Fmoc-L-Cys(Cam)-OH

Chemical name: N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-(2-amino-2-oxoethyl)-L-cysteine // Synonyms: Fmoc-Cys(Cam)-OH, Fmoc-L-Cys(carboxamidomethyl)-OH, N-alpha-Fmoc-S-methylcarboxamide-L-cysteine

  • Product code:FAA9090
  • CAS No.:1443324-12-6
  • Formula:C20H20N2O5S
  • Storage temperature:-20°C
  • Molecular weight:400.45 g/mol

from €290.00

Grouped product items
Qty Packing unit Price SKU Availability
1 g
€290.00
FAA9090.0001
11-20 business days
5 g
€480.00
FAA9090.0005
11-20 business days
25 g
€1,320.00
FAA9090.0025
11-20 business days
Safety Data Sheets
description

Typically, for protein sequencing, cysteine residues are derivatized with iodoacetamide prior to enzymatic digestion and MS analysis of the peptide fragments. Thus, Cys(Cam) containing peptides are required as standards for MS quantitation of proteins. This building block enables Fmoc SPPS of reference peptides containing Cys(Cam) without the need for post-assembly manipulations. Fmoc-L-Cys(Cam)-OH is compatible to TFA and piperidine treatments.

references

Interaction of halogenacetates and SH compounds: The reaction of halogenacetic acids with glutathione and cysteine. The mechanism of iodoacetate poisoning of glyoxalase; F. Dickens; Biochemical Journal 1933; 27: 1141-1151. https://doi.org/10.1042/bj0271141

The reaction of iodoacetate and of iodoacetamide with various sulfhydryl groups, with urease, and with yeast preparations; C. V. Smythe; Journal of Biological Chemistry 1936; 114: 601-612. https://doi.org/10.1016/S0021-9258(18)74789-3

The absolute quantification strategy: a general procedure for the quantification of proteins and post-translational modifications; D. S. Kirkpatrick, S. A. Gerber, S. P. Gygi; Methods 2005; 35: 265-273. https://doi.org/https://doi.org/10.1016/j.ymeth.2004.08.018

Lysine-Targeting Reversible Covalent Inhibitors with Long Residence Time; R. M. Reja, W. Wang, Y. Lyu, F. Haeffner, J. Gao; Journal of the American Chemical Society 2022; 144: 1152-1157. https://doi.org/10.1021/jacs.1c12702


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