Anil K. Singh

    Professor (Retd)

 

   

   

    Department of Chemistry,

    Indian Institute of Technology Bombay

    Powai, Mumbai - 400 076 (India)

    Phone:  (+91-22) 2576 xxxx

    Fax:  (+91-22) 2576 7152

    Email: retinal[at]chem.iitb.ac.in     retinal.iitb[at]gmail.com

                                                      

Academic Background

 

Ph.D.  (1978): Indian Institute of Technology, Kanpur 

 

Post-Doctoral Research:

Florida State University, Tallahassee, USA

University of Hawaii, Honolulu, USA

Columbia University, New York, USA

  For more details, visit the Biographical Sketch

 

 

Professional Experience (over a period of 40 years)

- Vice-Chancellor, University of Allahabad (A Central University), Prayagraj (U.P.)

- Vice-Chancellor, Bundelkhand University, Jhansi (U.P.)

- Director, CSIR-Regional Research Laboratory (Present day CSIR-North-East Institute of Science and Technology), Jorhat(Assam)

- Director (Independent), Rashtriya Chemicals and Fertilizers Ltd, Mumbai. (A PSU, Ministry of Chemicals & Fertilizers, Government of India).

- Dean, Academic Programs, IIT Bombay

- Convenor, IIT Gandhinagar Cell at IIT Bombay

- Chairman, IIT-JEE, IIT Bombay

- Head, Department of Chemistry, IIT Bombay

- Professor, Department of Chemistry, IIT Bombay

- Visiting Scientist, University of Montreal, Canada.

- Adjunct Professor, Institute of Chemical Technology, Mumbai (Category-I Deemed to be University & Elite Status-Centre of Excellence, Govt of Maharashtra).

- Associate Professor, IIT, Bombay

- Assistant Professor, IIT, Bombay

- Lecturer in Chemistry, IIT, Bombay

- Lecturer in Chemistry, University of Roorkee, (now IIT Roorkee)

Darkness Around Light

        

Guest Editorial on Light-Induced Chemistry of Organic & Biomolecules

Higher Education Forum, Pune 2019 Award for "Outstanding Contribution to the Research Endevours in Science"

        

 

RESEARCH INTERESTS



·   Photocontrol of structure and function of biomolecules - Retinal-bound photoreceptor proteins - synthesis and characterization of bacteriorhodopsin analogs. Development of photoswitchable systems, photoswitchable enzymes as reagents.

·   Biomolecular caging - Synthesis of novel phototriggers and their applications in caging of drugs and bioactive natural products.

·   Excited state studies of linear polyenes - Synthesis, photochemical and photophysical studies of linear polyenes including retinoids, diphenylpolyenes, indolic polyenes.

·   Fluorescence probes - Synthesis of neutral hydrophobic probes for various applications including characterization of microenvironment of organized assemblies and proteins, and as diagnostics.

·   Radioprotective/antioxidant agents - Vitamin A and E related radioprotective / antioxidant compounds - synthesis and assay of their antiradical abilities.

·   Organic nanoparticles - Synthesis, characterization and biomedical applications.

·         Chemistry of vision - bioorganic studies of rhodopsins and its analogs

One of the major thrust of our research is to provide molecular level chemical insights into biological processes mediated by light, for example biological sensory (vision) and energy (ion pumps) transductions. We have used bioorganic chemistry approaches and studied various aspects of structure and mechanism of functions of visual pigment rhodopsin and halobacterial pigment bacteriorhodopsin (bR). Our studies involving synthesis of retinal analogs, preparation of bR analogs from the synthetic retinal, followed by various spectroscopic and other related studies have highlighted the role of water, hydrogen bond interactions, tryptophan residues and polar excited states in the structure and mechanism of functions of such photoreceptors. We use the chromophore substitution method as well as chemical modifications of the protein residues to obtain analogs and variants of bR having interesting opto-electronic properties for possible application as photoactive element in molecular electronic devices.

