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Sigma-Aldrich

Boc-Lys-OH

≥99.0% (NT)

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Synonym(s):
Nα-(tert-Butoxycarbonyl)-L-lysine, Nα-Boc-L-lysine
Linear Formula:
NH2(CH2)4CH(COOH)NHCOOC(CH3)3
CAS Number:
13734-28-6
Molecular Weight:
246.30
Beilstein:
4252546
EC Number:
237-303-4
MDL number:
MFCD00038203
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57647439
NACRES:
NA.22

Quality Level

200

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

SMILES string

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

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

InChI key

DQUHYEDEGRNAFO-QMMMGPOBSA-N

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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.

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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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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