Elaboration of indirect method (test) for determination of enantiomeric purity of chiral PANAM (polyamide nucleic acids mimetics) monomers
Abstract
About the Authors
Yu. G. KirillovaRussian Federation
A. V. Ryakin
Russian Federation
D. I. Prokhorov
Russian Federation
M. A. Lyanov
Russian Federation
O. V. Esipova
Russian Federation
S. V. Eremin
Russian Federation
E. E. Zvonkova
Russian Federation
References
1. Nielsen P.E., Egholm M., Berg R.H., Buchardt O. Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide // -Science. 1991. V. 254. P. 14971500. <http://www.ingentaconnect.com/content/external-references?article=0036-8075(1991)254L.1497%5baid=381232%5d>
2. Puschl A., Sforza S., Haaima G., Dahl O., Nielsen P.E. Peptide Nucleic Acids (PNAs) with a functional backbone // Tetrahedron Lett. 1998. V. 39. P. 4707-4710.
3. Haaima G., Lohse A., Buchardt O., Nielsen P.E. Peptide nucleic acids (PNAs) containing thymine monomers derived from chiral amino acids: Hybridization and solubility properties of D-lysine PNA. // Anqew. Chem. Int. Ed. Engl. 1996. V. 35. № 17. P. 1939-1941.
4. Corradini R., Sforza S., Tedeschi T., Totsingan F., Marchelli R. Peptide nucleic acids with a structurally biased backbone: effects of conformational constraints and stereochemistry // Curr. Topics in Med. Chem. 2007. V. 7. №. 7. P. 681-694.
5. Sahu B., Chenna V., Lathrop K.L., Thomas S.M., Zon G., Livak K.J., Ly D.H. Synthesis of conformationally preorganized and cell-permeable guanidine-based γ-Peptide Nucleic Acids (γGPNAs) // J. Org. Chem. 2009. V. 74. P. 1509-1516.
6. Dueholm K.L., Petersen K.H., Jensen D.K., Egholm M., Nielsen P.E., Buchardt O. Peptide nucleic acid (PNA) with a chiral backbone based on alanine. // Bioorg. & Med. Chem. Lett. 2004. V. 4. № 8. P. 1077-1080.
7. Huang H., Joe G.H., Choi S.R., Kim S.N., Kim Y.T., Pak C.S., Hong J.H., Lee. W. Synthesis of enantiopure γ-glutamic acid functionalized peptide nucleic acid monomers. // Bull. Korean Chem. Soc. 2010. V. 31. №. 7. P. 2054-2056.
8. Corradini R., Silvestro G. Direct enantiomeric separation of N-aminoethylamino acids: determination of the enantiomeric excess of chiral peptide nucleic acids by GC. // Tetrahedron: Asymmetry. 1999. V. 10, № 11. P. 2063-2066.
9. Прохоров Д.И., Льянов М.А., Есипова О.В., Еремин С.В., Кириллова Ю.Г. Разработка теста для определения оптической чистоты хиральных мономеров ПАНКМ // Вестник МИТХТ. 2011. Т. 5. № 6. С. 63-65.
10. Прохоров Д.И., Боярская Н.П., Кириллова Ю.Г., Тевяшова А.Н., Есипова О.В., Звонкова Е.Н., Швец В.И. Синтез тиминсодержащего мономера отрицательно заряженных ПНК. // Хим.-фарм. журн. 2005. Т. 39. №. 6. С. 39-43.
11. Льянов М.А., Кириллова Ю.Г., Прохоров Д.И., Лютик А.И., Есипова О.В., Швец В.И. Синтез двух тиминсодержащих мономеров ПНК на основе L-аланина и глицина // Вестник МИТХТ. 2011. Т. 5. № 1. C. 104-108.
12. Гершкович А.А., Кибирев В.К. Химический синтез пептидов. - Киев: Наукова думка. 1992. 360 с.
Review
For citations:
Kirillova Yu.G., Ryakin A.V., Prokhorov D.I., Lyanov M.A., Esipova O.V., Eremin S.V., Zvonkova E.E. Elaboration of indirect method (test) for determination of enantiomeric purity of chiral PANAM (polyamide nucleic acids mimetics) monomers. Fine Chemical Technologies. 2012;7(2):70-74. (In Russ.)