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Synthetic Organic Chemistry

Location:
Kaiserslautern, Rhineland-Palatinate, Germany
Posted:
October 07, 2019

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Resume:

CV of Dr. Manabendra Das *

Curriculum Vitae: Dr. Manabendra Das

Married, one child

Mob: +49-152********, E- Mail: adajak@r.postjobfree.com

Permanent adresse: Swarna Kutir, 700124 Barasat, India, ORCID link Indian, Language skill: English, Hindi-Excellent; Bengali: Native Summary of Main Achievements

I am currently a postdoctoral fellow in the group of Prof. Sandro Keller at Technische Universität Kaiserslautern (TUK), Germany. At TUK, I am developing functionalized organic molecules for several biomedical applications. During my past postdoctoral work at Hanyang University (South Korea) in the laboratory of Prof. Pil Seok Chae, I mainly designed and synthesized novel stereo-isomeric asymmetric molecules for membrane protein (MP) structural analysis. We hypothesized that our stereo-isomeric amphiphiles with chirality variations in the linker region could afford substantial improvements in amphiphile efficacy for MP stability due to different diastereomeric interactions within the protein–detergent complex. This hypothesis was supported by work in collaboration with Nobel Laureate Prof. Brian K. Kobilka at Stanford University, showing that the stereo-isomeric amphiphiles displayed a markedly different stabilization behavior for the targeted proteins (Chem. Sci., 2017, 8, 1169; J. Am. Chem. Soc. 2017, 139, 3072). Three of our developed amphiphiles have been patented and two of them already commercialized. Before joining as a postdoc, I had industrial R&D experiences in two leading industries in India as a ‘Research Scientist’. During my PhD, I worked on the total synthesis of bioactive natural products (Tetrahedron Lett. 2011, 52, 3505) and explored synthetic methodologies involving the bicyclo[3.3.1]nonane system

(Tetrahedron Lett. 2012, 53, 4538), from which I gained a strong foundation and expertise in synthetic organic chemistry. Academic Employment

Jan. 2018–present Postdoctoral Fellow/ Senior Scientist in Organic Synthesis Supervisor: Prof. Dr. Sandro Keller at Technische Universität Kaiserslautern, Germany (Lab link) Major duties: Design, develop and exploit novel synthetic polymers and functionalized fluorinated molecules for several biomedical applications. Contribute to the R&D programs by designing novel molecules, synthetic routes, and general experimental planning. Manage external relations including collaborations with company and academics.

Apr. 2013– Dec. 2017 Postdoctoral Fellow in Bio-organic Chemistry Supervisor: Prof. Pil Seok Chae at Hanyang University (Bionano Chemistry lab), South Korea (Lab link) Synthesized novel stereo-isomeric amphiphiles and amphiphilic catalysts. Worked in collaboration with Nobel Laureate Prof. Brian K. Kobilka on human β2-adrenergic protein and developed water soluble chiral maltosides for protein stabilization. Prepare scientific manuscripts, grant application, drafts of patent applications. Two of my synthesized compounds (name: X-NBM-C11, M-BTM-C11) commercialized by Sigma-Aldrich (USA), link1 link2 Industrial Employment

Oct. 2012–Apr. 2013 Assistant Research Scientist

CRO Department, Navin Fluorine International Limited, India (http://www.nfil.in/) I was engaged in the synthesis of small fluorinated compounds (client: Manchester Organics, UK) along with supervision of three junior chemists.

Jul. 2011–Oct. 2012 Research Scientist in Organic Chemistry R&D Centre Chemistry, TCG Lifesciences Limited, India (http://www.tcgls.com/) Synthesized small-molecule libraries (heterocyclic, small peptides) for drug discovery with two Bench Chemists and timely delivered high purity final products to the clients (Pfizer, USA and Teijin Pharma, Japan).

Education

Aug. 2003–Mar. 2011 Doctor of Philosophy (Ph.D.)

Department of Organic Chemistry, Indian Institute of Science (IISc), Bangalore, India Supervisors: Prof. Uday Maitra (IISc) and Prof. Goverdhan Mehta (University of Hyderabad) Thesis Title: Towards the total synthesis of polycyclic polyprenylated acyl phloroglucinol (PPAP), epoxyquinoid and azaphilone natural products.

Aug. 2001–Jul. 2003 Master of Science (M.Sc.)

Department of Chemistry, Banaras Hindu University (BHU), India Grants and Awards

May. 2018 Accepted research grant application to the TU-Nachwuchsring, Germany. link Nov. 2013–Apr. 2017 Brain Korea21-PLUS Postdoctoral Fellowship, South Korea Aug. 2003–Jul. 2008 Junior & Senior Research Fellowship by CSIR-NET, India. All India GATE-Chemistry percentile: 98.71 CV of Dr. Manabendra Das 2

Supervising Experience

Supervised organic chemistry laboratory work at industry (R&D team with 2 to 3 Bench Chemists).

