142723-69-1

Basic information

• Product Name: 2-Pentenoic Acid, 4-[[)1,1-Dimethylethoxy)Carbonyl]amino]-, (2E,4s)-(9CI)
• Synonyms: 2-Pentenoic Acid, 4-[[)1,1-Dimethylethoxy)Carbonyl]amino]-, (2E,4s)-(9CI)
• CAS NO: 142723-69-1
• Molecular Formula: C₁₀H₁₇NO₄
• Molecular Weight: 215.24628
• Mol File: 142723-69-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 377.1°C at 760 mmHg
• Flash Point: 181.8°C
• Appearance: /
• Density: 1.106g/cm³
• Vapor Pressure: 1E-06mmHg at 25°C
• Refractive Index: 1.48
• CAS DataBase Reference: 2-Pentenoic Acid, 4-[[)1,1-Dimethylethoxy)Carbonyl]amino]-, (2E,4s)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentenoic Acid, 4-[[)1,1-Dimethylethoxy)Carbonyl]amino]-, (2E,4s)-(9CI)(142723-69-1)
• EPA Substance Registry System: 2-Pentenoic Acid, 4-[[)1,1-Dimethylethoxy)Carbonyl]amino]-, (2E,4s)-(9CI)(142723-69-1)

Safety Data

• Hazardous Substances Data: 142723-69-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H17NO4/c1-7(5-6-8(12)13)11-9(14)15-10(2,3)4/h5-7H,1-4H3,(H,11,14)(H,12,13)/b6-5+/t7-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 104700-37-0 ethyl [L-(trans)]-4-[(t-butoxycarbonyl)amino]-2-pentenoate 
• 5927-18-4 trimethyl phosphonoacetate 
• 79069-50-4 Boc-Ala-H 
• 28875-17-4 (S)-N-(tert-butoxycarbonyl)alanine methyl ester 
• 3095-95-2 diethylphosphonoacetic acid 
• 142723-77-1 methyl (E,4S)-4-[(tert-butoxycarbonyl)amino]-2-pentenoate 
• 34159-46-1 dimethylphosphonoacetic acid 
• 15761-38-3 L-N-Boc-Ala 
• 146553-06-2 tert-butyl {(S)-1-[methoxy(methyl)amino]-1-oxopropan-2-yl}carbamate 

Downstream Products

• 1256121-14-8 C₁₆H₁₆F₅NO₄ 
• 207924-92-3 (4S)-4-[(tert-butoxycarbonyl)amino]pentanoic acid 

Relevant articles and documents

Cyclic Depsipeptide BE-43547A2: Synthesis and Activity against Pancreatic Cancer Stem Cells

Asymmetric total synthesis of the cyclic depsipeptide BE-43547A2 was achieved in 15 linear steps on a 350 mg scale in one batch. The synthesis features the highly diastereoselective construction of an α-hydroxy-β-ketoamide through α-hydroxylation with a d.r. of up to 86:1. BE-43547A2 significantly reduces the percentage of pancreatic cancer stem cells (PCSCs) in Panc-1 cell cultures, and dramatically reduces the tumorsphere-forming capability of Panc-1 cells. An in vivo tumor-initiation assay, a gold standard for cancer stem cell assays, confirmed that BE-43547A2 can abolish the tumorigenesis of Panc-1 cells. The anti-PCSC activity of BE-43547A2 could make this depsipeptide scaffold a promising starting point for discovering new PCSC-targeting drugs.

CONJUGATES AND METHODS OF USING THE SAME

Disclosed are conjugates including a recognition element covalently bonded to or linked through a linker to a payload. The payload is a pharmaceutical agent (e.g., an antineoplastic agent, anti-infective agent, or anti-inflammatory agent) or a diagnostic agent. Also disclosed are methods of using the conjugates.

Self-assembly to function: Design, synthesis, and broad spectrum antimicrobial properties of short hybrid e -vinylogous lipopeptides

Nonribosomal E-vinylogous γ-amino acids are widely present in many peptide natural products and have been exploited as inhibitors for serine and cysteine proteases. Here, we are reporting the broad spectrum antimicrobial properties and self-assembled nanostructures of various hybrid lipopeptides composed of 1:1 alternating α- and E-vinylogous residues. Analysis of the results revealed that self-assembled nanostructures also play a significant role in the antimicrobial and hemolytic activities. In contrast to the α-peptide counterparts, vinylogous hybrid peptides displayed excellent antimicrobial properties against various bacterial and fungal strains. Peptides that adopted nanofiber structures displayed less hemolytic activity, while peptides that adopted nanoneedle structures displayed the highest hemolytic activity.