1.2.4. - HPLC of Amino Acids as Chloroformate Derivatives

Add time:08/31/2019    Source:sciencedirect.com

SummaryThe chloroformate chemistry of AAs is reviewed taking different aspects into account such as reactivity, method constructions, automation, sensitivity, detector arrangements, sample matrix problems. The exceptional vigourous derivatization reaction is sensitive to pH and buffer capacities. These influence the formation of FMOC-derivatives with tyrosine and sometimes histidine. During stronger basic conditions coupling as well as deblocking of AAs occurs.The FMOC-Cl, a classical reagent within peptide synthesis, is proved to yield derivatives without racemization. The analogues (+)- and (−)- FLEC chiral reagents are useful for trace analysis of enantiomeric AAs. The optical purity problems in ascertaining accuracy in the enantiomer determinations with chiral chloroformate reagents are discussed.Anthracene is proposed as a chromogenic label instead of fluorine since the sensitivity is considerably raised. For instance as a consequence of the attained sensitivities the matrix problems in complex constituted samples can be solved just by dilution. High resolution separation systems with capillary columns and laser induced fluorescence detection are exemplified.

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