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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%

Quality Level

200

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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J T Sparrow et al.
Peptide research, 9(6), 297-304 (1996-11-01)
We have synthesized a hydrophilic crosslinked aminoalkyl polydimethylacrylamide-beaded support upon which peptides have been assembled using standard Fmoc chemistry in automated batch-wise equipment. The resin was prepared by the free radical-initiated co-polymerization of N,N-dimethylacryl-amide, N,N'-bisacrylyl-1,3-diaminopropane and a functional monomer N-methacrylyl-1,3-diaminopropane
K Itakura et al.
Chemical research in toxicology, 14(5), 473-475 (2001-05-23)
It has been suggested that protein modifications by malondialdehyde (MDA), a major product of lipid peroxidation, contribute to the fluorescence formation of lipofuscin. Although early studies proposed an aminoenimine structure (RNHCH=CHCH=NR) formed from MDA and the epsilon-amino groups of the
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
Takahito Mukai et al.
Biochemical and biophysical research communications, 371(4), 818-822 (2008-05-13)
We report a method for site-specifically incorporating l-lysine derivatives into proteins in mammalian cells, based on the expression of the pyrrolysyl-tRNA synthetase (PylRS)-tRNA(Pyl) pair from Methanosarcina mazei. Different types of external promoters were tested for the expression of tRNA(Pyl) in
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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