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About This Item
Linear Formula:
(CH3)3COCONH(CH2)4CH(NH2)COOH
CAS Number:
Molecular Weight:
246.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
2417626
Product Name
H-Lys(Boc)-OH, ≥95%
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
SMILES string
CC(C)(C)OC(=O)NCCCC[C@H](N)C(O)=O
InChI key
VVQIIIAZJXTLRE-QMMMGPOBSA-N
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
Quality Level
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
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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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
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
Solution phase synthesis of beta-peptides using micro reactors
P Watts
Tetrahedron, 58, 5427-5439 (2002)
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