·        Biomolecular caging

Controlling biological activity with light has become an important strategy in processes as diverse as light-induced enzymatic catalysis, the activity of neurotransmitters, targeted drug delivery and development of photoreceptors for molecular electronic devices. The success of this strategy of optical control of the structure and function of biomacromolecular systems, however, depends on the availability of suitable chromophores and their applicability in biological surroundings. In this context, we are trying to develop synthetic phototriggers capable of photoactivating enzymes and proteins, drugs, and other bioactive compounds in a controlled and selective fashion. Some of the phototriggers like NNM, anthracene-9-methanol and naphthyl based chromophores developed in our lab bear interesting properties for biomolecular caging.

·         CRICT capable diphenylpolyenes and other organics, Fluorescence probes

Linear polyenes play crucial roles in sensory (vision) and energy transductions (ion pumps) in many biological systems. Consequently, excited state structure and dynamics of linear polyenes have attracted a great deal of attention. We have synthesized several donor-accetor diarylpolyenes as models of photobiologically active linear polyenes and studied their photochemical and photophysical properties to further characterize the excited state structure and dynamics of photobiologically important linear polyenes. We have demonstrated that highly polar, conformationally relaxed intramolecular charge transfer (CRICT) excited states can be involved in the photoprocesses of linear polyenes.

Some of these compounds exhibit interesting dual fluorescence and we have used such excited state properties to design and develop diarylpolyene-based neutral hydrophobic fluorescence probes as reporters of microenvironment of organized assemblies and proteins.

·        Radioprotective molecules 

With the aim of counteracting the adverse effects of radiation, we are interested in developing molecules, which could scavenge the damaging reactive oxygen species produced in the living cells once they are exposed to radiation. Vitamin E and A, and other bioactive synthetic/natural molecules can act as efficient radio-protective agents, and in this context synthesis of such organics as radio-protecting agents with desirable therapeutic characteristics are being carried out.

 

  • Organic Nanoparticles

 

We synthesize and characterize organic Nanoparticles (NP) with emphasis on development of NP for opto-electronic and biomedical applications including diagnostics and drug delivery. Our interest also lies in the fluorescent organic NP and applications of NP in organic reactions and synthesis.

 

PUBLICATIONS

I. Some Recent Publications

 

  • A.K. Singh (2018) Guest Editorail on "Light-Induced Chemistry of Organic & Biomolecules". Indian J. Chem. Section B (including Organic & Medicinal), 57B, 207-209.

  • P.K. Hota and A.K. Singh (2018) Donor-acceptor conjugated linear polyenes : A study of excited state intramolecular charge transfer, photoisomerization and fluorescence probe properties. J. Fluoresc., 28, 21-28.

  • A. K. Singh and A. W. M. H. Ansari (2017) Fluorescent organic nanoparticles of 3-styrylindoles - synthesis and characterization. J. Nanosci. Nanotechnol. 167, 1381-1386.

  • P. K. Hota and A. K. Singh (2015)An overview on the excited state properties of donor-acceptor conjugated linear diarylpolyenes studies of fluorescence, fluorescence probe, photoisomerization and photobiological implications. Int. J. Chem. 4, 311 - 324.

  • P. K. Hota and A. K. Singh (2013) Synthetic photoresponsive systems, Lambert Academic, Germany, ISBN No. 978-3-659-44894-2.

  • A. K. Singh and P.K. Khade (2011) 7-Methoxy-3-nitro-2-naphthalene methanol - a new phototrigger for caging applications, Tetrahedron Letters, 52, 4899-4902.

  • A. K. Singh; A. W. M. H. Ansari (2010) Synthesis of uniform narrow-size nanoparticles of cholesterol esters. Nanosci. Nanotechnol. Lett. 2,46-50.

  • A. K. Singh; Solomon B. Libsu (2010) Antiradical activity of b-ionyl compounds. Lett. Org. Chem. 7, 338-342.

  • A. K. Singh; K. Gopu (2010) Synthesis and antioxidant properties of novel alpha-tocopherol glycoconjugates. Tetrahedron Lett. 51, 1180-1184.

  • A. Asefa; A. K. Singh (2009) Fluorescence emission enhancement in substituted 3-styrylindoles in the solid state. J. Luminescence 130, 24-28.

