2018-15.11.2020 (Project Manager: Academician of NAS RA, Prof. A. Saghyan).
  5. 15T-2I215 “Modeling and target synthesis of short peptides as potential inhibitors of serine proteases and their effect on enzyme activity”, 2015-2017 (Project Manager: T. Sargsyan, PhD).
  6. 13-2І117 “Search and subsequent target synthesis of short peptides containing potentially biologically active non-protein amino acids by Pass-online software”, 2013-2015 (Project Manager: T. Sargsyan, PhD).

 

KEY PUBLICATIONS    

Scientific Articles

  1. T.H. Sargsyan, Yu.M. Danghyan, S.M. Jamgaryan, E.A. Gyulumyan, N.S. Khachaturyan, S.A. Gevorgyan, Z.Z. Mardiyan and A.S. Saghyan  Synthesis of N-tert-butyloxycarbonylglycyl-(S)-b-[4-allyl-3-propyl-5-thioxo-1,2,4-triazol-1-yl]-a-alanine dipeptide and study of its antifungal effect // Chemical Journal of Armenia. Химический журнал Армении (In press).  
  2. Ashot S. Saghyan, Anna F. Mkrtchyan, Zorayr Z. Mardiyan, Peter Langer Synthesis of Enantiomerically Enriched Non-Proteinogenic α-Amino Acids Using the Suzuki Reaction // ChemistrySelect, 2019, 4(16), pp. 4686-4688. (IF-1.716) DOI: 10.1002/slct.201900698
  3. Е.И. Акопян Синтез новых дипептидов с использованием 4,5,6,7-тетрагидро-бензотиофенсодержащих аналогов (S)-α-аланина // Հայաստանի քիմիական հանդես. Chemical Journal of Armenia. Химический журнал Армении,Vol. 72, 2019, т. 1-2, стр. 150-158.
  4. Parpart S., Mardiyan Z.Z., Ehlers P., Petrosyan A., Mkrtchyan A.F., Saghyan A.S., Langer P. Synthesis of Optically Pure (S,E)-2-Amino-5-arylpent-4-enoic Acids by Heck Reactions of Nickel Complexes // Synlett, 2018, v. 29, p. A–F.  (IF-2.419) DOI: 10.1055/s-0037-1609094
  5. Мардиян З.З., Мкртчян А.Ф., Цатурян А.О., Сагян А.С. Синтез энантиомерно обогащенной (S)-2-амино-5-(4-фторфенил)пент-4-еновой кислоты и ее α-аллил-замещенного аналога // Хим. ж. Армении, 2018,  т. 71, № 1-2, стр. 107-116.
  6. Mardiayn Z.Z., Mkrtchyan A.F., Saghyan A.S. Synthesis of new achiral bis-alkylated analogs of glycine // Хим. ж. Армении, 2018, т. 71, № 4, стр. 541-550.
  7. Danghyan, Yu.M. and Sargsyan, T.H. and Jamgaryan, S.M. and Sargsyan, A.S. and Gyulumyan, E. A. and Hovhannisyan, N.A. and Hovhannisyan, A.M. and Tsaturyan, A.H. and Panosyan, H.A. and Saghyan, A.S. Targeted synthesis of 9- fluorenylmethyloxycarbonylglycyl-(S)-β-[4-Allyl-3-Propyl-5-Thioxo-1,2,4-Triazol-1-YL]-α-alanine and study of its effect on collagenase activity // Հայաստանի քիմիական հանդես. Chemical Journal of Armenia. Химический журнал Армении, 2018, 71 (4). pp. 571-578. ISSN 0515-9628.
  8. Дангян Ю.М., Саргсян Т.О., Джамгарян С.М., Гюлумян Э.А., Погосян М.В., Паносян  Г.А., Саргсян Дж.С. и Сагян А.С. Синтез N-трет-бутоксикарбонил-(S)-аланилглицил-(S)-β-(3-изобутил-4-аллил-5-тиоксо-1,2,4-триазол-1-ил)-α-аланина и изучение воздействия трипептида на электрическую активность нейронов черной субстанции в условиях модели болезни Паркинсона // Հայաստանի քիմիական հանդես. Chemical Journal of Armenia. Химический журнал Армении, 2018, vol. 71 (3). pp. 368-376. ISSN 0515-9628.
  9. Saghyan A.S., Belokon Yu.N., Langer P., Mkrtchyan A.F., Mardiyan Z.Z. Five-year achievements in the field of the asymmetric synthesis of unsaturated amino acids //  Хим. ж. Армении, 2017, т. 70, № 1-2, стр. 54-70.
