On the synthesis of N-maleoyl amino acids in aqueous media: cautionary tales for the unwary traveller

TY - JOUR

T1 - On the synthesis of N-maleoyl amino acids in aqueous media

T2 - cautionary tales for the unwary traveller

AU - Paterson, Michael J.

AU - Jovanovic, Aleksandar

PY - 2010

Y1 - 2010

N2 - The high cost or protracted syntheses associated with N-maleoyl amino acid derivatives coupled with a considerable demand from both the life and physical sciences has spurred the search for facile, low-cost routes to these compounds. Herein, we demonstrate that a recently published method purporting to deliver N-maleoyl amino acids by cyclization of maleamic acids in water, instead results in a hydrolysis product, namely the corresponding hemi-maleate salt.

AB - The high cost or protracted syntheses associated with N-maleoyl amino acid derivatives coupled with a considerable demand from both the life and physical sciences has spurred the search for facile, low-cost routes to these compounds. Herein, we demonstrate that a recently published method purporting to deliver N-maleoyl amino acids by cyclization of maleamic acids in water, instead results in a hydrolysis product, namely the corresponding hemi-maleate salt.

KW - Maleimides

KW - hemi-maleate

KW - heterobifunctional crosslinkers

KW - cyclization

KW - DERIVATIVES

KW - MALEIMIDES

KW - PEPTIDES

KW - ESTER

M3 - Article

SN - 1551-7004

SP - 11

EP - 16

JO - ARKIVOC

JF - ARKIVOC

ER -