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Mahesh Lakshman

Faculty RankProfessor
InstitutionCity College, CUNY
AddressThe City College of New York
Department of Chemistry
160 Convent Avenue
New York NY 10031
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    2001In honor of Outstanding Scholarly Achievements , City University of New York
    2002In honor of Outstanding Scholarly Achievements , City University of New York
    2003 - 2004Outstanding Mentor Award , City College of New York
    2003Recipients of Major Institutional Grants for Public Service, City University of New York
    2004In honor of Outstanding Scholarly Achievements , City University of New York
    2006For Securing Major Institutional Grant Funds in 2005, City University of New York
    2007In honor of Outstanding Scholarly Achievements , City University of New York
    2011City College Presidential S.T.A.R. Award, City College of New York
    2011Excellent service to the Editors and Authors of EurJOC European Journal of Organic Chemistry, Wiley-VCH and ChemPubSoc Europe
    2012In honor of Outstanding Scholarly Achievements, City University of New York
    2013Visiting Professor, Indian Institute of Technology, Bombay (Sept 2013-Nov 2013)
    2014In honor of Outstanding Scholarly Achievements, City University of New York
    2014Japan Society for the Promotion of Science Fellowship
    2016Elected Fellow, Royal Society of Chemistry
    2017Recognition as Albert Nelson Marquis Lifetime Achievement Award
    2018Member, Chemical Biology (Small Molecule Chemistry), F1000 Faculty
    2018President's Award for Excellence, City College of New York

    Collapse Overview 
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    Prof. Lakshman obtained the PhD degree from the University of Oklahoma and did postdoctoral work as a Fogarty Fellow at the National Institutes of Health (NIDDK). He then took up an industrial position as Senior Scientist before returning to academia 1998. Prof. Lakshman started his academic career at the University of North Dakota before joining CCNY. From 2008-2011, Prof. Lakshman was the Executive Officer for the CUNY PhD program in Chemistry.


    Prof. Lakshman's research is in organic chemical synthesis pertaining to questions of biological interest. The program has many facets but can be broadly divided into the following areas.

    A. Nucleoside Modifications. Here new metal-catalyzed as well as uncatalyzed routes are being invented, to enable nucleoside modification. Because nucleosides are highly important in biochemistry, biology, and in medicine, many new methodology is developed and compounds are being synthesized to address biological questions such as design of antiviral and anticancer agents.

    B. Studies on Environmental Pollutants. In this area, structural and biological effects of DNA modification by environmental pollutants are studied. In addition, new chemical methodology to create model systems for studying metabolic activation processes of environmental pollutants are being developed.

    C. New Chemical Methodology. New chemical methods to create novel molecules, and new physiologically important molecules are developed.

    Thus, development of chemical methodology and synthesis of novel molecules require a sound understanding of mechanistic organic chemistry, as being integral to the research.

    Collapse Bibliographic 
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    Publications listed below are automatically derived from MEDLINE/PubMed and other sources, which might result in incorrect or missing publications. Faculty can login to make corrections and additions.
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    PMC Citations indicate the number of times the publication was cited by articles in PubMed Central, and the Altmetric score represents citations in news articles and social media. (Note that publications are often cited in additional ways that are not shown here.) Fields are based on how the National Library of Medicine (NLM) classifies the publication's journal and might not represent the specific topic of the publication. Translation tags are based on the publication type and the MeSH terms NLM assigns to the publication. Some publications (especially newer ones and publications not in PubMed) might not yet be assigned Field or Translation tags.) Click a Field or Translation tag to filter the publications.
    1. Korvinson KA, Akula HK, Malinchak CT, Sebastian D, Wei W, Khandaker TA, Andrzejewska MR, Zajc B, Lakshman MK. Catalytic Reductions Without External Hydrogen Gas: Broad Scope Hydrogenations with Tetrahydroxydiboron and a Tertiary Amine. Adv Synth Catal. 2020 Jan 07; 362(1):166-176. PMID: 33071705.
    2. Khandaker TA, Hess JD, Aguilera R, Andrei G, Snoeck R, Schols D, Pradhan P, Lakshman MK. Synthesis and Evaluations of "1,4-Triazolyl Combretacoumarins" and Desmethoxy Analogues. European J Org Chem. 2019 Sep 08; 2019(33):5610-5623. PMID: 31579393.
    3. Akula HK, Lakshman MK. Facile Modifications at the C4 Position of Pyrimidine Nucleosides via In Situ Amide Activation with 1H-Benzotriazol-1-yloxy-tris(dimethyl-amino)phosphonium Hexafluorophosphate. Curr Protoc Nucleic Acid Chem. 2019 03; 76(1):e73. PMID: 30688408.
