Divergent evolution in the enolase superfamily: the interplay of mechanism and specificity

JA Gerlt, PC Babbitt, I Rayment - Archives of biochemistry and biophysics, 2005 - Elsevier
The members of the mechanistically diverse enolase superfamily catalyze different overall
reactions. Each shares a partial reaction in which an active site base abstracts the α-proton …

α-Methylacyl-CoA racemase (AMACR): metabolic enzyme, drug metabolizer and cancer marker P504S

MD Lloyd, M Yevglevskis, GL Lee, PJ Wood… - Progress in lipid …, 2013 - Elsevier
α-Methylacyl-CoA racemase (AMACR; P504S) catalyzes a key chiral inversion step in the
metabolism of branched-chain fatty acids, ibuprofen and related drugs. Protein levels are …

Proton transfer at carbon

JP Richard, TL Amyes - Current opinion in chemical biology, 2001 - Elsevier
The viability of living systems requires that C H bonds of biological molecules be stable in
water, but that there also be a mechanism for shortening the timescale for their heterolytic …

Capturing the free energy of transition state stabilization: insights from the inhibition of mandelate racemase

SL Bearne - … Transactions of the Royal Society B, 2023 - royalsocietypublishing.org
Mandelate racemase (MR) catalyses the Mg2+-dependent interconversion of (R)-and (S)-
mandelate. To effect catalysis, MR stabilizes the altered substrate in the transition state (TS) …

Kinetics and thermodynamics of mandelate racemase catalysis

M St. Maurice, SL Bearne - Biochemistry, 2002 - ACS Publications
Mandelate racemase (EC 5.1. 2.2) from Pseudomonas putida catalyzes the interconversion
of the two enantiomers of mandelic acid with remarkable proficiency, producing a rate …

Slow-onset, potent inhibition of mandelate racemase by 2-formylphenylboronic acid. An unexpected adduct clasps the catalytic machinery

CD Douglas, L Grandinetti, NM Easton, OP Kuehm… - Biochemistry, 2021 - ACS Publications
o-Carbonyl arylboronic acids such as 2-formylphenylboronic acid (2-FPBA) are employed in
biocompatible conjugation reactions with the resulting iminoboronate adduct stabilized by …

Hydrophobic nature of the active site of mandelate racemase

M St. Maurice, SL Bearne - Biochemistry, 2004 - ACS Publications
Mandelate racemase (EC 5.1. 2.2) from Pseudomonas putida catalyzes the interconversion
of the two enantiomers of mandelic acid with remarkable proficiency, stabilizing the altered …

Purification of recombinant mandelate racemase: improved catalytic activity

A Narmandakh, SL Bearne - Protein expression and purification, 2010 - Elsevier
Mandelate racemase (MR, EC 5.1. 2.2) from Pseudomonas putida catalyzes the Mg2+-
dependent 1, 1-proton transfer that interconverts the enantiomers of mandelate and has …

Chiral, non-racemic α-hydroxyphosphonates and phosphonic acids via stereoselective hydroxylation of diallyl benzylphosphonates

D Skropeta, RR Schmidt - Tetrahedron: Asymmetry, 2003 - Elsevier
Chiral, non-racemic α-hydroxyphosphonates have been prepared in high enantiomeric
excess (96–98% ee), via stereoselective oxaziridine-mediated hydroxylation of diallyl …

Rational design and synthesis of substrate–product analogue inhibitors of α-methylacyl-coenzyme A racemase from Mycobacterium tuberculosis

M Pal, M Khanal, R Marko, S Thirumalairajan… - Chemical …, 2016 - pubs.rsc.org
2, 2-Bis (4-isobutylphenyl) propanoyl-CoA and 2, 2-bis (4-t-butylphenyl) propanoyl-CoA are
rationally designed, gem-disubstituted substrate–product analogues that competitively …