86060-82-4

Basic information

• Product Name: Nepsilon-Fmoc-Nalpha-Cbz-L-Lysine
• Synonyms: N-ALPHA-FMOC-N-EPSILON-Z-L-LYSINE;N-ALPHA-CARBOBENZOXY-N EPSILON-(9FLUORENYLMETHOXYCARBONYL)-L-LYSINE;N-ALPHA-FMOC-N-EPSILON-BENZYLOXYCARBONYL-L-LYSINE;N-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-CBZ-L-LYSINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-CARBOBENZOXY-L-LYSINE;N ALPHA-9-FLUORENYLMETHYLOXYCARBONYL-N OMEGA-BENZYLOXYCARBONYL-L-LYSINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-(BENZYL-OXYCARBONYL)-L-LYSINE;Z-LYSINE(FMOC)-OH
• CAS NO: 86060-82-4
• Molecular Formula: C₂₉H₃₀N₂O₆
• Molecular Weight: 502.56
• Product Categories: Amino Acid Derivatives;Lysine [Lys, K];Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 86060-82-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 110-120 °C
• Boiling Point: 751.2 °C at 760 mmHg
• Flash Point: 408.1 °C
• Appearance: /
• Density: 1.261 g/cm³
• Vapor Pressure: 1.04E-23mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 3.88±0.21(Predicted)
• BRN: 3578530
• CAS DataBase Reference: Nepsilon-Fmoc-Nalpha-Cbz-L-Lysine(CAS DataBase Reference)
• NIST Chemistry Reference: Nepsilon-Fmoc-Nalpha-Cbz-L-Lysine(86060-82-4)
• EPA Substance Registry System: Nepsilon-Fmoc-Nalpha-Cbz-L-Lysine(86060-82-4)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 86060-82-4(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

Fmoc-Lys(Z)-OH, is an amino acid derivative, used in chemical synthesis and peptide chemistry.

InChI:InChI=1/C29H30N2O6/c32-27(33)26(16-8-9-17-30-28(34)36-18-20-10-2-1-3-11-20)31-29(35)37-19-25-23-14-6-4-12-21(23)22-13-5-7-15-24(22)25/h1-7,10-15,25-26H,8-9,16-19H2,(H,30,34)(H,31,35)(H,32,33)/t26-/m0/s1

Upstream product

• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 88744-04-1 (9-fluorenyl)methyl pentafluorophenyl carbonate 

Downstream Products

• 116064-01-8 Fmoc-Lys(Z)-OSu 
• 86060-97-1 Fmoc-Lys(Z)-OPfp 
• 78326-84-8 Cyclo 
• 103321-56-8 FMOC-Lys(Z)-Cl 
• 122903-72-4 p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysinate 
• 205756-73-6 2-{2-[(S)-6-Benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-2-methyl-propionylamino}-2-methyl-propionic acid tert-butyl ester 
• 105047-45-8 Fmoc-Lys-OH 
• 862473-40-3 Fmoc-L-Lys(Cbz)-Pro-OBu^t 
• 903518-33-2 C₅₆H₈₁N₉O₁₄S 
• 903518-34-3 cyclo-[Arg(Pbf)-Gly-Asp(OtBu)-D-Tyr(OtBu)-Lys-H] 
• 862473-27-6 (2S,2'S,3''S,4''S)-1-[2'-(3''-amino-2''-oxo-4''-vinyl-piperidin-1''-yl)-6'-benzyloxycarbonylamino-hexanoyl]-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 862473-26-5 (2S,2'S,3''S,4''S)-1-[6'-benzyloxycarbonylamino-2'-(3''-tert-butoxycarbonylamino-2''-oxo-4''-vinyl-piperidin-1''-yl)-hexanoyl]-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 862473-23-2 (4S,1'S,1'''S,2''''S)-4-(1'-{2''-[5'''-benzyloxycarbonylamino-1'''-(2''''-tert-butoxycarbonyl-pyrrolidine-1''''-carbonyl)-pentylamino]-ethyl}-allyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 

Relevant articles and documents

Synthesis method of double different protected amino acids

The invention relates to a synthesis method of double different protected amino acids.The technical problems of harsh reaction conditions, inapplicability of production enlarging and the like in an existing synthesis method are mainly solved. According to the technical scheme, the synthesis method of double different protected amino acids comprises the following steps: one of Boc20, Alloc-Cl or Cbz-Osuis added to amino alcohol under the action of an alkaline reagent to obtain a compound 1; the compound 1 reacts with methanesulfonyl chloride or paratoluensulfonyl chloride to obtain an intermediate, then a halide is added into acetone, heating and refluxing are executed to obtain a compound 2; the compound 2 is condensed with diethyl acetamidomalonate under the action of an alkaline agent togenerate a compound 3; the compound 3 is dissolved in alcohol and water, an inorganic base is added, heating, hydrolyzing and decarboxylating are executed to obtain a compound 4; acetylase is added into deionized water to obtain a compound 5 through enzymolysis; amino acid protection is executed, wherein one of Fmoc-Osu, Cbz-OSu, Alloc-Cl or Boc20 is added into thecompound 5 under the action of an alkaline agent to generatea target compound A.

Nε-Modified lysine containing inhibitors for SIRT1 and SIRT2

Sirtuins catalyze the NAD+ dependent deacetylation of N ε-acetyl lysine residues to nicotinamide, O′-acetyl-ADP- ribose (OAADPR) and Nε-deacetylated lysine. Here, an easy-to-synthesize Ac-Ala-Lys-Ala sequence has been used as a probe for the screening of novel Nε-modified lysine containing inhibitors against SIRT1 and SIRT2. Nε-Selenoacetyl and N ε-isothiovaleryl were the most potent moieties found in this study, comparable to the widely studied Nε-thioacetyl group. The Nε-3,3-dimethylacryl and Nε-isovaleryl moieties gave significant inhibition in comparison to the Nε-acetyl group present in the substrates. In addition, the studied Nε- alkanoyl, Nε-α,β-unsaturated carbonyl and N ε-aroyl moieties showed that the acetyl binding pocket can accept rather large groups, but is sensitive to even small changes in electronic and steric properties of the Nε-modification. These results are applicable for further screening of Nε-acetyl analogues.

Angiopeptin cyclopeptide compounds

The invention relates to a compound selected from those of formula (I) (SEQ ID NO:1): STR1 in which R1, R2, X1 and X2 are as defined in the description, useful as inhibitor of the proliferation component of vascular smooth muscle cells.