      Citations: 1     Fields:    
    4. Andrzejewska MR, Vuram PK, Pottabathini N, Gurram V, Relangi SS, Korvinson KA, Doddipalla R, Stahl L, Neary MC, Pradhan P, Sharma S, Lakshman MK. The Disappearing Director: The Case of Directed N-Arylation via a Removable Hydroxyl Group. Adv Synth Catal. 2018 Jul 04; 360(13):2503-2510. PMID: 30559638.
    5. Lakshman MK, Zajc B. When nucleoside chemistry met hypervalent iodine reagents. ARKIVOC. 2018; 2018(Pt II):252-279. PMID: 30221252.
    6. Satishkumar S, Poudapally S, Vuram PK, Gurram V, Pottabathini N, Sebastian D, Yang L, Pradhan P, Lakshman MK. Pd-catalyzed versus uncatalyzed, PhI(OAc)2-mediated cyclization reactions of N6-([1,1'-biaryl]-2-yl)adenine nucleosides. ChemCatChem. 2017 Nov 09; 9(21):4058-4069. PMID: 29503672.
    7. Lakshman MK, Vuram PK. Cross-dehydrogenative coupling and oxidative-amination reactions of ethers and alcohols with aromatics and heteroaromatics. Chem Sci. 2017 Sep 01; 8(9):5845-5888. PMID: 28970941.
    8. Satishkumar S, Lakshman MK. Benzimidazopurine nucleosides from N6-aryl adenosine derivatives by PhI(OAc)2-mediated C-N bond formation, no metal needed. Chem Commun (Camb). 2017 Feb 14; 53(14):2226-2229. PMID: 27976760.
      Citations: 2     Fields:    Translation:Cells
    9. Akula HK, Kokatla H, Andrei G, Snoeck R, Schols D, Balzarini J, Yang L, Lakshman MK. Facile functionalization at the C4 position of pyrimidine nucleosides via amide group activation with (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and biological evaluations of the products. Org Biomol Chem. 2017 Feb 01; 15(5):1130-1139. PMID: 28054092.
      Citations: 2     Fields:    Translation:HumansAnimalsCells
    10. Akula HK, Kokatla H, Andrei G, Snoeck R, Schols D, Balzarini J, Yang L, Lakshman MK. Correction: Facile functionalization at the C4 position of pyrimidine nucleosides via amide group activation with (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and biological evaluations of the products. Org Biomol Chem. 2017 02 01; 15(5):1268. PMID: 28101554.
      Citations:    Fields:    
    11. Lakshman MK, Tine FA, Khandaker TA, Basava V, Agyemang NB, Benavidez MSA, Gaši M, Guerrera L, Zajc B. KHF2, a mild and selective desilylating agent for phenol t-butyldimethylsilyl (TBDMS) ethers. Synlett. 2017 Mar; 28(3):381-385. PMID: 28713205.
    12. Basava V, Yang L, Pradhan P, Lakshman MK. A novel bis(pinacolato)diboron-mediated N-O bond deoxygenative route to C6 benzotriazolyl purine nucleoside derivatives. Org Biomol Chem. 2016 Aug 07; 14(29):7069-83. PMID: 27377367.
      Citations: 5     Fields:    Translation:Cells
    13. Singh MK, Akula HK, Satishkumar S, Stahl L, Lakshman MK. Ruthenium-Catalyzed C-H Bond Activation Approach to Azolyl Aminals and Hemiaminal Ethers, Mechanistic Evaluations, and Isomer Interconversion. ACS Catal. 2016 Mar 04; 6(3):1921-1928. PMID: 27563492.
    14. Singh MK, Lakshman MK. Diarylmethanes through an Unprecedented Palladium-Catalyzed C-C Cross-Coupling of 1-(Aryl)methoxy-1 H-Benzotriazoles with Arylboronic Acids. ChemCatChem. 2015 Dec 14; 7(24):4156-4162. PMID: 27134687.
    15. Satishkumar S, Vuram PK, Relangi SS, Gurram V, Zhou H, Kreitman RJ, Montemayor MM, Yang L, Kaliyaperumal M, Sharma S, Pottabathini N, Lakshman MK. Cladribine Analogues via O6-(Benzotriazolyl) Derivatives of Guanine Nucleosides. Molecules. 2015 Oct 09; 20(10):18437-63. PMID: 26556315.
