Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

359688

Sigma-Aldrich

Boc-Lys-OH

99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

Looking for similar products? Visit Product Comparison Guide

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBX4422
BCBT6840
BCBV1752
BCBV1755
BCBV0312

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Synthesis of lysine derivatives containing aza-crown ethers and a chromophore unit
Ossowski T, et al.
Tetrahedron Letters, 46(10), 1735-1738 (2005)
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
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.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service