7364-46-7Relevant articles and documents
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
Synthesis of Fmoc-protected β-amino alcohols and peptidyl alcohols from Fmoc-amino acid/peptide acid azides
Babu, Vommina V. Suresh,Kantharaju,Sudarshan, Naremaddepalli S.
, p. 1880 - 1886 (2007/10/03)
An efficient synthesis of Nα-9H-fluoren-9- ylmethoxycarbony(Fmoc)-β-amino alcohols by the reduction of Fmoc-α-amino acyl azides employing aqueous NaBH4 as a reducing agent has been described. The reduction is found to be simple and almost complete. All the Fmoc-β-amino alcohols prepared are fully characterized by 1H and 13C NMR and mass spectrometry. Further, the method is extended for the reduction of seven Fmoc-dipeptidyl acids to the corresponding alcohols. Their reduction is also found to be smooth and complete.
