Boc-Lys-OH CAS 13734-28-6

Introduction：Basic information about Boc-Lys-OH CAS 13734-28-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Boc-Lys-OH Basic information

• Product Name: Boc-Lys-OH
• Synonyms: N2-Boc-L-lysine;N-alpha-Acetyl-Nεn-Boc-L-lysine;Boc-Lys-OH >=99.0% (NT);Boc-Lys-OH 99%;(2S)-6-amino-2-(tert-butoxycarbonylamino)hexanoic acid;(2S)-6-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;(S)-2-[(tert-Butyloxycarbonyl)amino]-6-aminohexanoic acid
• CAS: 13734-28-6
• MF: C11H22N2O4
• MW: 246.3
• EINECS: 237-303-4
• Product Categories: Lysine [Lys, K];Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series;Amino Acids
• Mol File: 13734-28-6.mol

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,
• pka: 3.92±0.21(Predicted)
• form: Powder
• color: White
• Optical Rotation: [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

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

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 Preparation Products And Raw materials

• Raw materials: Water-->Acetone-->Triethylamine-->Di-tert-butyl dicarbonate-->L-Lysine
• Preparation Products: N-Boc-N'-Fmoc-L-Lysine-->(2S)-2-amino-6-{[(2-azidoethoxy)carbonyl]amino}hexanoic acid-->(S)-(2-OXO-AZEPAN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER-->N6-{[(2-Phenylethyl)amino]carbonothioyl}lysine (PEITC-Lys)-->N-α-Boc-propargyl-lysine-OH-->H-Lys(ivdde)-OH