ChemicalBook Product Catalog Biochemical Engineering Amino Acids and Derivatives Lysine derivatives Boc-Lys-OH

Boc-Lys-OH

Product NameBoc-Lys-OH
CAS13734-28-6
MFC11H22N2O4
MW246.3
EINECS237-303-4
MOL File13734-28-6.mol

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,
pka	3.92±0.21(Predicted)
form	Powder
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
Sequence	{Boc-Lys}
Major Application	peptide synthesis
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
Storage Class	11 - Combustible Solids

MSDS

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

Usage And Synthesis

Chemical Properties

white to off-white powder

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.

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.

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.
N-alpha-(tert-Butoxycarbonyl)-L-lysine

reaction suitability

Boc solid-phase peptide synthesis

References

[1] Patent: CN102993200, 2016, B. Location in patent: Paragraph 0050; 0051; 0052
[2] Journal of Materials Chemistry B, 2014, vol. 2, # 42, p. 7351 - 7359
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995, vol. 34, # 1, p. 45 - 47
[4] Chinese Chemical Letters, 2012, vol. 23, # 3, p. 297 - 300
[5] Patent: CN103833623, 2016, B. Location in patent: Paragraph 0058; 0059; 0062

Boc-Lys-OH

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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