Trained PhD students in the use of laboratory equipment and scientific software such as DFT energy minimization (Spartan) and SciFinder to expedite their design of synthetic schemes. Assisted PhD students in designing and implementing their research projects as reflected in my publications, which demonstrating mentoring and project manager abilities and potential for leadership in the transfer of knowledge/ skills to less experienced colleagues.

A collaborative work from our small but highly accredited research network has been accepted recently for publication in Chemistry-A European Journal (link). Being the key intermediate person between Prof. Sandro Keller and the past collaborators, I feel it can reflect my capability in initiating and managing any interdisciplinary collaborations with renowned scientific group. Technical and Computational Skills

Synthetic Organic Chemistry: Expertise in target-oriented multistep organic synthesis, design of synthetic sequence, organometallics (Schlenk techniques), heterocyclic and asymmetric synthesis, crystallization, column purification etc.

Operating Instruments: Experience with NMR (1D, 2D (COSY, NOESY)) (for complex organic structure determination), GC-MS, HPLC, UV, FT-IR, SEM, TEM, DLS techniques. Very familiar with PC model, SciFinder, DFT calculation (Spartan), ChemBio3D etc.

Protein biochemistry: Experience in K+ channel KvAP overexpression in E. coli cells, Membrane protein extraction and purification by affinity chromatography using Ni-NTA Superflow (IMAC) and finally analyze the samples by SDS-PAGE and Western blotting. Publications

1. E. P. Patallo, M. Das, B. Danielczak. J. Höring and S. Keller, Hydrophobic functionalization of Poly(diisobutylene-alt-maleic acid) for the development of polymer lipid nanodiscs. (Manuscript preparation in progress) 2. M. Ehsan, Y. Du, J. S. Mortensen, P. Hariharan, Q. Qu, L. Ghani, M. Das, A. Grethen, B. Byrne, S. Keller, C. J. Loland, L. Guan, B. K. Kobilka, P. S. Chae, Self-assembly behaviors and application of terphenyl-cored trimaltosides for membrane protein study: impact of detergent hydrophobic group geometry on protein stability. Chem. Eur. J. 2019. (IF: 5.2). (Accepted). link 3. M. Das, Y. Du, J. S. Mortensen, M. Ramos, L. Ghani, H. J. Lee, H. E. Bae, B. Byrne, L. Guan, C. J. Loland, B. K. Kobilka and P. S. Chae, Trehalose-cored amphiphiles for membrane protein stabilization: importance of the detergent micelle size in GPCR stability. Org. Biomol. Chem., 2019. (IF: 3.6). (Accepted). link 4. H. E. Bae, Y. Du, J. S. Mortensen, O. Ribeiro, C. Santillan, M. Das, C. J. Loland, L. Guan, B. K. Kobilka, B. Byrne and P. S. Chae, Asymmetric maltose neopentyl glycol amphiphiles for membrane protein study: Effect of detergent asymmetricity on protein stability. Chem. Sci., 2019, 10, 1107. (IF = 9.1). link 5. M. Das, Y. Du, J. S. Mortensen, V. Stern, P. Hariharan, M. Ehsan, B. Byrne, C. J. Loland, L. Guan, B. K. Kobilka and P. S. Chae. Rationally engineered tandem facial amphiphiles for improved membrane protein stabilization efficacy. ChemBioChem. 2018, 19, 2225. (IF: 3.1). link

6. M. Das, Y. Du, J. S. Mortensen, H. E. Bae, B. Byrne, C. J. Loland, B. K. Kobilka and P. S. Chae. An engineered lithocholate-based facial amphiphile stabilizes membrane proteins: assessing the impact of detergent customizability on protein stability. Chem. Eur. J. 2018, 24, 9860. (IF: 5.8). link

7. M. Ehsan, M. Das, V. Stern, Y. Du, J. S. Mortensen, P. Hariharan, B. Byrne, C. J. Loland, B. K. Kobilka, L. Guan and P. S. Chae. Steroid-based amphiphiles for membrane protein study: Importance of alkyl spacer for protein stability. ChemBioChem. 2018, 19, 1433. (IF: 3.1). link

8. M. Das, Y. Du, O. Ribeiro, P. Hariharan, J. S. Mortensen, D. Patra, C. J. Loland, L. Guan, B. K. Kobilka, B. Byrne and P. S. Chae. Conformationally preorganized diastereomeric norbornane-based maltosides for membrane protein study: Implications of detergent kink for micellar properties. J. Am. Chem. Soc. 2017, 139, 3072. (IF: 14.4). link 9. H. Hussain, Y. Du, E. Tikhonova, J. S. Mortensen, O. Ribeiro, C. Santillan, M. Das, M. Ehsan, C. J. Loland, L. Guan, B. K. Kobilka, B. Byrne and P. S. Chae. Resorcinarene-based facial glycosides: implication of detergent flexibility on membrane protein stability. Chem. Eur. J. 2017, 23, 6724. (IF: 5.8). link 10. M. Das, Y. Du, J. S. Mortensen, O. Ribeiro, P. Hariharan, L. Guan, C. J. Loland, B. K. Kobilka, B. Byrned and P. S. Chae. Butane- 1,2,3,4-tetraol-based amphiphilic stereoisomers for membrane protein study: importance of chirality in the linker region. Chem. Sci. 2017, 8, 1169. (IF: 9.1). link