  10. Andranik Petrosyan, Tariel V. Ghochikyan, Syeda Abida Ejaz, Zorayr Z. Mardiyan, Shafi Ullah Khan, Tatevik Grigoryan, Ashot Gevorgyan, Melanya A. Samvelyan, Armen S. Galstyan, Silvio Parpart, Qamar Rahman, Jamshed Iqbal, and Peter Langer* Synthesis of Alkynylated Dihydrofuran-2(3H)-ones as Potent and Selective Inhibitors of Tissue Non-Specific Alkaline Phosphatase // ChemistrySelect, 2017, 2, pp. 5677-5683, (IF-1.71) https://doi.org/10.1002/slct.201700339
  11. Дангян Ю.М., Саргсян Т.О., Дангян В.Т., Джамгарян С.М., Гюлумян Э.А., Паносян Г.А., Цатурян А.О.  и Сагиян А.С.  Синтез ди- и трипептидов, содержащих (S)-2-амино-3-[4-аллил-(3-пиридин-4`- и (S)-2-амино-3-[4-аллил-(3-пиридин-3`-ил)-5-тиоксо-1,2,4-триазол-1-ил]-пропио-новые кислоты // Հայաստանի քիմիական հանդես. Chemical Journal of Armenia. Химический журнал Армении, 2017, 70 (1-2). pp. 92-99. ISSN 0515-9628.
  12. Дангян Ю.М., Саргсян Т.О., Дангян В.Т., Джамгарян С.М., Гюлумян Э.А., Паносян Г.А., Цатурян А.О. и Сагян А.С. Моделирование потенциально биологически активных (S)-α-аллилглицинсодержащих пептидов, выявление их возможных биологических свойств с помощью программы Пасс-онлайн и целевой синтез // Հայաստանի քիմիական հանդես. Chemical Journal of Armenia. Химический журнал Армении, 2016, 69 (3). pp. 320-332.
  13. Мардиян З.З. Асимметрический синтез новых аналогов замещенного (S)-α-аллил-β-фенилаланина // Хим. ж. Армении, 2016, т. 69, № 4, стр. 486-494.
  14. Hayarpi M. Simonyan,  Ashot S. Saghyan,  Anna F. Mkrtchyan,  Ani J. Karapetyan,  Zorayr Z. Mardiyan, Liana A. Hayriyan Synthesis of enantiomerically enriched amino acids containing acetylenic bond in the side-chain radical // International Journal of Chemical Engineering and Applications, 2016, 7, 6, pp. 413-416.
  15. A.H. Tsaturyan, V.T. Ghochikyan, A.F. Mkrtchyan , E.V. Minasyan, Z.Z. Mardiyan and A.S. Saghyan Determination of organic acids by the method of reverse-phase HPLC // Chemical Journal of Armenia, 2016, 69/4, 7.
  16. Parpart S.,    Petrosyan A.,    Shah S.J.A.,    Adewale R.A.,  Ehlers P.,   Grigoryan T.,   Mkrtchyan A.F.,  Mardiyan Z.Z., Karapetyan A.J.,   Tsaturyan A.H.,   Saghyan A.S.,   Iqbal J.,    Langer P. Synthesis of optically pure (S)-2-amino-5-arylpent-4-ynoic acids by Sonogashira reactions and their potential use as highly selective potent inhibitors of aldose reductase // RSC Adv., 2015, No. 5, pp. 107400-107412. (IF-3.289)  DOI: 10.1039/C5RA22407A
  17. Дангян Ю.М., Саргсян Т.О., Дангян В.Т., Джамгарян С.М., Гюлумян Э.А., Паносян Г.А., Цатурян А.О. и Сагиян А.С. Синтез пептидов, содержащих (S)-β-[4-аллил-3-(пиридин-3'- и 4'-ил)-5-тиоксо-1,2,4-триазол-1-ил]-α-аланины и выявление их возможных биологических свойств // Հայաստանի քիմիական հանդես. Chemical Journal of Armenia. Химический журнал Армении, 2015, 68 (1). pp. 89-98. ISSN 0515-9628.
  18. Мкртчян А.Ф.,  Мардиян З.З., Карапетян А.Ж.,  Погосян А.С., Петросян С.Г., Симонян А.М., Цатурян А.О., Сагиян А.С. Асимметрический синтез новых энантиомерно обогащенных ненасыщенных α-аминокислот // Хим. ж. Армении, 2015, т. 68, № 3, стр. 403-412.
  19. Цатурян А.О., Кочикян В.Т., Мардиян З.З.,  Сагиян А.С. Xиральный анализ 1,2,4-триазолсодержащиx β-гетероциклически замещенных α-аминокислот методом обращенно-фазовой ВЭЖХ // Хим. ж. Армении, 2015, т. 68, № 3, стр. 385-392.
  20. Дангян В.Т.,  Саргсян Т.О.,  Джамгарян С.М., Гюлумян Э.А., Паносян Г.А., Дангян, Ю.М. и Сагиян А.С. Синтез пептидов, содержащих β-гетероциклически замещенные производные (S)-аланина // Հայաստանի քիմիական հանդես. Chemical Journal of Armenia. Химический журнал Армении, 2014, 67 (1). pp. 75-84. ISSN 0515-9628.

