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23184

Sigma-Aldrich

Fmoc chloride

BioReagent, ≥99.0% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H11ClO2
CAS Number:
28920-43-6
Molecular Weight:
258.70
Beilstein:
2279177
EC Number:
249-313-6
MDL number:
MFCD00001138
UNSPSC Code:
12352108
PubChem Substance ID:
329752391
NACRES:
NA.22

product line

BioReagent

Assay

≥99.0% (HPLC)

form

solid

mp

61-64 °C
62-64 °C (lit.)

functional group

Fmoc

storage temp.

2-8°C

SMILES string

ClC(=O)OCC1c2ccccc2-c3ccccc13

InChI

1S/C15H11ClO2/c16-15(17)18-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9H2

InChI key

IRXSLJNXXZKURP-UHFFFAOYSA-N

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Application

9-Fluorenylmethoxycarbonyl chloride (Fmoc-Cl) is a reagent for pre-column derivatization of amino acids and biogenic amines for HPLC amino acid analysis and for preparing N-Fmoc amino acids for solid-phase peptide synthesis.
Reagent for derivatizing amino acids for HPLC amino acid analysis and for preparing N-Fmoc amino acids for solid-phase peptide synthesis.

Other Notes

Reagent for the pre-column fluorescent derivatization of amino acids

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Supplementary Hazards

EUH029

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Valentin Lozanov et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 860(1), 92-97 (2007-11-07)
A liquid chromatography method for simultaneous analysis of amino acids, polyamines, catecholeamines and metanephrines in human body fluids after derivatization with 9-fluorenylmethyloxycarbonyl chloride was developed. The chromatographic behavior of analytes at different pH of mobile phase was studied. Successful baseline
Ibolya Molnár-Perl
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(17-18), 1241-1269 (2011-03-05)
An overview is presented on the advancement of the two most frequently used derivatization protocols applying the o-phthalaldehyde (OPA)-thiol and the fluorenylmethyloxycarbonyl (FMOC) chloride reagents, prior to the high performance liquid chromatographic analysis of amino acids. This review pays special
E J Miller et al.
Analytical biochemistry, 190(1), 92-97 (1990-10-01)
A recently described procedure for amino acid analyses has been modified and adapted for use in quantitating the unique mixture of products commonly found in hydrolysates of the collagens. The method involves precolumn derivatization of hydrolysates with 9-fluorenylmethyl chloroformate (FMOC-CL)
P Fürst et al.
Journal of chromatography, 499, 557-569 (1990-01-19)
Reversed-phase high-performance liquid chromatography (RP-HPLC) is a powerful method for assaying physiological amino acid concentrations in biological fluids. Four pre-column derivatization methods, with o-phthaldialdehyde (OPA), 9-fluorenylmethyl chloroformate (FMOC-Cl), phenyl isothiocyanate (PITC) and 1-dimethylaminonaphthalene-5-sulphonyl chloride (dansyl-Cl), were assessed with respect to
S. Einarsson et al.
Analytical Chemistry, 58, 1638-1638 (1986)
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