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359688

Boc-Lys-OH

Name: Boc-Lys-OH
Brand: ALDRICH

99%

Synonym(s):

N_α-(tert-Butoxycarbonyl)-L-lysine, N_α-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

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Properties

Quality Level

200

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

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

Description

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.

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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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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)

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)

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Global Trade Item Number

SKU	GTIN
359688-1G	04061831813340