Mohammad Mehedi Masud

Modified DNA Bearing 5(Methoxycarbonylmethyl)-2′-deoxyuridine: Preparation by PCR with Thermophilic DNA Polymerase and Postsynthetic Derivatization

A thymidine analogue bearing a methyl ester at the C5 position was accepted as a substrate by the thermophilic family B DNA polymerases, KOD Dash, Pwo, and Vent(exo−), to form the corresponding PCR product, but not by the thermophilic family A DNA polymerases, Taq, Tth, and T7 thermosequenase. Modified DNA containing this analogue was prepared by PCR on a large scale with KOD Dash DNA polymerase and 5(methoxycarbonylmethyl)‐2′‐deoxyuridine 5′‐triphosphate as a substrate. The methyl ester of the modified DNA was further allowed to react with tris(2‐aminoethyl)amine or histamine by an ester–amide exchange reaction to form the corresponding derivatized DNA bearing a tris(2‐aminoethyl)amine or histamine moiety. Hydrolysis of the methyl ester of the modified DNA gave a functionalized DNA bearing an anionic carboxyl group. The derivatized DNA could act as a template for the PCR with KOD Dash DNA polymerase and the natural 2′‐deoxythymidine 5′‐triphosphate or the modified thymidine analogue as a substrate. The postsynthetic derivatization of the modified DNA may expand the variety of structurally modified DNA produced by PCR.

Expansion of structural and functional diversities of DNA using new 5-substituted deoxyuridine derivatives by PCR with superthermophilic KOD Dash DNA polymerase

KOD Dash DNA polymerase can accept triphosphates of new deoxyuridine derivatives bearing a C5-substituent group via an α-methylene linker as a substrate in the polymerase chain reaction (PCR) yielding the corresponding functionalized DNA effectively, while other conventional DNA polymerases cannot tolerate the modification of the substrate.

Total Synthesis and Analgesic Activity of 6-Fluoroindan-1-acetic Acid and its 3-Oxo Derivative

6-Fluoro-3-oxo-indan-1-acetic acid (5) and 6-fluoroindan-1-acetic acid (6) were conveniently synthesised from 3-fluorobenzaldehyde in four and five steps, respectively. The structures of these new compounds and two other intermediates, 3-fluorobenzylidine-bis-acetoacetate (2) and 3-fluoro-beta-phenyl glutaric acid (3) were elucidated by spectroscopic means, notably, HRMS, 1D and 2D NMR. The analgesic activity of compounds 5 and 6 were assessed by the acetic acid induced writhing in Swiss albino mice.