Nα-Fmoc-Nε-dansyl-L-lysine
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Nα-Fmoc-Nε-dansyl-L-lysine

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Category
Fmoc-Amino Acids
Catalog number
BAT-005683
CAS number
118584-90-0
Molecular Formula
C33H35N3O6S
Molecular Weight
601.73
Nα-Fmoc-Nε-dansyl-L-lysine
IUPAC Name
(2S)-6-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
Synonyms
Fmoc-L-Lys(Dansyl)-OH
Appearance
White powder
Purity
≥ 97% (HPLC)
Storage
Store at 0-8°C
InChI
InChI=1S/C33H35N3O6S/c1-36(2)30-18-9-16-27-26(30)15-10-19-31(27)43(40,41)34-20-8-7-17-29(32(37)38)35-33(39)42-21-28-24-13-5-3-11-22(24)23-12-4-6-14-25(23)28/h3-6,9-16,18-19,28-29,34H,7-8,17,20-21H2,1-2H3,(H,35,39)(H,37,38)/t29-/m0/s1
InChI Key
SLBNIPMLSUPCFW-LJAQVGFWSA-N
Canonical SMILES
CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCCCCC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
1.Strategies for the synthesis of labeled peptides.
Bibbs L1, Ambulos NP, Kates SA, Khatri A, Medzihradszky KF, Osapay G, Weintraub ST. J Biomol Tech. 2000 Dec;11(4):155-65.
Labeled peptides synthesized by core facilities are frequently used by researchers for following trafficking of a peptide, for binding studies, to determine substrate specificity, and for receptor cross-linking studies.The membership of the Association of Biomolecular Resource Facilities was asked to participate in a study focusing on synthesis of a biotin-labeled peptide, and it was suggested that a new strategy, using Rink amide 4-methylbenzhydrylamine resin coupled with Fmoc-Lys(Dde)-OH, be used.This strategy can be used for addition of a variety of labels other than biotin and should prove useful to core facilities. Comparison of the new strategy to other strategies was performed. Biotin labeling has long been assumed to be routine and specific. Despite the assumed routine nature of synthesizing biotinylated peptides, 9 of the 34 samples submitted did not contain any of the correct product. Although synthesis using Fmoc-Lys(Dde)-OH plus biotin generally gave the highest yields, other approaches also yielded a high percentage of the correct product.
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