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160512 Aldrich

Fmoc chloride

97%

Synonym: 9-Fluorenylmethoxycarbonyl chloride, 9-Fluorenylmethyl chloroformate, Fmoc-Cl

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Description

Application

Amino acid derivatizing agent for HLPC analysis.1 N-protecting reagent for peptide2 and oligonucleotide3 syntheses.

Reagent for amino group protection recently used in the synthesis of a bicyclic proline analog.

Reagent for derivatizing amino acids for HPLC amino acid analysis and for preparing N-Fmoc amino acids for solid-phase peptide synthesis.

Packaging

1, 5, 25 g in glass bottle

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
C
Risk Statements (Europe) 
34
Safety Statements (Europe) 
26-36/37/39-45
RIDADR 
UN 3261 8 / PGII
WGK Germany 
3
RTECS 
LQ6250000

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. Matrix effects in the derivatization of amino acids with naphthalene dicarboxaldehyde, 9-fluorenylmethyl chloroformate and phenylisothiocyanate. Biotechniques 14, 642, 646, 648, (1993)

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2. J. Chem. Soc. Chem. Commun., 369, (1993)

3. Helv. Chim. Acta 75, 1111, (1992)

Comparison of different amino acid derivatives and analysis of rat brain microdialysates by liquid chromatography tandem mass spectrometry. Uutela P, Ketola RA, Piepponen P, et al. Anal. Chim. Acta 633(2), 223-31, (2009)

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Generation of a natural glycan microarray using 9-fluorenylmethyl chloroformate (FmocCl) as a cleavable fluorescent tag. Song X, Lasanajak Y, Rivera-Marrero C, et al. Anal. Biochem. 395(2), 151-60, (2009)

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Synthesis, 3122, (2006)

Caprino, L.A. and Han. G.Y. J. Org. Chem. 37, 3404, (1972)

L.A. Carpino Acc. Chem. Res. 20, 401, (1987)

The flouren-9-ylmethoxycarbonyl group for the protection of hydroxy-groups; its application in the synthesis of an octathymidylic acid fragment. Gioeli, C. and Chattopadhyaya, J.B. J. Chem. Soc. Chem. Commun., 672, (1982)

Synthesis of phosphate-methylated DNA fragments using 9-fluorenylmethoxycarbonyl as transient base protecting group. Koole, L.H J. Org. Chem. 54, 1657, (1989)

Use of macrocyclic antibiotics as the chiral selectors in capillary electrophoresis. Li C and Kang J Methods Mol. Biol. 970, 307-17, (2013)

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Determination of biogenic amines in infusions of tea (Camellia sinensis) by HPLC after derivatization with 9-fluorenylmethoxycarbonyl chloride (Fmoc-Cl). Brückner H, Flassig S, and Kirschbaum J Amino Acids 42(2-3), 877-85, (2012)

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Development and validation of a reversed-phase high-performance liquid chromatography assay for polymyxin B in human plasma. Cao G, Ali FE, Chiu F, et al. J. Antimicrob. Chemother. 62(5), 1009-14, (2008)

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[Analysis of dencichine by HPLC with pre-column derivatization]. Zhu J, Liu SK, Fu CM, et al. Zhongguo Zhong Yao Za Zhi 31(22), 1865-8, (2006)

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Capillary electrophoresis-electrospray ionization mass spectrometry for rapid and sensitive N-glycan analysis of glycoproteins as 9-fluorenylmethyl derivatives. Nakano M, Higo D, Arai E, et al. Glycobiology 19(2), 135-43, (2009)

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Amino acid analysis by high-performance liquid chromatography after derivatization with 9-fluorenylmethyloxycarbonyl chloride Literature overview and further study. Jámbor A, Molnár-Perl I. J. Chromatogr. A. 1216, 3064-3077, (2009)

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High-performance liquid chromatographic determination of memantine hydrochloride in rat plasma using sensitive fluorometric derivatization. Xie MF, Zhou W, Tong XY, et al. J. Sep. Sci. 34(3), 241-6, (2011)

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Residue determination of glyphosate in environmental water samples with high-performance liquid chromatography and UV detection after derivatization with 4-chloro-3,5-dinitrobenzotrifluoride. Qian K, Tang T, Shi T, et al. Anal. Chim. Acta 635(2), 222-6, (2009)

