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359661

Sigma-Aldrich

H-Lys(Boc)-OH

≥95%, for peptide synthesis

Synonym(s):

Nε-Boc-L-lysine

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About This Item

Linear Formula:
(CH3)3COCONH(CH2)4CH(NH2)COOH
CAS Number:
2418-95-3
Molecular Weight:
246.30
Beilstein:
2417626
MDL number:
MFCD00037221
UNSPSC Code:
12352209
PubChem Substance ID:
24862097
NACRES:
NA.22

product name

H-Lys(Boc)-OH, ≥95%

Assay

≥95%

form

powder

optical activity

[α]20/D +18°, c = 1 in acetic acid

reaction suitability

reaction type: solution phase peptide synthesis

mp

250 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)NCCCC[C@H](N)C(O)=O

InChI

1S/C11H22N2O4/c1-11(2,3)17-10(16)13-7-5-4-6-8(12)9(14)15/h8H,4-7,12H2,1-3H3,(H,13,16)(H,14,15)/t8-/m0/s1

InChI key

VVQIIIAZJXTLRE-QMMMGPOBSA-N

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General description

H-Lys(Boc)-OH also known as Nε-Boc-L-lysine, is commonly used in solution phase peptide synthesis.

Application

H-Lys(Boc)-OH can be used to prepare pentafluorophenyl esters which further used to synthesize β-peptides.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Solution phase synthesis of beta-peptides using micro reactors
P Watts
Tetrahedron, 58, 5427-5439 (2002)
April Case et al.
Analytical biochemistry, 338(2), 237-244 (2005-03-05)
Tissue transglutaminase (TGase) is a Ca(2+)-dependent enzyme that catalyzes cross-linking of intracellular proteins through a mechanism that involves isopeptide bond formation between Gln and Lys residues. In addition to its transamidation activity, TGase can bind guanosine 5'-triphosphate (GTP) and does
Maria Moccia et al.
International journal of pharmaceutics, 397(1-2), 179-183 (2010-07-06)
A novel nucleic acid compaction device based on a positively-charged alpha,epsilon-poly-l-lysine was realized for the first time. The polycationic peptide was obtained by assembling Fmoc and Boc orthogonally protected l-lysine monomers by solid phase synthesis. The route to the novel
Xiang Gao et al.
Molecular pharmaceutics, 10(1), 187-198 (2012-12-19)
PEGylated lipopeptide surfactants carrying drug-interactive motifs specific for a peptide-nitroxide antioxidant, JP4-039, were designed and constructed to facilitate the solubilization of this drug candidate as micelles and emulsion nanoparticles. A simple screening process based on the ability that prevents the
C Toniolo et al.
International journal of peptide and protein research, 23(1), 47-54 (1984-01-01)
A solid-state and solution analysis of the homo-oligopeptides from epsilon-tert.-butyloxycarbonyl-L-lysine with p-oxymethylbenzylcholestan-3 beta-yl succinate as C-terminal group, using infrared absorption and circular dichroism, is described. The occurrence of intermolecular beta-structure is seen in the solid state and in solvents of
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