Boc-Lys-OH Chemical Properties

Melting point:

~205 °C (dec.)(lit.)

alpha 

22 º (c=2, CH3OH)

Boiling point:

389.3°C (rough estimate)

Density 

1.1313 (rough estimate)

refractive index 

21.5 ° (C=2, MeOH)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Acetic Acid (Slightly), Methanol (Slightly, Sonicated), Water (Slightly, Heated,

form 

Powder

pka

3.92±0.21(Predicted)

color 

White

optical activity

[α]20/D +4.6±0.5°, c = 2% in H2O

Water Solubility 

Soluble in water. Slightly soluble in methanol.

BRN 

4252546

InChI

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

InChIKey

DQUHYEDEGRNAFO-QMMMGPOBSA-N

SMILES

C(O)(=O)[C@H](CCCCN)NC(OC(C)(C)C)=O

CAS DataBase Reference

13734-28-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

3

HS Code 

2924 19 00

HazardClass 

IRRITANT

MSDS

• Language:English Provider:N-alpha-(tert-Butoxycarbonyl)-L-lysine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Boc-Lys-OH Usage And Synthesis

Chemical Properties

white to off-white powder

Uses

N-Boc-L-lysine is a protected analogue of a major amino acid participating in the binding of AcH to proteins. N-Boc-L-lysine as well as other t-butoxycarbonyl (Boc) amino acids can be converted to their respective amino acids via cleavage of the urethane bond.

Uses

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.

Production Methods

L-lysine was added to acetone and Et3N under stirring at 25 °C. After that, di-tert-butyl dicarbonate was added. After 4.5 h, decompression evaporates acetone, and the water layer is extracted with ethyl ether 3 times. The dilute HC1 was added to the aqueous layer to adjust pH 2-3. The crude product was purified to obtain Boc-Lys-OH.

reaction suitability

Boc solid-phase peptide synthesis

Boc-Lys-OH(13734-28-6)Related Product Information

• BOC-L-Proline
• Boc-O-benzyl-L-tyrosine
• Boc-Ser(tBu)-OH
• N-BOC-O-Benzyl-L-serine
• BOC-HYP-OL
• N-Boc-L-Phenylalaninol
• N-Boc-exo-3-aminotropane
• BOC-D-Methionine
• N-Boc-D-Phenylalaninol
• N-Boc-L-Homoserine
• BOC-D-ALPHA-T-BUTYLGLYCINE
• N-Boc-D-Valino
• BOC-LYS(AC)-OH
• BOC-LYS(BOC)-OH DCHA
• N-Boc-N'-(2-chlorobenzyloxycarbonyl)-L-lysine
• N-Boc-N'-Cbz-L-lysine
• N-Boc-N'-Fmoc-L-Lysine
• Boc-Lys(Boc)-OH