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H-Lys(Boc)-OH

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Related articles
H-Lys(Boc)-OH Basic information
Product Name:H-Lys(Boc)-OH
Synonyms:(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;N-EPSILON-(TERT-BUTOXYCARBONYL)-L-LYSINE 97%
CAS:2418-95-3
MF:C11H22N2O4
MW:246.3
EINECS:
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
H-Lys(Boc)-OH Structure
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
pka2.53±0.24(Predicted)
form powder to crystal
color White to Almost white
Optical Rotation[α]20/D +18°, c = 1 in acetic acid
Water Solubility Slightly soluble in water.
BRN 2417626
Major Applicationpeptide synthesis
InChI1S/C11H22N2O4/c1-11(2,3)17-10(16)13-7-5-4-6-8(12)9(14)15/h8H,4-7,12H2,1-3H3,(H,13,16)(H,14,15)/t8-/m0/s1
InChIKeyVVQIIIAZJXTLRE-QMMMGPOBSA-N
SMILESCC(C)(C)OC(=O)NCCCC[C@H](N)C(O)=O
CAS DataBase Reference2418-95-3(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29241990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
H-Lys(Boc)-OH Usage And Synthesis
Chemical Propertieswhite crystalline powder
UsesIt is used as therapy to treat recurrent herpes simplex infections.
General DescriptionH-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 suitabilityreaction type: solution phase peptide synthesis
Synthesis
Fmoc-Lys(Boc)-OH

71989-26-9

H-Lys(Boc)-OH

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.
Tag:H-Lys(Boc)-OH(2418-95-3) Related Product Information
N-Carbobenzyloxyglycine Boc-Aib-OH Fmoc-N'-methyltrityl-L-lysine L-Lysine tert-Butyl carbazate Poly(L-lysine hydrobromide) Poly-L-lysine 5-Hydroxytryptophan (S)-2-amino-3-(4-(2-tert-butoxy-2-oxoethyl)phenyl)propanoic acid H-LYS(ALLOC)-OH N-EPSILON-ACETYL-L-LYSINE H-Lys(Boc)-OBzl·HCl Biocytin H-L-Pen-OH.HCl.H2O BOC-GLY-LEU-OH L-Phenylalanine, 4-cyclohexyl- H-L-Lys-NEt2.2HCl H-L-Tyr-NEt2.HCl