      Citations: 3     Fields:    Translation:HumansCells
    16. Satishkumar S, Vuram PK, Relangi SS, Gurram V, Zhou H, Kreitman RJ, Martínez Montemayor MM, Yang L, Kaliyaperumal M, Sharma S, Pottabathini N, Lakshman MK. Cladribine Analogues via O6-(Benzotriazolyl) Derivatives of Guanine Nucleosides. Molecules. 2015 Oct 09; 20(10):18437-63. PMID: 26473811.
      Citations: 5     Fields:    Translation:HumansCells
    17. Thomson PF, Parrish D, Pradhan P, Lakshman MK. Modular, Metal-Catalyzed Cycloisomerization Approach to Angularly Fused Polycyclic Aromatic Hydrocarbons and Their Oxidized Derivatives. J Org Chem. 2015 Aug 07; 80(15):7435-46. PMID: 26196673.
      Citations: 1     Fields:    Translation:Cells
    18. Gurram V, Akula HK, Garlapati R, Pottabathini N, Lakshman MK. Mild and General Access to Diverse 1H-Benzotriazoles via Diboron-Mediated N-OH Deoxygenation and Palladium-Catalyzed C-C and C-N Bond Formation. Adv Synth Catal. 2015 Feb 09; 357(2-3):451-462. PMID: 25729343.
    19. Yedulla VR, Pradhan P, Yang L, Lakshman MK. Cycloaddition of Arynes and Cyclic Enol Ethers as a Platform for Access to Stereochemically Defined 1,2-Disubstituted Benzocyclobutenes. European J Org Chem. 2015 Feb; 2015(4):750-764. PMID: 27642260.
    20. Lakshman MK, Singh MK, Kumar M, Chamala RR, Yedulla VR, Wagner D, Leung E, Yang L, Matin A, Ahmad S. Facile synthesis of 1-alkoxy-1H-benzo- and 7-azabenzotriazoles from peptide coupling agents, mechanistic studies, and synthetic applications. Beilstein J Org Chem. 2014; 10:1919-32. PMID: 25246951.
    21. Chamala RR, Parrish D, Pradhan P, Lakshman MK. Purinyl N1-directed aromatic C-H oxidation in 6-arylpurines and 6-arylpurine nucleosides. J Org Chem. 2013 Aug 02; 78(15):7423-35. PMID: 23844876.
      Citations: 4     Fields:    Translation:Cells
    22. Akula HK, Lakshman MK. Synthesis of deuterated 1,2,3-triazoles. J Org Chem. 2012 Oct 19; 77(20):8896-904. PMID: 23016757.
      Citations: 1     Fields:    Translation:Cells
    23. Lakshman MK, Kumar A, Balachandran R, Day BW, Andrei G, Snoeck R, Balzarini J. Synthesis and biological properties of C-2 triazolylinosine derivatives. J Org Chem. 2012 Jul 20; 77(14):5870-83. PMID: 22758929.
      Citations: 5     Fields:    Translation:HumansAnimalsCells
    24. Kokatla HP, Lakshman MK. Two-step, one-pot synthesis of inosine, guanosine, and 2'-deoxyguanosine O6-ethers via intermediate O6-(benzotriazol-1-yl) derivatives. Curr Protoc Nucleic Acid Chem. 2012 Jun; Chapter 1:Unit1.26. PMID: 22700333.
      Citations:    Fields:    
    25. Gurram V, Pottabathini N, Garlapati R, Chaudhary AB, Patro B, Lakshman MK. C-C cross-coupling reactions of O6-alkyl-2-haloinosine derivatives and a one-pot cross-coupling/O6-deprotection procedure. Chem Asian J. 2012 Aug; 7(8):1853-61. PMID: 22570232.
      Citations: 1     Fields:    Translation:Cells
    26. Lakshman MK, Deb AC, Chamala RR, Pradhan P, Pratap R. Direct arylation of 6-phenylpurine and 6-arylpurine nucleosides by ruthenium-catalyzed C-H bond activation. Angew Chem Int Ed Engl. 2011 Nov 25; 50(48):11400-4. PMID: 21956882.
      Citations: 6     Fields:    Translation:Cells
    27. Kokatla HP, Thomson PF, Bae S, Doddi VR, Lakshman MK. Reduction of amine N-oxides by diboron reagents. J Org Chem. 2011 Oct 07; 76(19):7842-8. PMID: 21812467.
      Citations: 9     Fields:    Translation:Cells
    28. Kokatla HP, Lakshman MK. One-pot etherification of purine nucleosides and pyrimidines. Org Lett. 2010 Oct 15; 12(20):4478-81. PMID: 20845979.
