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359688

Sigma-Aldrich

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
Beilstein:
4252546
MDL number:
MFCD00038203
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24862098
NACRES:
NA.22

Quality Level

200

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

Product No.
Description
Pricing

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)

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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)
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.
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)
Sanela Martić et al.
Dalton transactions (Cambridge, England : 2003), 40(28), 7264-7290 (2011-04-13)
The field of chemical and biological sensing is increasingly dependent on the availability of new functional materials that enhance the ability of the system to respond to chemical interactions. Organometallic bioconjugates derived from amino acids, peptides, proteins, peptide nucleic acids
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