 

 

Abstracts Presented at Conferences

  1. Ashot Saghyan,  Anna Mkrtchyan, Liana Hayriyan,  Zorayr Mardiyan, Hayarpi Simonyan Efficient method for the synthesis of novel enantiomericaly enriched derivatives of unsaturated amino acids // 16th Belgian Organic Synthesis Symposium, BOSS XVI, 2018, p. 342.
  2. T. Sargsyan, A. Sargsyan, Yu. Danghyan, S. Jamgaryan, E. Gyulumyan, N. Hovhannisyan, A. Tsaturyan, А. Hovhannisyan, A.S. Saghyan Modeling, synthesis and study of impact of N-t-Boc-(S)-β-[4-allyl-3-(pyridin-3'-yl)-5-thioxo-1,2,4-triazol-1-y]-α-alanyl-(s)-alanyl-glycyl-(S)-β-[4-allyl-3-(pyridin-3'-yl)-5-thioxo-1,2,4-triazol-1-yl]-α-alanine tetrapeptide on collagenase activity // I International Scientific Conference, Current State of Pharmacy and Prospectsof its Development,  November 01-03, 2018, Yerevan, Armenia,.
  3. T. Sargsyan, A. Sargsyan, Yu. Danghyan, S. Jamgaryan, E. Gyulumyan, N. Hovhannisyan, A.S. Saghyan Modeling of peptides based on heterocycle substituted non-protein amino acide, their synthesis and in vitro study of impact on collagenase activity // Armenia Chemistry Frontince, October 21-25, 2018, Yerevan, Armenia.
  4. Anna F. Mkrtchyan, Ashot S. Saghyan, Liana A. Hayriyan, Ani J. Karapetyan, Zorayr Z. Mardiyan, Hayarpi M. Simonyan, H. Adonc Efficient method for the synthesis of novel enatiomerically enriched derivatives of propargylglycine // 5th International Conference on Green Chemistry and Technology, 2017, p. 71.
  5. T.H. Sargsyan, A.H. Tsaturyan, Yu.M. Danghyan, S.M. Jamgaryan, E.A. Gyulumyan, A.M. Hovhannisyan L.A. Hayriyan, A.S. Saghyan Modeling of dipeptides containing potential biologically active (S)-α-propargylgycine, disclosure of possible biological properties and targeted synthesis // Dutch Peptide Symposium, Endhoven, Netherlands, June 08 2017, p. 71, https://www.dutchpeptidesymposium.com/dps-2017/
  6. Z.Z. Mardiyan, L.A. Hayriyan, A.F. Mkrtchyan, A.H. Tsaturyan, A.J. Karapetyan, H.V. Adonc, H.M. Simonyan, S.Gh. Petrosyan, L.Yu. Sahakyan, A.S. Saghyan Synthesis of optically pure (S)-2-amino-5-(3-fluorophenyl)-2-(prop-2-yn-1-yl)pent-4-yonic acid b y using Sonogashira reaction // V научная конференция армянского химического общества, Актуальные задачи фундаментальной и прикладной химии, 2017, стр. 92.
  7. L. Hayriyan, A. Saghyan, H. Simonyan, A. Karapetyan, Z. Mardiyan, A. Mkrtchyan Asymmetric synthesis of enantiomerically enriched new analogs of Ni II complexes of (S)-propargylglycine // 4th International Scientific Conference of Young Researchers on “Biotechnology. Science and Practice”, September 28-30, 2017, Yerevan, Armenia, p. 13.
  8. T. Sargsyan, Yu. Danghyan, S. Jamgaryan, E. Gyulumyan, N. Hovhannisyan, A. Tsaturyan, A. Sargsyan, А. Hovhannisyan, A.S. Saghyan Modeling of peptides containing potential  non-protein amino acids, disclosure of possible bioogical properties, targeted sintesis and study of biological activity // 4th International Scientific Conference of Young Researchers on “Biotechnology. Science and Practice”, September 28-30, 2017, Yerevan, Armenia, p. 109.
