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Merck

47624

Fmoc-Lys(Boc)-OH

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

Nα-Fmoc-Nε-Boc-L-lysine

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About This Item

Empirical Formula (Hill Notation):
C26H32N2O6
CAS Number:
71989-26-9
Molecular Weight:
468.54
NACRES:
NA.26
PubChem Substance ID:
57651044
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
276-256-4
MDL number:
MFCD00037138
Beilstein/REAXYS Number:
4217767

Product Name

Fmoc-Lys(Boc)-OH, ≥98.0% (HPLC)

InChI key

UMRUUWFGLGNQLI-QFIPXVFZSA-N

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 string

CC(C)(C)OC(=O)NCCCC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O

assay

≥98.0% (HPLC)

form

solid

optical activity

[α]20/D −12±1°, c = 1% in DMF

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Boc
Fmoc

storage temp.

2-8°C

Quality Level

100

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Application

Fmoc-Lys(Boc)-OH can be used for:
  • The solid-phase synthesis of pentasubstituted dihydroimidazolylbutyl dihydroimidazol-3-ium salts by coupling with p-methylbenzhydrylamine (MBHA) resin.
  • Fmoc-based peptide synthesis of bis-naphthalene diimide, a threading intercalator.
  • Synthesis of ε-Boc-ε-(3,5-bis-trifluoromethyl-benzyl)-α-Fmoc-L-Lysine to be used as 19F NMR based screening tool.

General description

Fmoc-Lys(Boc)-OH is an amino acid derivative used as a reagent in Fmoc solid-phase peptide synthesis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM8473
BCCK5911
BCCJ1479
BCCH5087
BCCG3746

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Improved synthesis of polyfluorinated l-lysine for 19F NMR-based screening.
Malgesini B, et al.
Molecular Diversity, 13(1), 53-56 (2009)
Solid-phase parallel synthesis of substituted dihydroimidazolylbutyl dihydroimidazol-3-ium salts.
Acharya AN, et al.
Tetrahedron Letters, 43(7), 1157-1160 (2002)
Marine Bacchi et al.
Protein science : a publication of the Protein Society, 25(12), 2225-2242 (2016-09-28)
Synthetic biology (or chemical biology) is a growing field to which the chemical synthesis of proteins, particularly enzymes, makes a fundamental contribution. However, the chemical synthesis of catalytically active proteins (enzymes) remains poorly documented because it is difficult to obtain
Marta Kulik et al.
Biochimie, 138, 32-42 (2017-04-12)
A fragment of 23S ribosomal RNA (nucleotides 1906-1924 in E. coli), termed Helix 69, forms a hairpin that is essential for ribosome function. Helix 69 forms a conformationally flexible inter-subunit connection with helix 44 of 16S ribosomal RNA, and the nucleotide
Bis-naphthalene diimide exhibiting an effective bis-threading intercalating ability.
Nojima T, et al.
Nucleic Acids Symposium Series, 3(1), 123-124 (2003)
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