  • A. K. Singh and A. Asefa (2009) Novel fluorescence emissions from 3-styrylindoles. Indian J. Chem. B. 48B, 1543-1547.

  • A. Asefa; A. K. Singh (2009) A fluorescence study of novel styrylindoles in homogeneous and microhterogeneous media. J. Fluorescence 19, 921-930.

  • A.K. Singh; A. Asefa (2009) A fluorescence study of differently substituted 3-styrylindoles and their interaction with bovine serum albumin. Luminscence : The Journal of Biological and Chemical Luminscence 24, 123-230.

  • A. K. Singh, C. S. S. R. Kumar and S. Achar (2007) A process for the preparation of polymers from vinylic monomers using tetraethyl thiurium monosulfide (monosulfiram) as photo-initiator: Indian Patent No. 204220 (2007).

  • A. K. Singh (2007) Chemistry of some natural photoreceptors. Presidential Address. Proc. 94th Indian Science Congress, Part II: Sect. IV, pp. 1-58.

  • P. K. Khade; A. K. Singh (2007) A new caging phototrigger based on a 2-acetonaphthyl chromophore. Tetrahedron Lett. 48, 6920-6923.

  • A. K. Singh; P. K. Hota.(2007) Ethenyl indoles as neutral fluorescent hydrophobic probes. J. Phys. Org. Chem. 20, 624-629.

  • A. K. Singh; P. K. Hota (2007) Development of bacteriorhodopsin analogues and studies of charge separated excited states in the photoprocesses of linear polyenes: Photochem. Photobiol. 83, 50-62.

  • L. Solomon; A. K. Singh (2007) Development of aqua-soluble compounds based on vitamin A series molecules: Synthetic transformations of beta-ionone. Indian J. Chem. B. 46B, 1297-1302.

  • P. K. Hota; A. K. Singh (2007) Bacteriorhodopsin analogues from indolic chromophores. Letters Org. Chem. 4, 300-305.

  • L. Solomon; A. K. Singh (2007) Photochemical studies on b-ionyl hydrazone. Indian J. Chem. B. 46B, 1133-1136.

  • A. K. Singh; A. Asefa (2007) N-Alkylation of indole compounds in modified Wittig-Horner reaction. Synthetic Commun. 37, 1491-1494.

  • A. K. Singh; P. K. Hota (2006) Substituent directed distal photoisomerization of C=C in indolic dienyl chromophores. Indian J. Chem. B. 45B, 2469-2473.

  • A. K. Singh; P. K. Hota (2006) Fluorescence and photoisomerization studies of p-nitrophenyl substituted indolic ethenes. J. Phys. Org. Chem. 19, 43-52.

  • A. K. Singh; P. K. Hota (2006) Chemistry of biological photoreceptors based on linear polyenes. Natl. Acad. Sci. Lett. (India) 29, 231-252.

  • A. K. Singh; P. K. Hota (2005) Absorption and fluorescence spectral properties of donor-acceptor ethenes bearing indole and p-nitrophenyl substituents. Res. Chem. Intermed. 35, 85-101.

  • A. K. Singh; P. K. Khade (2005) Anthracene-9-methanol - A novel fluorescent phototrigger for biomolecular caging. Tetrahedron Lett. 46, 5563-5566.

  • A. K. Singh; P. K. Khade (2005) 3-Nitro-2-naphthalenemethanol: A photocleavable protecting group for carboxylic acids. Tetrahedron 61, 10007-10012.


II. Recent Ph.D. Thesis

 

  • Mr. W. M. H. Ansari, Thesis topic : Organic Nanoparticles.

  • Dr. K. Gopu (2011) - Thesis title: Synthesis and antioxidant studies of some alpha-tocopherol compounds.

  • Dr. Abera Asefa Abebe (2009) - Thesis title: Studies of excited states and fluorescence probe properties of 3-styrylindoles.

  •  Dr. Solomon Libsu (2008) - Thesis title: Synthesis, antioxidant and photochemical studies of some beta-ionyl compounds.

