European Journal of Chemistry

Crystal structure and spectral studies of green fluorescent protein (GFP) chromophore analogue ethyl 2-[(4Z)-(6-hydroxy naphthalen-2-yl) methylene)-2-methyl-5-oxo-4,5-di hydro-1H-imidazol-1-yl] acetate

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Published: Jun 30, 2019
DOI: https://doi.org/10.5155/eurjchem.10.2.175-179.1869
Keywords:
Fluorescent Protein Crystal structure Intermolecular Interactions UV absorption Emission Red shift
Section
Research Article
Issue
Vol. 10 No. 2 (2019): June 2019
Dates
Received 2019-04-10
Accepted 2019-05-20
Published 2019-06-30
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Anisha Puthuvakkal
Photosciences and Photonics, Chemical Sciences and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST), Thiruvananthapuram 695019, India
http://orcid.org/0000-0001-6385-3113
Kochunnoonny Manoj
Photosciences and Photonics, Chemical Sciences and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST), Thiruvananthapuram 695019, India
http://orcid.org/0000-0002-1511-1091

Abstract

Synthetically modified green fluorescent protein chromophore derivative was prepared, its crystal structure and spectral properties were studied. Crystal data for C19H18N2O4: triclinic, space group P-1 (no. 2), a = 8.2506(17) Å, b = 11.934(2) Å, c = 17.461(4) Å, α = 102.89(3)°,   β = 94.62(3)°, γ = 96.68(3)°, V = 1654.5(6) Å3, Z = 4, T = 173(2) K, μ(MoKα) = 0.096 mm-1, Dcalc = 1.358 g/cm3, 7227 reflections measured (4.722° ≤ 2Θ ≤ 53.996°), 7227 unique (Rint = 0.0453, Rsigma = 0.0662) which were used in all calculations. The final R1 was 0.0561 (I > 2σ(I)) and wR2 was 0.1658 (all data). The single crystal structure showed, the benzylidine moiety adopts Z-conformation in solid state and the molecules were associated by various O−H···O and C−H···O non-covalent interactions. The UV absorption-emission spectral analysis indicated that a significant red shift of emission observed at alkaline pH indicating its utility for live cell imaging applications.


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Puthuvakkal, A.; Manoj, K. Crystal Structure and Spectral Studies of Green Fluorescent Protein (GFP) Chromophore Analogue Ethyl 2-[(4Z)-(6-Hydroxy Naphthalen-2-Yl) Methylene)-2-Methyl-5-Oxo-4,5-Di Hydro-1H-Imidazol-1-Yl] Acetate. Eur. J. Chem. 2019, 10, 175-179.

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Supporting Agencies

Kerala State Council for Science, Technology and Environment (KSCSTE), Thiruvananthapuram, India.
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