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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000285560
0000253709
0000165378
0000189285
BGBC4904V

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Solution phase synthesis of beta-peptides using micro reactors
P Watts
Tetrahedron, 58, 5427-5439 (2002)
Ognyan K Argirov et al.
Biochimica et biophysica acta, 1620(1-3), 235-244 (2003-02-22)
Proteins are subject of posttranslational modification by sugars and their degradation products in vivo. The process is often referred as glycation. L-Dehydroascorbic acid (DHA), an oxidation product of L-ascorbic acid (vitamin C), is known as a potent glycation agent. A
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
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
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
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