      Citations: 8     Fields:    Translation:Cells
    29. Thomson PF, Lagisetty P, Balzarini J, De Clercq E, Lakshman MK. Palladium-Catalyzed Aryl Amination Reactions of 6-Bromo- and 6-Chloropurine Nucleosides. Adv Synth Catal. 2010 Jul 05; 352(10):1728-1735. PMID: 21818182.
    30. Kumar A, Akula HK, Lakshman MK. Simple Synthesis of Amides and Weinreb Amides via Use of PPh3 or Polymer-Supported PPh3 and Iodine. European J Org Chem. 2010 May; 2010(14). PMID: 24223494.
    31. Lakshman MK, Singh MK, Parrish D, Balachandran R, Day BW. Azide-tetrazole equilibrium of C-6 azidopurine nucleosides and their ligation reactions with alkynes. J Org Chem. 2010 Apr 16; 75(8):2461-73. PMID: 20297785.
      Citations: 13     Fields:    Translation:Cells
    32. Pratap R, Parrish D, Gunda P, Venkataraman D, Lakshman MK. Influence of biaryl phosphine structure on C-N and C-C bond formation. J Am Chem Soc. 2009 Sep 02; 131(34):12240-9. PMID: 19655743.
      Citations: 4     Fields:    Translation:Cells
    33. Lakshman MK, Frank J. A simple method for C-6 modification of guanine nucleosides. Org Biomol Chem. 2009 Jul 21; 7(14):2933-40. PMID: 19582304.
      Citations: 11     Fields:    
    34. Singh MK, Lakshman MK. A simple synthesis of nitriles from aldoximes. J Org Chem. 2009 Apr 17; 74(8):3079-84. PMID: 19301882.
      Citations: 2     Fields:    Translation:Cells
    35. Bae S, Chaturvedi S, Lakshman MK. O6-(benzotriazol-1-yl)inosine derivatives for C6 modification of purine nucleosides. Curr Protoc Nucleic Acid Chem. 2009 Mar; Chapter 1:Unit 1.22. PMID: 19319856.
      Citations: 2     Fields:    
    36. Lakshman MK, Choudhury A, Bae S, Rochttis E, Pradhan P, Kumar A. Synthesis of N6 ,N6-Dialkyl Adenine Nucleosides With In Situ Formed Hexaalkylphosphorus Triamides. European J Org Chem. 2009 Jan 01; 2009(1):152-159. PMID: 23930082.
    37. Bae S, Lakshman MK. Synthetic utility of an isolable nucleoside phosphonium salt. Org Lett. 2008 Jun 05; 10(11):2203-6. PMID: 18476663.
      Citations: 10     Fields:    
    38. Bae S, Lakshman MK. A novel polymer supported approach to nucleoside modification. J Org Chem. 2008 May 16; 73(10):3707-13. PMID: 18429630.
      Citations: 15     Fields:    Translation:Cells
    39. Bae S, Lakshman MK. Unusual deoxygenation and reactivity studies related to O6-(benzotriazol-1-yl)inosine derivatives. J Org Chem. 2008 Feb 15; 73(4):1311-9. PMID: 18205381.
      Citations: 18     Fields:    
    40. Bae S, Mah H, Chaturvedi S, Jeknic TM, Baird WM, Katz AK, Carrell HL, Glusker JP, Okazaki T, Laali KK, Zajc B, Lakshman MK. Synthetic, crystallographic, computational, and biological studies of 1,4-difluorobenzo[c]phenanthrene and its metabolites. J Org Chem. 2007 Sep 28; 72(20):7625-33. PMID: 17764198.
      Citations: 4     Fields:    Translation:HumansCells
    41. Kang SB, De Clercq E, Lakshman MK. Pd-catalyzed C-C bond-forming reactions of thymidine mesitylene sulfonate. J Org Chem. 2007 Jul 20; 72(15):5724-30. PMID: 17595142.
      Citations: 2     Fields:    Translation:Cells
    42. Champeil E, Pradhan P, Lakshman MK. Palladium-catalyzed synthesis of nucleoside adducts from bay- and fjord-region diol epoxides. J Org Chem. 2007 Jul 06; 72(14):5035-45. PMID: 17559269.
      Citations: 1     Fields:    Translation:Cells
    43. Brulé C, Laali KK, Okazaki T, Lakshman MK. Structure/reactivity relationships in the benzo[c]phenanthrene skeleton: stable ion and electrophilic substitution (nitration, bromination) study of substituted analogues, novel carbocations and substituted derivatives. J Org Chem. 2007 Apr 27; 72(9):3232-41. PMID: 17394355.
