77236-13-6

Basic information

• Product Name: N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester
• Synonyms: N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester
• CAS NO: 77236-13-6
• Molecular Weight: 470.566
• Mol File: 77236-13-6.mol

Chemical Properties

• CAS DataBase Reference: N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester(77236-13-6)
• EPA Substance Registry System: N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester(77236-13-6)

Safety Data

• Hazardous Substances Data: 77236-13-6(Hazardous Substances Data)

Upstream product

• 2389-45-9 Boc-Lys(Z)-OH 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 24458-14-8 Lys(Z)-OBzl 
• 6366-70-7 N^ε-carbobenzoxy-L-lysine benzyl ester hydrochloride 
• 2389-45-9 Boc-Lys(Z)-OH 
• 13734-28-6 Boc-Lys-OH 
• 32769-96-3 Boc-Lys(Z)-Lys(Z)-OBzl 
• 82254-65-7 (S)-2-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoylamino)-6-benzyloxycarbonylamino-hexanoic acid benzyl ester 
• 114871-98-6 C₃₄H₄₄N₆O₇S 
• 171519-65-6 Boc-Arg(Tos)-Lys(Z)-OBzl 
• 166267-88-5 Boc-Cys(Acm)-Lys(Z)-OBzl 
• 166267-89-6 Boc-Asp(OBzl)-Cys(Acm)-Lys(Z)-OBzl 
• 166267-90-9 Boc-Glu(OBzl)-Asp(OBzl)-Cys(Acm)-Lys(Z)-OBzl 
• 166267-84-1 2 

Relevant articles and documents

Synthesis of the Tripeptides Tyr-Thr-Lys Phosphorylated with Isopropyl Methyl- and (Deuteromethyl)phosphonochloridates as Reference Standards for the Analysis of Biomedical Samples

A procedure for the phosphorylation of the tripeptide Tyr-Thr-Lys with isopropyl methyl- or (deuteromethyl)phosphonochloridate is developed. The phosphorylated tripeptides are intended for use as reference standards in the analysis of blood samples of people suspected to have been exposed to acetylcholinesterase inhibitors. Conditions of hromatographic separation and purification of the synthesized compounds are determined and optimized, which ensures the preparation of high-purity phosphorylated tripeptides.

Synthesis and Spectroscopic Properties of Fluorinated Coumarin Lysine Derivatives

The site-selective incorporation of fluorescent amino acids into proteins has emerged as a valuable alternative to expressible protein reporters. For successful application, a robust and scalable, yet flexible, route to non-natural amino acids is required. This work describes an improved synthesis of coumarin-conjugated lysine derivatives where fluorinated variants are accessed. These analogues can be utilized at low pH and should find application probing biological processes that operate under acidic conditions.

A new class of β-carboline alkaloid-peptide conjugates with therapeutic efficacy in acute limb ischemia/reperfusion injury

We describe a novel class of β-carboline alkaloid-peptide conjugates that possess both free radical scavenging and thrombolytic activity. These conjugates demonstrate therapeutic efficacy in a rat arterial thrombosis assay, as well as free radical scavenging capacity as evaluated in a PC12 cell survival assay. Our results indicate that β-carboline alkaloid-peptide conjugate 26a exerts a significant protective effect against local and remote organ injury induced by limb I/R injury in the rat.

Synthesis and biological activity of nitronyl nitroxide containing peptides

[1-(1′,3′-Dioxyl-4′,4′,5′, 5′-tetramethyldihydroimidazol-2-yl)-phenyl-4-yl]oxyacetic acid (4), a nitronyl nitroxide, and its peptide derivatives, N-[1-(1′,3′-dioxyl- 4′,4′,5′,5′-tetramethyldihydroimidazol-2-yl) -phenyl-4-yl]oxyacetyl-ARPAK (9a), -GRPAK (9b), and -QRPAK (9c), were synthesized and characterized. Judging from the results of electron spin resonance analysis, the newly synthesized nitronyl nitroxide containing peptides, 9a, 9b, and 9c, demonstrated the characteristics of free radicals. The free radical scavenging activities of 9a, 9b, and 9c were assessed using in vitro free radical scavenging tests. The thrombolysis effect of 9a, 9b, and 9c was evaluated using an euglobulin clot lysis test, a fibrinolytic lysis test, and in vivo thrombolysis tests. Results indicated that these nitronyl nitroxide containing peptides possessed both free radical scavenging activity and thrombolytic activity.

Granulopoiesis Inhibiting Factor: Synthesis and Biological Activity

Three schemes of synthesis for pentapeptide Glp-Glu-Asp-Cys-Lys-OH were compared.Acetamidomethyl protection was used for the mercapto group of cysteine.For the same purpose, cystine was used as the starting compound for synthesis.The optimal method was shown to be the solid phase method with S-acetamidomethyl cysteine protection that can be removed by mercuric acetate before the cleavage of a peptide from a polymer.The stabilized peptide inhibits proliferation of bone marrow cells of patients with chronic myeloleukemia 5- to 20-fold and has a less pronounced effect (up to 2-fold inhibition) on peripheral blood cells.Thus, its application for the therapy of hemoblastoses is promising. Key words: granulopoiesis inhibiting factor, solid phase peptide synthesis, cysteine-containing pentapeptide

Application of a unique automated synthesis system for solution-phase peptide synthesis

An automated synthesis system, which is suitable for repetitive syntheses using similar reaction procedures, was used to synthesize systematically a library of all possible dipeptides (25) and tripeptides (125) from 5 protected amino acids. The apparatus has also been applied to the automated synthesis of 10 fragment tripeptide derivatives that are constituents of the hormone PACAP-27. The measured molecular optical rotation values of the library of 125 tripeptides were found to correlate well with calculated values obtained by summation of the molecular optical rotation values for the constituent amino acids.