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Fmoc-Lys(Boc)-OH

Fmoc-Lys(Boc)-OH Suppliers list
Company Name: Suzhou Highfine Biotech Co., Ltd  Gold
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Email: zhouyingxiang@highfine.com
Company Name: Gansu Province Baishixing Pharmaceutical Co.,Ltd  Gold
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Company Name: GL Biochem (Shanghai) Ltd  Gold
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Company Name: Lavem Chine Pharm Company  Gold
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Company Name: Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.  Gold
Tel: 025-66113011 13913916777
Email: cfzhang@aikonchem.com

Fmoc-Lys(Boc)-OH manufacturers

Fmoc-Lys(Boc)-OH Basic information
Product Name:Fmoc-Lys(Boc)-OH
Synonyms:Nα-FMoc-Nε-Boc-L-lysine;N^e-Boc-N^a-FMoc-L-lysine, 98%;ALPHA-FMOC-EPSILON-BOC-LYSINE;Nα-Fmoc-Nε-Boc-L-lysine;FMOC-D-LYSINE(BOC)-OH;FMOC-L-LYS(TBOC)-OH;FMOC-L-LYSINE(BOC);FMOC-L-LYSINE (TBOC)
CAS:71989-26-9
MF:C26H32N2O6
MW:468.54
EINECS:276-256-4
Product Categories:Amino Acid Derivatives;Amino Acids;Lysine [Lys, K];Fmoc-Amino Acids and Derivatives;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Fmoc-Amino Acids;Fmoc-Amino acid series
Mol File:71989-26-9.mol
Fmoc-Lys(Boc)-OH Structure
Fmoc-Lys(Boc)-OH Chemical Properties
Melting point 130-135 °C (dec.)
alpha -12 º (c=2,DMF 24 ºC)
Boiling point 570.69°C (rough estimate)
density 1.2301 (rough estimate)
refractive index -12 ° (C=1, DMF)
storage temp. Store below +30°C.
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka3.88±0.21(Predicted)
form Powder
color White
Optical Rotation[α]20/D 12±1°, c = 1% in DMF
Water Solubility Slightly soluble in water.
BRN 4217767
Stability:Stable. Incompatible with strong oxidizing agents.
Major Applicationpeptide synthesis
InChIKeyUMRUUWFGLGNQLI-QFIPXVFZSA-N
SMILESCC(C)(C)OC(=O)NCCCC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
CAS DataBase Reference71989-26-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Safety Statements 24/25-36/37/39-27-26
WGK Germany 3
HS Code 29224999
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
N-alpha-FMOC-Nepsilon-BOC-L-Lysine English
SigmaAldrich English
ACROS English
Fmoc-Lys(Boc)-OH Usage And Synthesis
DescriptionFmoc-Lys(Boc)-OH (Na-Fmoc-Ne-Boc-L-lysine) has emerged as the standard Fmoc-Lys derivative used in peptide synthesis. The Boc group on the side chain is stable under basic conditions and remains in place even through many Fmoc deprotection cycles. The Boc group of Fmoc-Lys(Boc)-OH is readily removed with trifluoroacetic acid (TFA) during cleavage of the peptide product from Wang resin or Rink amide resin. It could self-assemble to sphere like morphology in all conditions irrespective of concentration and heating. To prepare the FAPI-04 dimer complex, this compound could used as a linker to conjugate two FAPI-04 structures by an amide reaction. After further modification, the product can perform cancer theranostics[1-2].
Chemical Propertieswhite to light yellow crystal powde
UsesFmoc-Lys(Boc)-OH can be used for:
  • The solid-phase synthesis of pentasubstituted dihydroimidazolylbutyl dihydroimidazol-3-ium salts by coupling with p-methylbenzhydrylamine (MBHA) resin.
  • Fmoc-based peptide synthesis of bis-naphthalene diimide, a threading intercalator.
  • Synthesis of ε-Boc-ε-(3,5-bis-trifluoromethyl-benzyl)-α-Fmoc-L-Lysine to be used as 19F NMR based screening tool.

Uses Fmoc-Lys(Boc)-OH is used to prepare dimeric RGD peptide-paclitaxel conjugate as model for integrin-targeted drug delivery. It is also used to synthesize DOTA-conjugated multivalent cyclic-RGD peptide dendrimers for tumor targeting and imaging use.
reaction suitabilityreaction type: Fmoc solid-phase peptide synthesis
References[1] Gour N, et al. Controlled aggregation properties of modified single amino acids. ChemRxiv, 2021; 46.
[2] Zhong X, et al. Synthesis and Preclinical Evaluation of a Novel FAPI-04 Dimer for Cancer Theranostics. Molecular Pharmaceutics, 2023; 20: 2402–2414.
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