7483-92-3Relevant academic research and scientific papers
δ13C analysis of amino acids in human hair using trimethylsilyl derivatives and gas chromatography/combustion/isotope ratio mass spectrometry
An, Yan,Schwartz, Zeland,Jackson, Glen P.
, p. 1481 - 1489 (2013/07/27)
RATIONALE To provide a simple one-step derivatization procedure for the analysis of a wide variety of amino acids in human hair by gas chromatography/combustion/isotope ratio mass spectrometry (GC/C/IRMS). N,O-Bis(trimethylsilyl)trifluoroacetamide (BSTFA) derivatization is already widely used outside the IRMS community, is applicable to a variety of functional groups, and provides products that are common entries in mass spectral databases, thus simplifying compound identification. METHODS Method optimization and validation were performed on a mixture of ten standard amino acids found abundantly in human hair. The method was then applied to the analysis of scalp hair from six human subjects. The hair was washed, hydrolyzed with 6 M HCl, derivatized using BSTFA in acetonitrile and analyzed using gas chromatography (GC) with concurrent quadrupole and isotope ratio mass spectrometry (IRMS) detectors. RESULTS The reproducibility for the δ13C measurements, including the derivatization procedure and GC/C/IRMS analysis, on a day-to-day comparison was between 0.19‰ and 0.35‰ (SD, N = 12), with an average standard deviation of 0.26‰. Because trimethylsilylation adds 3N carbon atoms (where N = # reactive protons) to each amino acid, the δ13C values for amino acid derivatives were corrected using a mass balance correction and the measured kinetic isotope effect (KIE). The KIE values ranged from 0.984 to 1.020. CONCLUSIONS The procedure gave consistent δ13C values with precision similar to other derivatization methods for the range of sample sizes studied: 50-1000 μg of each amino acid. The method gave δ13C values consistent with the known literature values when applied to the analysis of amino acids in human hair. Copyright 2013 John Wiley & Sons, Ltd. Copyright
Efficient synthesis of N-fmoc-aminoalkoxy pentafluorophenyl carbonates: Application for the synthesis of oligopeptidyl carbamates
Sureshbabu, Vommina V.,Hemantha
experimental part, p. 3555 - 3566 (2009/12/26)
N-Fmoc-Aminoalkoxy pentafluorophenyl carbonates have been synthesized through the reaction of N-Fmoc-aminoalkoxy carbonyl chloride with pentafluorophenol. The reaction was clean and high yielding, and the products have been fully characterized using infra
Preparation, isolation, and characterization of Nα-Fmoc- peptide isocyanates: Solution synthesis of oligo-α-peptidyl ureas
Sureshbabu, Vommina V.,Patil, Basanagoud S.,Venkataramanarao, Rao
, p. 7697 - 7705 (2007/10/03)
(Chemical Equation Presented) The Nα-Fmoc-peptide isocyanates 3a-q, 4a-c, and 5a-c were prepared by the Curtius rearrangement of Nα-Fmoc-peptide acid azides in toluene under thermal, microwave, and ultrasonic conditions. All the Nsu
ENANTIOMERIC QUANTIFICATIONS OF AMINO ACIDS THROUGH THEIR Nα-ACYL AMIDES BY GAS CHROMATOGRAPHY.
Hosten, N.,Anteunis, M. J. O.
, p. 45 - 47 (2007/10/02)
Apparent separation of 1.1 or higher on Chiralsil Val III can be obtained for Nα-acyl N-alkyl aminoacid amides allowing the use of short capillary gas chromatographic columns.A clean derivatization protocol without racemization is described, proceding through the NCA derivatives that are prepared from "in situ" silylated amino acids with trimethylsilyl cyanide.
