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Merck
CN

15456

Boc-Lys-OH

≥99.0% (NT)

Synonym(s):

Nα-(tert-Butoxycarbonyl)-L-lysine, Nα-Boc-L-lysine

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About This Item

Linear Formula:
NH2(CH2)4CH(COOH)NHCOOC(CH3)3
CAS Number:
Molecular Weight:
246.30
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
237-303-4
MDL number:
Beilstein/REAXYS Number:
4252546
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Quality Level

InChI key

DQUHYEDEGRNAFO-QMMMGPOBSA-N

InChI

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

SMILES string

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

assay

≥99.0% (NT)

form

solid

optical activity

[α]20/D +4.6±0.5°, c = 2% in H2O

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

~205 °C (dec.) (lit.)

application(s)

peptide synthesis

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General description

Boc-Lys-OH also known as Nα-Boc-L-lysine, is an amino acid derivative of lysine which is used in solid phase peptide synthesis.

Application

Boc-Lys-OH is used as a building block to form peptides that have bioorthogonal reactive groups via boc protected solid phase synthesis.

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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Building Blocks for the Construction of Bioorthogonally Reactive Peptides via Solid-Phase Peptide Synthesis
BM Zeglis
ChemistryOpen, 3, 48-53 (2014)
Mingqian Tan et al.
Pharmaceutical research, 31(6), 1469-1476 (2013-03-09)
To synthesize and evaluate a peptide targeted nanoglobular dual modal imaging agent specific to a cancer biomarker in tumor stroma for MRI and fluorescence visualization of prostate tumor in image-guided surgery. A peptide (CGLIIQKNEC, CLT1) targeted generation 2 nanoglobular (polylysine
Katherine A Miller et al.
Journal of bacteriology, 197(17), 2831-2839 (2015-06-24)
Salmonella enteric serovar Typhimurium, a major cause of food-borne illness, is capable of using a variety of carbon and nitrogen sources. Fructoselysine and glucoselysine are Maillard reaction products formed by the reaction of glucose or fructose, respectively, with the ε-amine
Griet Van Zeebroeck et al.
Nature chemical biology, 5(1), 45-52 (2008-12-09)
Transporter-related nutrient sensors, called transceptors, mediate nutrient activation of signaling pathways through the plasma membrane. The mechanism of action of transporting and nontransporting transceptors is unknown. We have screened 319 amino acid analogs to identify compounds that act on Gap1

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