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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:
Molecular Weight:
246.30
Beilstein:
2417626
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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)
Shuqin Han et al.
Carbohydrate polymers, 90(2), 1061-1068 (2012-07-31)
A new third generation amphiphilic glycodendrimer was synthesized from a stearylamide lysine dendrimer by condensation of the oligosaccharide moiety. By stepwise condensation and deprotection of di-boc lysine from a core of stearyl amide lysine, a third-generation stearylamide lysine dendrimer was
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
P J Thornalley et al.
The Biochemical journal, 344 Pt 1, 109-116 (1999-11-05)
The glycation of proteins by glucose has been linked to the development of diabetic complications and other diseases. Early glycation is thought to involve the reaction of glucose with N-terminal and lysyl side chain amino groups to form Schiff's base

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