CV of Dr. Manabendra Das 3

11. M. Das, H. E. Bae, H. J. Lee, J. Go and P. S. Chae. Accessible glyco-tripod amphiphiles for membrane protein analysis. Anal. Methods 2015, 7, 5808. (IF: 1.9). link

12. P. S. Chae, H. E. Bae and M. Das. Adamantane-based amphiphiles for membrane protein study: importance of a detergent hydrophobic group in membrane protein solubilisation. Chem. Commun. 2014, 50, 12300. (IF: 6.7). link 13. K. H. Cho, H. E. Bae, M. Das, S. H. Gellman and P. S. Chae. Improved glucose-neopentyl glycol (GNG) amphiphiles for membrane protein solubilization and stabilization. Chem. Asian. J. 2014, 9, 632. (IF: 4.6). link 14. G. Mehta, M. Das and U. K. Kundu. Synthetic studies towards geranylated PPAP natural products oblongifolin A, oblongifolin D and enervosanone. Tetrahedron Lett. 2012, 53, 4538. (IF: 2.4). link 15. G. Mehta, Y. C. Sunil Kumar and M. Das. A de novo Diels–Alder strategy toward the novel pentacyclic natural product fluostatin C: a concise synthesis of 6-deoxyfluostatin C. Tetrahedron Lett. 2011, 52, 3505. (IF: 2.4). link Patent Applications

1. P. S. Chae and M. Das. New butane-tetraol-based amphipathic compounds and their use. Applied for KR and PCT patent (Aug. 10, 2016; Feb. 10, 2017): PCT/KR2017/001478. link

2. P. S. Chae and M. Das. Norbornane-based amphipathic compounds and their use. Applied for KR and PCT patent (Jan. 24, 2017; Feb. 10, 2017), PCT/KR2017/001486. link

Oral/ Poster Presentation at Conferences (Representative) 1. "Amphiphilic Stereoisomers for Membrane Protein Study: Importance of Chirality in the Hydrophobic Backbone" M. Das, P. S. Chae. (Oral Presentations of Young Scholars in Organic Division), The 118th General Meeting of the Korean Chemical Society, BEXCO, Busan, Korea, October 12-14, 2016.

2. "Hydrophobic Functionalization of Poly(diisobutylene-alt-maleic acid) for the Development of New Polymer-Encapsulated Lipid Nanodiscs" M. Das, S. Weyrauch, C. Vargas, E. Patallo, S. Keller, 50th General Assembly & 47th IUPAC World Chemistry Congress, Paris, France, July 5 – 12, 2019.

3. "Asymmetric Detergents and Their Structural Effects on Human β2 Adrenergic Receptor Stability" M. Das, P. S. Chae, Physical Approaches to Membrane Asymmetry, Physikzentrum Bad Honnef/ Germany, Mar. 25 - 28, 2018. Technology Transfer (Commercialization of Synthesized Compounds) The technology transfer of the NBMs (J. Am. Chem. Soc. 2017, 139, 3072) is presently under negotiation through an exclusive contract with Avanti Polar Lipids (USA) and two products commercialized recently, link-1, link-2, link-3 Industrial and Academic Collaborations

Cube Biotech - Germany - Collaboration topic: ‘Design, develop and exploit novel synthetic polymers to create nano-sized yet native-like membrane mimics’. We are in process of filing patent and commercialization of two synthesized polymers.

BASF - Ludwigshafen, Germany. Duration of collaboration ~1 year.

Prof. Brian K. Kobilka, Dept. of Molecular and Cellular Physiology, Stanford University, USA Collaboration topic: ‘Design and synthesis of novel stereo-isomeric amphiphiles for stabilization of the human β2 adrenergic receptor’. There were 9 publications associated with this collaboration. Duration of this collaboration ~3.5 years.

Prof. Bernadette Byrne, Dept. of Life Sciences, Imperial College London, UK Detergent evaluation with the uric acid-xanthine/H+ symporter (UapA) was done in her lab. 6 publications for 3 years. Referees

Prof. Pil Seok Chae

Associate Professor

Dept. of Bionano Engineering

Hanyang University, South Korea

Email: adajak@r.postjobfree.com

Relationship: Post-doctoral supervisor

Prof. Dr. Sandro Keller

Professor in Molecular Biophysics

Technische Universität Kaiserslautern

Kaiserslautern, Germany

adajak@r.postjobfree.com

Relationship: Post-doctoral supervisor

Prof. Uday Maitra

Professor

Dept. of Organic Chemistry

IISc, Bangalore, India

Email: adajak@r.postjobfree.com

Relationship: PhD supervisor (acting)



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