DERIVATIZATION OF DL-AMINO ACIDS BY URETHANE-PROTECTED ALPHA-AMINO-ACID N-CARBOXYANHYDRIDES FOR SEPARATION BY LC

被引：11

作者：

BRUCKNER, H

LUPKE, M

机构：

[1] Institute of Food Technology, University of Hohenheim, Stuttgart

来源：

CHROMATOGRAPHIA | 1995年 / 40卷 / 9-10期

关键词：

COLUMN LIQUID CHROMATOGRAPHY; AMINO ACID ANALYSIS; CHIRALITY; DIASTEREOISOMERS; DIPEPTIDES;

D O I：

10.1007/BF02290275

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Using a robotic autosampler, free DL-amino acids were derivatized with highly reactive, urethane-protected, L-alpha-amino acid N-carboxyanhydrides (NCAs) with structures: Boc-Phe-NCA, Boc-Asn(Trt)-NCA, Fmoc-Lys(Boc)-NCA, Fmoc-Met-NCA, Fmoc-Ala-NCA, Z-Ala-NCA, Z-Val-NCA and Z-Leu-NCA (Boc = tert-butyloxycarbonyl, Trt = trityl, Fmoc = 9-(fluor-enyl-methyl)oxycarbonyl, Z = benzyloxycarbonyl). Using sodium berate buffer and acetonitrile solvent, derivatization was complete in 3.5 min at room temperature. By selection of an appropriate reagent, the resulting diastereomeric, N-protected dipeptides were separated on an octylsilica stationary phase using mixtures of sodium acetate buffer and acetonitrile as eluents.

引用

页码：601 / 606

页数：6

共 33 条

[1] AHNOFF M, 1989, CHIRAL LIQUID CHROMA, P39
[2] DETERMINATION OF D-ASPARTATE AND L-ASPARTATE IN AMINO-ACID MIXTURES BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY AFTER DERIVATIZATION WITH A CHIRAL ADDUCT OF O-PHTHALDIALDEHYDE
ASWAD, DW
[J]. ANALYTICAL BIOCHEMISTRY, 1984, 137 (02) : 405 - 409
[3] Z-GLN(TRT)-AIB-AIB-AIB-OME SYNTHESIS USING UNCA AND BOP PYBROP COUPLING METHODS
AUVINGUETTE, C
FREROT, E
COSTE, J
REBUFFAT, S
JOUIN, P
BODO, B
[J]. TETRAHEDRON LETTERS, 1993, 34 (15) : 2481 - 2482
[4] BENOITON NL, 1988, INT J PEPT PROT RES, V31, P581
[5] HPLC SEPARATION OF DL-AMINO ACIDS DERIVATIZED WITH N2-(5-FLUORO-2,4-DINITROPHENYL)-L-AMINO ACID-AMIDES
BRUCKNER, H
KELLERHOEHL, C
[J]. CHROMATOGRAPHIA, 1990, 30 (11-12) : 621 - 629
[6] LIQUID-CHROMATOGRAPHIC DETERMINATION OF D-AMINO AND L-AMINO-ACIDS BY DERIVATIZATION WITH O-PHTHALDIALDEHYDE AND CHIRAL THIOLS
BRUCKNER, H
HAASMANN, S
LANGER, M
WESTHAUSER, T
WITTNER, R
GODEL, H
[J]. JOURNAL OF CHROMATOGRAPHY A, 1994, 666 (1-2) : 259 - 273
[7] CHROMATOGRAPHIC DETERMINATION OF D-AMINO ACIDS AS NATIVE CONSTITUENTS OF VEGETABLES AND FRUITS
BRUCKNER, H
WESTHAUSER, T
[J]. CHROMATOGRAPHIA, 1994, 39 (7-8) : 419 - 426
[8] USE OF CHIRAL MONOHALO-S-TRIAZINE REAGENTS FOR THE LIQUID-CHROMATOGRAPHIC RESOLUTION OF DL-AMINO ACIDS
BRUCKNER, H
STRECKER, B
[J]. JOURNAL OF CHROMATOGRAPHY, 1992, 627 (1-2): : 97 - 105
[9] USE OF CHROMOGENIC AND FLUORESCENT OXYCARBONYL CHLORIDES AS REAGENTS FOR AMINO-ACID-ANALYSIS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY
BRUCKNER, H
LUPKE, M
[J]. JOURNAL OF CHROMATOGRAPHY A, 1995, 697 (1-2) : 295 - 307
[10] HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC SEPARATION OF DL-AMINO ACIDS DERIVATIZED WITH CHIRAL VARIANTS OF SANGER REAGENT
BRUCKNER, H
GAH, C
[J]. JOURNAL OF CHROMATOGRAPHY, 1991, 555 (1-2): : 81 - 95

← 1 2 3 4 →