  9. L.A. Hayriyan, A.F. Mrtchyan, Z.Z. Mardiyan, A.J. Karapetyan, H.V. Adonc, H.M. Simonyan, S.Gh. Petrosyan, L.Yu. Sahakyan, A.S. Saghyan Asymmetric synthesis of enantiomerically enriched analogs of NiII complexes of (S)-allylglycine // V научная конференция армянского химического общества, Актуальные задачи фундаментальной и прикладной химии, 2017, p. 62.
  10. A.S. Saghyan, L.A. Hayriyan, Z.Z. Mardiyan Five-year achievements in the field of the asymmetric synthesis of unsaturated amino acids // V научная конференция армянского химического общества, 2017, стр. 6.
  11. Ashot Saghyan, Anna Mkrtchyan, Ani Karapetyan, Zorayr Mardiyan, Liana Hayriyan, Hayarpi Simonyan, Satenik Petrosyan and Lusine Sahakyan Syntesis of Enantiomerically Enriched  Amino Acids Containing Acetylenic Bond in the Side-chain Radical // 2016 APCBEES Porto Conference Abstract, 2016, p. 31
  12. N. A. Hovhannisyan T.H. Sargsyan, S.M. Jamgaryan, E.A. Gyulumyan, Yu. M. Danghyan, A. H. Tsaturyan, A. M. Hovhannisyan A. S. Saghyan Synthesis and PASS prediction novel biologically active short peptides // 15th Naples Workshop on Bioactive Peptides, June 2016, Italy, Neples, p. 73.  info@peptidesnaplesworkshop.org
  13. A.S. Saghyan, S.Gh. Petrosyan, A.V. Geolchanyan, A.F. Mkrtchyan, Z.Z. Mardiyan Asymmetric synthesis of new enantiomerically enriched a-amino acids // International Congress on Heterocyclic Chemistry, “KOST-2015”, 2015, p. 63. 
  14. Mardiyan Z.Z., Karapetyan A.J., Hayriyan L.A., Mkrtchyan A.F., Simonyan H.M., Geolchanyan A.V., Saghyan A.S. Asymmetric synthesis of enantiomerically enriched new analogs of Ni II complexes of (S)- glycine and (S)-propargylglycine // Book of Abstracts of the 3rd International Scientific Conference on “Dialogues on Sciences”, 2015, Yerevan, p.133.
  15. Sargsyan T.H., Danghyan Yu.M., Danghyan V.T., Djamgaryan S.M., Gyulumyan E.A., Tsaturyan A.H., Saghyan A.S. Synthesis and study of biological activity of tripeptides containing non-protein amino acid allylglycine by the “Pass-online” program // 3rd International Scientific Conference of Young Researchers “Dialogue on Sciences” Dedicated to the 5th Anniversary of the SPC “Armbiotechnology” and 45th Anniversary of the “Institute of Biotechnology”, June 23-26, 2015, Yerevan, Armenia, p. 107.
  16. V.T. Dangyan, T.H. Sargsyan, S.M. Jamgaryan, E.A. Gyulumyan, G.A. Panosyan, Yu.M. Dangyan, A.S. Saghiyan Novel biologically active short peptides based on heterocycle substituted non-protein amino acids: pass prediction and synthesis // 20th EuroQSAR Understanding Chemical-Biological Interactions, 31.08-04.09, 2014, St. Petersburg, Russia, p. 94.  

Staff

Yura

Danghyan

 

PhD in Chemistry

Scientific Supervisor

 

yuradanghyan@armbiotech.am    

Tatevik

Sargsyan

PhD in Chemistry

Researcher

 

tateviksargsyan@armbiotech.am    

Enzhena

 

Gyulumyan

Researcher

 

Silva

 

Jamgaryan

Researcher

 

Heghine

 

Hakobyan

PhD Student

 

Kamo

 

Yeghoyan

Laboratory Assistant