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Simultaneous analysis of amino acids and amines as their o-phthalaldehyde-ethanethiol-9-fluorenylmethyl chloroformate derivatives in cheese by high-performance liquid chromatography. Korös A, Varga Z, and Molnár-Perl I J. Chromatogr. A 1203(2), 146-52, (2008)

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Influence of complexation phenomena with multivalent cations on the analysis of glyphosate and aminomethyl phosphonic acid in water. Freuze I, Jadas-Hecart A, Royer A, et al. J. Chromatogr. A 1175(2), 197-206, (2007)

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Fluorescent quantification of amino groups on silica nanoparticle surfaces. Chen Y and Zhang Y Anal. Bioanal. Chem 399(7), 2503-9, (2011)

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A one-pot procedure for the preparation of N-9-fluorenylmethyloxycarbonyl-α-amino diazoketones from α-amino acids. Siciliano C, De Marco R, Guidi LE, et al. J. Org. Chem. 77(23), 10575-82, (2012)

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Characterization, thermal stability studies, and analytical method development of Paromomycin for formulation development. Khan W and Kumar N Drug Test. Anal. 3(6), 363-72, (2011)

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Distributed Drug Discovery, Part 3: using D(3) methodology to synthesize analogs of an anti-melanoma compound. Scott WL J. Comb. Chem. 11(1), 34-43, (2009)

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Chiral HPLC analysis of milnacipran and its FMOC-derivative on cellulose-based stationary phases. Patti A, Pedotti S, and Sanfilippo C Chirality 20(2), 63-8, (2008)

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Development and validation of a liquid chromatography-fluorescence-mass spectrometry method to measure glyphosate and aminomethylphosphonic acid in rat plasma. Bernal J, Bernal JL, Martin MT, et al. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 878(31), 3290-6, (2010)

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A fluorometric high-performance liquid chromatography procedure for simultaneous determination of methylamine and aminoacetone in blood and tissues. Xiao S and Yu PH Anal. Biochem. 384(1), 20-6, (2009)

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LC method for the analysis of kanamycin residue in swine tissues using derivatization with 9-fluorenylmethyl chloroformate. Chen Y, Chen Q, Tang S, et al. J. Sep. Sci. 32(21), 3620-6, (2009)

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On-line sample preconcentration by sweeping and poly(ethylene oxide)-mediated stacking for simultaneous analysis of nine pairs of amino acid enantiomers in capillary electrophoresis. Lin EP, Lin KC, Chang CW, et al. Talanta 114, 297-303, (2013)

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Determination of sulphonamides in animal tissues by high performance liquid chromatography with pre-column derivatization of 9-fluorenylmethyl chloroformate. Zou QH, Xie MX, Wang XF, et al. J. Sep. Sci. 30(16), 2647-55, (2007)

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Determination of myriocin in natural and cultured Cordyceps cicadae using 9-fluorenylmethyl chloroformate derivatization and high-performance liquid chromatography with UV-detection. Yu J, Xu H, Mo Z, et al. Anal. Sci. 25(7), 855-9, (2009)

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Applicability of LC-MS/MS to optimize derivatization of topiramate with FMOC-Cl using reacted/intact drug ratio. Mohammadi B, Tammari E, Fakhri S, et al. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 928, 32-6, (2013)

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9-fluorenylmethyl chloroformate as a fluorescence-labeling reagent for derivatization of carboxylic acid moiety of sodium valproate using liquid chromatography/tandem mass spectrometry for binding characterization: a human pharmacokinetic study. Mohammadi B, Majnooni MB, Khatabi PM, et al. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 880(1), 12-8, (2012)

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Analysis of synephrine in da-cheng-qi decoction by HPLC employing precolumn derivatization with 9-fluorenylmethyl chloroformate. Liu Y, Xu F, Zhang Z, et al. J. Chromatogr. Sci. 47(10), 925-30, (2009)

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Fmoc-Cl fluorescent determination for amino groups of nanomaterial science. Zhang Y and Chen Y IET Nanobiotechnol. 6(2), 76-80, (2012)

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Merck 14,10354

Fieser 3,145 / Fieser 4,237

Aldrich MSDS 1, 948:B / Corp MSDS 1 (1), 1688:B / FT-IR 1 (2), 339:C / FT-IR 2 (2), 2938:A / FT-NMR 1 (2), 1336:B / IR-Spectra (2), 924:H / IR-Spectra (3), 1057:B / NMR-Reference 2 (2), 332:D / RegBook 1 (2), 1967:G / Sigma FT-IR 1 (2), 562:D / Structure Index 1, 316:C:4

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