Peptides & Peptide Synthesis Products

Fmoc-Lys(Boc)-OH

Fmoc-Lys(Boc)-OH
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Fmoc-Lys(Boc)-OH, Catalog No: 41001
Nα-Fmoc-Nε-Boc-L-lysine, CAS: 71989-26-9, MW: 468.54, Formula: C26H32N2O6
Catalog No: 41001
Nα-Fmoc-Nε-Boc-L-lysine, CAS: 71989-26-9, MW: 468.54, Formula: C26H32N2O6

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Fmoc-Lys(Boc)-OH

(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid

Fmoc-Lys(Boc)-OH is used routinely in solid phase peptide synthesis involving Rink and Wang resins in coupling to primary and secondary amines. The side chain epsilon amine is blocked by the Boc (t-butyloxycarboyl) group which is labile to TFA (trifluoroacetic acid) cocktail during the cleavage process but inert to the repeated deprotection process with 25% piperidine in dimethlyformamide(DMF) of the Fmoc alpha amine during the synthesis of the peptide. The Boc group is removed when the peptide is cleaved from Wang resin, but is not removed under milder cleavage conditions used with trityl chloride resins, Sieber resin and PAL resin. There should be clear solubility of the material 1mM in 20 DMF. Selective removal of other side chain blocking groups available as well (Mtt-1.2.) (Aloc-3).

Storage should be under refrigerated conditions until time of use.

1. A. Aletras, et al. Int. J. Peptide Protein Res., 1995, 15, 488-96.
2. Based on D. Li and D.L. Elbert, J. Pept. Res., 2002, 60, 300-3.
3. Doi, T.; Numajiri, Y.; Munakata, A.; Takahashi, T. Org. Lett. 2006, 8, 531-534

Additional Information

Additional Information

Catalog Number 41001
CAS 71989-26-9
M.W. 468.54
Formula C26H32N2O6
IUPAC Name (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
Synonym Nα-Fmoc-Nε-Boc-L-lysine
Also Known As
  • (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
  • (2S)-6-(tert-butoxycarbonylamino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
  • (2S)-6-[(tert-butoxy-oxomethyl)amino]-2-[(9H-fluoren-9-ylmethoxy-oxomethyl)amino]hexanoic acid
  • 335282_ALDRICH
  • Fmoc-Gly-OH
  • Fmoc-glycine
  • Na-Fmoc-Ne-Boc-L-lysine
  • ST5307341
  • AIDS-225355
  • AIDS225355
  • L-Lysine, N6-[(1,1-dimethylethoxy)carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • Fmoc-Lys(Boc)-OH
  • Nalpha-Fmoc-Nepsilon-Boc-L-lysine
  • 47627_FLUKA
  • FS000049
  • 47624_FLUKA
InChIKey UMRUUWFGLGNQLI-QFIPXVFZSA-N
InChI InChI=1S/C26H32N2O6/c1-26(2,3)34-24(31)27-15-9-8-14-22(23(29)30)28-25(32)33-16-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h4-7,10-13,21-22H,8-9,14-16H2,1-3H3,(H,27,31)(H,28,32)(H,29,30)/t22-/m0/s1
SMILES CC(C)(C)OC(=O)NCCCC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
Cited Uses

Details

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