  • Dr. Prasanta K. Hota (2006) - Thesis title: Synthetic photoresponsive systems - fluorescence and photoisomerisation studies on indolic ethenyls and dienyls chromophore and development of bacteriorhodopsin analogs.

  • Dr. Prashant K. Khade (2005) - Thesis title: Design and development of novel phototriggers for biomolecular caging.


III. Recent Post-Doctoral Researcher

 

  • Dr. S. L. Bikila (Bahir Dar University, Ethiopia), Science and Technology/Innovation, FICCI, C. V. Raman Fellow (2011 - 2012), Research Topic: Studies of antioxidants


IV. Recent Master/Summer Trainees dissertations

 

  • Souvik Ghosal (2015, Science Academies Joint Summer Research Fellow, Presidency University, Kolkata). Project title: Design and Synthesis of Molecular Fluorescent Viscosity Probes.

  • Sudhanva Prasad S. S. (2015, Science Academies Joint Summer Research Fellow, Mangalore University, Mangalgangotri). Project title: Synthesis and fluorescence studies of tryptamine-based flurophores.

  • Ashwin Chaturvedi (2015, Summer Project, BS-MS Intg Student/ INSPIRE Fellow, IISER Kolkata). Project title: Studies of organic nanoparticles - synthesis, characterization and applications.

  • Chimala Prathusha (2015, Summer Project, BS-MS Intg Student/ INSPIRE Fellow, IISER Bhopal). Project title: Nanoparticles - mediated organic synthesis - preparation of copper nanoparticles and synthesis of glycotriazoles.

  • Sushant Gajbhiye (2015, Summer Project, BS-MS Intg Student/ INSPIRE Fellow, IISER Trivendrum). Project title: Studies of retinoids as anti-cancer compound and synthesis of biologically active glycotriazoles.

  • Shashwat Kulkarni, 2015, B.Tech. (Polymers) Summer Project, Student, Institute of Chemical Technology, Mumbai). Project title: Studies of fluorescent organic nanoparticles of medical and technological significance.

  • Sanka Prabhakar Rao (2014, Inter Academy Summer Research Fellow, Osmania University, Hyderabad). Project title : Light-mediated synthesis of oxadiazoles.

  • Shefali Banga (2013, Inter Academy Summer Research Fellow, SGRR PG College, Dehradun; HNB Garhwal University, Srinagar). Project title : Synthesis of triazoles and protonation of Schiff bases.

  • Supriya Mishra (2013, Inter Academy Summer Research Fellow, National Institute of Technology, Rourkela). Project title : Studies of fluorescent carbon quantum dots.

  • Dr. Niharika Verma (2013, Inter Academy Summer Research Fellow, Reader, Chemistry, Sri. JNPG College, University of Lucknow). Project title: Oxidation of organic compounds in aqueous medium using molecular oxygen as an oxidant.

  • Mr. Ashish Kulkarni (2010, 5-Yr Intg. MSc (I) Chemistry, IIT Roorkee) Project title: Nano-catalysis in click chemistry and synthesis of glycoheterocycles.

  • Loadh, Fatehbahadur P. (2010), External Project Student, M.Sc. Project, Chemistry, Jaihind College (University of Mumbai). Project title: Synthesis of vitamin E compounds as potential antioxidants

  • Mr. S. Elamaran Guru (2009, Inter Academy Summer Research Fellow, Madurai Kamaraj University). Project title: Design and synthesis of novel α-tocopherol glycoconjugates.

  • Ms. V. Snehalatha (2009, Inter Academy Summer Research Fellow, University of Hyderabad). Project title: Synthesis and characterization of Fluorescent Organic Nanoparticles (FONs).

  • Mr. Samik Jhulki (2009, Inter Academy Summer Research Fellow, IIT, Kanpur). Project title: Synthesis and solid-state fluorescence characterization of a 3-styrylindole.

  • Ms. Nidhi Gupta (2009, M.Tech. Intg., Amity Institute of Nanotechnology, Amity University, NOIDA). Project title: Photochromic studies of organic nanoparticles.