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160512

Sigma-Aldrich

Fmoc chloride

97%, for peptide synthesis

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:
24849875
NACRES:
NA.22

product name

Fmoc chloride, 97%

Assay

97%

form

solid

mp

62-64 °C (lit.)

application(s)

peptide synthesis

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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Related Categories

Application

Amino acid derivatizing agent for HPLC analysis. N-protecting reagent for peptide and oligonucleotide 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.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Helvetica Chimica Acta, 75, 1111-1111 (1992)
Jae Hyun Kim et al.
Nanomaterials (Basel, Switzerland), 11(1) (2020-12-31)
Here, we report a post-synthesis functionalization of the shell of Au nanoclusters (NCs) synthesized using glutathione as a thiolate ligand. The as-synthesized Au NCs are subjected to the post-synthesis functionalization via amidic coupling of dopamine on the cluster shell to
Brett H Pogostin et al.
Molecules (Basel, Switzerland), 24(3) (2019-01-27)
Determining the pKa of key functional groups is critical to understanding the pH-dependent behavior of biological proteins and peptide-based biomaterials. Traditionally, ¹H NMR spectroscopy has been used to determine the pKa of amino acids; however, for larger molecules and aggregating
Journal of the Chemical Society. Chemical Communications, 369-369 (1993)
F Lai et al.
BioTechniques, 14(4), 642-649 (1993-04-01)
Pre-column derivatizations of amino acids often present two major challenges: 1) automation, due to the multi-step manipulations for pH control, reagent addition, mixing and extraction, and 2) effect of matrices in the sample such as salts, buffers and surfactants. Both
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