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H-Lys(Boc)-OH

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H-Lys(Boc)-OH Basic information

Product Name:
H-Lys(Boc)-OH
Synonyms:
  • Lys(Boc)-OH
  • (S)-2-AMino-6-((tert-butoxycarbonyl)aMino)hexanoic acid
  • L-Lysine,N6-[(1,1-diMethylethoxy)carbonyl]-
  • H-Lys(Boc)-OH >=95%
  • Nε-Boc-L-Lysine≥ 98% (HPLC)
  • Ne-Boc-L-lysine Nε-Boc-L-lysine N-epsilon-tert-Butoxycarbonyl-L-lysine
  • Nepsilon-Boc-L-lysine H-Lys(Boc)-OH
  • N6-Boc-L-lysine
CAS:
2418-95-3
MF:
C11H22N2O4
MW:
246.3
Product Categories:
  • Lysine [Lys, K]
  • Amino Acids and Derivatives
  • Amino Acids (N-Protected)
  • Biochemistry
  • Boc-Amino Acids
  • Boc-Amino acid series
  • Amino Acids
Mol File:
2418-95-3.mol
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H-Lys(Boc)-OH Chemical Properties

Melting point:
250 °C (dec.)(lit.)
alpha 
17 º (c=1% in acetic acid)
Boiling point:
389.3°C (rough estimate)
Density 
1.1313 (rough estimate)
refractive index 
18 ° (C=1, AcOH)
storage temp. 
2-8°C
solubility 
Soluble in DMSO
form 
powder to crystal
pka
2.53±0.24(Predicted)
color 
White to Almost white
optical activity
[α]20/D +18°, c = 1 in acetic acid
Water Solubility 
Slightly soluble in water.
BRN 
2417626
InChIKey
VVQIIIAZJXTLRE-QMMMGPOBSA-N
CAS DataBase Reference
2418-95-3(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29241990

MSDS

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H-Lys(Boc)-OH Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

It is used as therapy to treat recurrent herpes simplex infections.

General Description

H-Lys(Boc)-OH, also known as H-Lys(t-BOC)-OH, is an ε-amino-protected lysine. Its e-amino free lysine could be conjugated to polyurethane surfaces by reaction of the alpha-amino group with the NHS and deprotection. The covalent conjugation was carried out in phosphate-buffered saline (PBS), pH 8.2. Lysine was used to create a plasminogen-binding potentially fibrinolytic surface[1].

References

[1] Chen H , et al. Surfaces having dual fibrinolytic and protein resistant properties by immobilization of lysine on polyurethane through a PEG spacer. Journal of Biomedical Materials Research Part A, 2008; 90A: 940-946.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

71989-26-9

2418-95-3

Step 1. N-alpha-Fluorenylmethoxycarbonyl-N-epsilon-tert-butoxycarbonyl-L-lysine (5 g, 10.7 mmol) was dissolved in dichloromethane (DCM) at room temperature and piperidine (5.5 ml, 53 mmol) was added with stirring. The reaction mixture was stirred continuously for 16 hours at room temperature. Upon completion of the reaction, the reaction mixture was extracted with water, the aqueous phase was combined and concentrated to afford N(e)-Boc-L-lysine (20-3) in 95% yield.

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