      Citations:    Fields:    
    44. Bae S, Lakshman MK. O6-(benzotriazol-1-yl)inosine derivatives: easily synthesized, reactive nucleosides. J Am Chem Soc. 2007 Jan 31; 129(4):782-9. PMID: 17243813.
      Citations: 21     Fields:    
    45. Lakshman MK, Keeler JC, Ngassa FN, Hilmer JH, Pradhan P, Zajc B, Thomasson KA. Highly diastereoselective synthesis of nucleoside adducts from the carcinogenic benzo[a]pyrene diol epoxide and a computational analysis. J Am Chem Soc. 2007 Jan 10; 129(1):68-76. PMID: 17199284.
      Citations: 3     Fields:    
    46. Ngassa FN, Dekorver KA, Melistas TS, Yeh EA, Lakshman MK. Pd-Xantphos-catalyzed direct arylation of nucleosides. Org Lett. 2006 Sep 28; 8(20):4613-6. PMID: 16986963.
      Citations: 2     Fields:    Translation:Cells
    47. Lagisetty P, Russon LM, Lakshman MK. A general synthesis of C6-azolyl purine nucleosides. Angew Chem Int Ed Engl. 2006 May 26; 45(22):3660-3. PMID: 16639768.
      Citations: 4     Fields:    Translation:Cells
    48. Lakshman MK, Gunda P, Pradhan P. Mild and room temperature C-C bond forming reactions of nucleoside C-6 arylsulfonates. J Org Chem. 2005 Dec 09; 70(25):10329-35. PMID: 16323841.
      Citations: 5     Fields:    Translation:Cells
    49. Pottabathini N, Bae S, Pradhan P, Hahn HG, Mah H, Lakshman MK. Synthesis and reactions of 2-chloro- and 2-tosyloxy-2'-deoxyinosine derivatives. J Org Chem. 2005 Sep 02; 70(18):7188-95. PMID: 16122237.
      Citations: 6     Fields:    
    50. Gunda P, Russon LM, Lakshman MK. Pd-catalyzed amination of nucleoside arylsulfonates to yield N6-aryl-2,6-diaminopurine nucleosides. Angew Chem Int Ed Engl. 2004 Nov 26; 43(46):6372-7. PMID: 15558680.
      Citations: 3     Fields:    Translation:Cells
    51. Lakshman MK, Ngassa FN, Bae S, Buchanan DG, Hahn HG, Mah H. Synthesis of pyrene and benzo[a]pyrene adducts at the exocyclic amino groups of 2'-deoxyadenosine and 2'-deoxyguanosine by a palladium-mediated C-N bond-formation strategy. J Org Chem. 2003 Jul 25; 68(15):6020-30. PMID: 12868942.
      Citations: 2     Fields:    Translation:Cells
    52. Okazaki T, Laali KK, Zajc B, Lakshman MK, Kumar S, Baird WM, Dashwood WM. Stable ion study of benzo[a]pyrene (BaP) derivatives: 7,8-dihydro-BaP, 9,10-dihydro-BaP and its 6-halo derivatives, 1- and 3-methoxy-9,10-dihydro-BaP-7(8H)-one, as well as the proximate carcinogen BaP 7,8-dihydrodiol and its dibenzoate, combined with a comparative DNA binding study of regioisomeric (1-, 4-, 2-) pyrenylcarbinols. Org Biomol Chem. 2003 May 07; 1(9):1509-16. PMID: 12926280.
      Citations: 1     Fields:    Translation:HumansAnimalsCells
    53. Zajc B, Grahek R, Kocijan A, Lakshman MK, Kosmrlj J, Lah J. Evaluation of the enantiomeric resolution of 7,8-dihydroxy-7,8-dihydrobenzo[a]-pyrene and its 6-fluoro and 6-bromo derivatives on polysaccharide-derived stationary phases. J Org Chem. 2003 Apr 18; 68(8):3291-4. PMID: 12688804.
      Citations: 1     Fields:    Translation:Cells
    54. Lakshman MK, Gunda P. Palladium-catalyzed synthesis of carcinogenic polycyclic aromatic hydrocarbon epoxide-nucleoside adducts: the first amination of a chloro nucleoside. Org Lett. 2003 Jan 09; 5(1):39-42. PMID: 12509885.
      Citations: 3     Fields:    Translation:Cells
    55. Lakshman MK, Thomson PF, Nuqui MA, Hilmer JH, Sevova N, Boggess B. Facile Pd-catalyzed cross-coupling of 2'-deoxyguanosine O6-arylsulfonates with arylboronic acids. Org Lett. 2002 May 02; 4(9):1479-82. PMID: 11975608.
      Citations: 3     Fields:    Translation:Cells
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