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C3 and 2D C3 Marfey’s Methods for Amino Acid Analysis in Natural Products
Author(s) -
Soumini Vijayasarathy,
Pritesh Prasad,
Leith J. Fremlin,
Ranjala Ratnayake,
Angela A. Salim,
Zeinab G. Khalil,
Robert J. Capon
Publication year - 2016
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/acs.jnatprod.5b01125
Subject(s) - amino acid , enantiomer , regioselectivity , chemistry , stereochemistry , resolution (logic) , combinatorial chemistry , organic chemistry , computer science , biochemistry , artificial intelligence , catalysis
We validate the improved resolution and sensitivity of the C3 Marfey's method, including an ability to resolve all Ile isomers, against an array of amino acids commonly encountered in natural products and by comparison to an existing Marfey's method. We also describe an innovative 2D C3 Marfey's method as an analytical approach for determining the regiochemistry of enantiomeric amino acid residues in natural products. The C3 and 2D C3 Marfey's methods represent valuable tools for probing and defining the stereocomplexity of hydrolytically accessible amino acid residues in natural products.

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