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Merck

359688

Sigma-Aldrich

Boc-Lys-OH

99%

Sinónimos:

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

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About This Item

Fórmula lineal:
NH2(CH2)4CH(COOH)NHCOOC(CH3)3
Número de CAS:
Peso molecular:
246.30
Beilstein/REAXYS Number:
4252546
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

optical activity

[α]20/D +22°, c = 2 in methanol

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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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.

Replaced by

Referencia del producto
Descripción
Precios

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
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)
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)
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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