6367-08-4

Basic information

• Product Name: AC-LYS(Z)-OH
• Synonyms: N-ALPHA-ACETYL,N-EPSILON-BENZYLOXYCARBONYL-L-LYSINE;AC-LYS(Z)-OH;ACETYL-N-EPSILON-Z-L-LYSINE;N-α-Acetyl-N-ε-Z-L-lysine;ACETYL-N-E-Z-L-LYSINE;N2-ACETYL-N6-[(PHENYLMETHOXY)CARBONYL]-L-LYSINE;N2-ACETYL-N6-CBZ-L-LYSINE;(S)-2-acetamido-6-(benzyloxycarbonylamino)hexanoic acid
• CAS NO: 6367-08-4
• Molecular Formula: C₁₆H₂₂N₂O₅
• Molecular Weight: 322.36
• Mol File: 6367-08-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 107-110 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))
• Boiling Point: 612.4 °C at 760 mmHg
• Flash Point: 324.1 °C
• Appearance: /
• Density: 1.204 g/cm³
• Vapor Pressure: 7.51E-16mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.65±0.10(Predicted)
• CAS DataBase Reference: AC-LYS(Z)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: AC-LYS(Z)-OH(6367-08-4)
• EPA Substance Registry System: AC-LYS(Z)-OH(6367-08-4)

Safety Data

• Hazardous Substances Data: 6367-08-4(Hazardous Substances Data)

Usage

Uses

Ac-Lys(Z)-O is a useful intermediate for the synthesis of new urea and nitrosourea derivatives of lysine and ornithine with anti-HIV activity.

InChI:InChI=1/C16H22N2O5/c1-12(19)18-14(15(20)21)9-5-6-10-17-16(22)23-11-13-7-3-2-4-8-13/h2-4,7-8,14H,5-6,9-11H2,1H3,(H,17,22)(H,18,19)(H,20,21)

Upstream product

• 1946-82-3 N-Ac-L-Lys-OH 
• 501-53-1 benzyl chloroformate 
• 56-87-1 L-lysine 
• 108-24-7 acetic anhydride 
• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 

Downstream Products

• 6367-09-5 N^α-Acetyl-N^ε-benzyloxycarbonyl-L-lysin-methylamid 
• 1370293-39-2 C₂₀H₃₁N₃O₄ 
• 50605-47-5 N^α-acetyl-N^ε-benzyloxycarbonyl-L-lysine methyl ester 
• 2392-56-5 N^ε-(2-Acetamido-2-ethoxycarbonyl-ethyl)-N^ε-(2,4-dinitro-phenyl)-N^α-acetyl-L-lysin 
• 2185-04-8 N^ε-(2-Amino-2-carboxy-ethyl)-N^ε-(2,4-dinitro-phenyl)-L-lysin 
• 18810-04-3 (S)-lysinoalanine 
• 6367-18-6 N^α-Acetyl-N^ε-(2,4-dinitro-phenyl)-L-lysin-methylamid 
• 6367-10-8 N_α-acetyl-L-lysine N'-methylamide 
• 945403-74-7 2'-N-(N-α-acetyl-N-ω-benzyloxycarbonyl-L-lysyl)-amino-2'-deoxyadenosine 
• 945403-68-9 2'-N-(N-α-acetyl-N-ω-benzyloxycarbonyl-L-lysyl)-amino-2'-deoxy-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-adenosine 
• 72724-87-9 ((S)-2-Acetylamino-6-benzyloxycarbonylamino-hexanoylamino)-acetic acid 
• 50557-87-4 N^α-Acetyl-N^ε-benzyloxycarbonyl-L-lysinamid 
• 1946-82-3 N-Ac-L-Lys-OH 

Relevant articles and documents

PRODRUGS OF CYTOTOXIC ACTIVE AGENTS HAVING ENZYMATICALLY CLEAVABLE GROUPS

The invention relates to novel prodrugs or conjugates of the general formula (Ia) in which cytotoxic drugs, for example kinesin spindle protein inhibitors, are masked with legumain-cleavable groups and hence release the drug, and to the use of these prodrugs or conjugates for treatment and/or prevention of diseases, and to the use of these prodrugs or conjugates for production of medicaments for treatment and/or prevention of diseases, especially of hyperproliferative and/or angiogenic disorders, for example cancers.

Molecular rotations of N(α)-acyl-L-lysines at various pH values

Molecular rotations of N(α)-acyl-L-lysines were determined in water and in water containing various amounts of HCl or NaOH. The acyl groups were formyl, acetyl, propionyl, and butyryl. Each N(α)-acyl-L-lysine exhibited more negative rotation in HCl or NaOH solution than in water. The plot of molecular rotation against amount of HCl or NaOH resembled that of a D-α-amino acid even though N(α)-acyl-lysine was of L-form. The reason for this is discussed from the standpoint of steric factors. N(ε)-Acyl-L-lysines corresponding to the N(α)-acyl-L-lysines were synthesized as reference compounds. It was found that water-soluble N(ε)-acyl-L-lysines can be easily prepared by acylation of the Cu complex solution of L-lysine hydrochloride in the presence of triethylamine. The molecular rotation plots for N(ε)-acyl-L-lysines were typical of L-α-amino acids.

The N-alpha-acetyl-methylamide of lysine, histidine, serine, tyrosine, cystine and tryptophan

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