Fmoc-L-Ala(3-Cl)-OH

Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-3-chloro-L-alanine // Synonyms: (R)-2-[(9-Fluorenylmethyloxycarbonyl)amino]-3-chloro-propionic acid, Fmoc-beta-chloro-L-alanine, Fmoc-3-chloro-L-alanine, Fmoc-Ala(3-Cl)-OH

  • Product code:FAA3170
  • CAS No.:212651-52-0
  • Formula:C18H16ClNO4
  • Molecular weight:345,78 g/mol
  • Purity :> 98%
  • Enantiomeric Purity:> 99,7%

Starting at $195.00

Grouped product items
Qty Packing unit Price SKU
1 g
$195.00
FAA3170.0001
5 g
$520.00
FAA3170.0005
25 g
$2,080.00
FAA3170.0025
Safety Data Sheets
description

The Chlorine function in this building block is labile and reactive. Depending on reaction conditions, it is prone to nucleophilic substitution or to elimination. Thus, it is not primarily a building block to permanently introduce 3-Chloroalanine into a peptide, but rather to use the function for further modification such as cyclic peptide ring closure or introduction of Dehydroalanine. However, there are also publications (see below) reporting introduction of 3-Chloroalanine into peptides without elimination.

references

Halogen Bonding: A Powerful Tool for Modulation of Peptide Conformation; E. Danelius, H. Andersson, P. Jarvoll, K. Lood, J. Gräfenstein, M. Erdélyi; Biochemistry 2017; 56: 3265-3272. https://doi.org/10.1021/acs.biochem.7b00429

Cyclization of Peptides by using Selenolanthionine Bridges; A. D. de Araujo, M. Mobli, G. F. King, P. F. Alewood; Angew. Chem. Int. Ed. 2012; 51: 10298-10302. https://doi.org/10.1002/anie.201204229

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