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Merck
CN

359688

Boc-Lys-OH

99%

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:
13734-28-6
Molecular Weight:
246.30
NACRES:
NA.22
PubChem Substance ID:
24862098
eCl@ss:
32160406
UNSPSC Code:
12352209
MDL number:
MFCD00038203
Beilstein/REAXYS Number:
4252546

Key Documents

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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

InChI key

DQUHYEDEGRNAFO-QMMMGPOBSA-N

assay

99%

form

solid

optical activity

[α]/D 4.1 to 5.1°, c = 2 in water

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

~205 °C (dec.) (lit.)

application(s)

peptide synthesis

Quality Level

200

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Related Categories

Application

Boc-Lys-OH (Nα-Boc-L-lysine) can be used as a building block to synthesize:
  • A heterotrifunctional peptide-based linker molecule applicable as a bio-labeling reagent.
  • Lysine derivatives of azamacrocycle and anthraquinone.
  • Boc-Lys(Bn4-DTPA)-OH, a precursor to synthesize diethylene triamine pentaacetic acid (DTPA) containing peptides.
  • A ferrocene-amino acid conjugate which is used in developing chemical warfare agent (CWA) sensor.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0206
BCCN3631
BCCN0451
BCCM4583
BCBX4422

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Synthesis of lysine derivatives containing aza-crown ethers and a chromophore unit
Ossowski T, et al.
Tetrahedron Letters, 46(10), 1735-1738 (2005)
A novel heterotrifunctional peptide-based cross-linking reagent for facile access to bioconjugates. Applications to peptide fluorescent labelling and immobilisation
Clave G, et al.
Organic & Biomolecular Chemistry, 6(17), 3065-3078 (2008)
Synthesis of Nα-Boc-Nε-tetrabenzyl-DTPA-l-lysine and Nα-Fmoc-Nε-tetra-t-butyl-DTPA-l-lysine, building blocks for solid phase synthesis of DTPA-containing peptides
Davies JS and Al-Jamri L
Journal of Peptide Science, 8(12), 663-670 (2002)
Carla Kühn et al.
Molecular nutrition & food research, 62(20), e1800588-e1800588 (2018-08-10)
Different metabolic and excretion pathways of the benzyl glucosinolate breakdown products benzyl isothiocyanate and benzyl cyanide are investigated to obtain information about their multiple fate after ingestion. Detailed focus is on the so far underestimated transformation/excretion pathways-protein conjugation and exhalation.
Carla Kühn et al.
Journal of agricultural and food chemistry, 66(26), 6727-6733 (2018-06-09)
Glucosinolates and their breakdown products, especially isothiocyanates (ITCs), are hypothesized to exert a broad range of bioactivities. However, physiological mechanisms are not yet completely understood. In this study, formation of protein conjugates after incubation with benzyl isothiocyanate (BITC) was investigated
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