111337-51-0

Basic information

• Product Name: 4-Nitrophenyl3-diazopyruvate
• Synonyms: p-Nitrophenyl3-diazopyruvate
• CAS NO: 111337-51-0
• Molecular Formula: C₉H₅N₃O₅
• Molecular Weight: 0
• Mol File: 111337-51-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 4-Nitrophenyl3-diazopyruvate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nitrophenyl3-diazopyruvate(111337-51-0)
• EPA Substance Registry System: 4-Nitrophenyl3-diazopyruvate(111337-51-0)

Safety Data

• Hazardous Substances Data: 111337-51-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H5N3O5/c10-11-5-8(13)9(14)17-7-3-1-6(2-4-7)12(15)16/h1-5H

Upstream product

• 100-02-7 4-nitro-phenol 
• 186581-53-3 diazomethane 
• 78974-67-1 p-Nitrophenyl chloroglyoxylate 

Downstream Products

• 160776-90-9 N-(4-aminophenyl)-3-diazopyruvamide 
• 160776-89-6 N-(3-aminophenyl)-3-diazopyruvamide 

Relevant articles and documents

Photoactivated coumaryl-diazopyruvate fluorescent label for amine functional groups of tissues containing type-I collagen

The design, synthesis and application of a new fluorescent-labeling reagent for collagen has been developed as a prerequisite for the design of a photoactivated collagen-crosslinking compound for surgical wound closure. The amine groups in collagen are the targets of a rational design for a new fluorophore because natural collagen crosslinks are formed between primary (1°) amine groups of lysine and hydroxylysine. The availability of 1° amines for crosslinking in native collagenous tissues was evaluated by reacting tendon and corneal samples with o-phthalaldehyde and dansyl chloride, fluorophores commonly used for the detection of 1° and 2° amines. The resulting fluorescent collagen fibrils indicated the presence of amines in native tissue. Subsequently, a photoactivated fluorescent label for 1° and 2° amines, coumaryl gamma-amino-butyric acid diazopyruvate (CGDP), was designed and synthesized. CGDP was first used to photolabel poly-L-lysine, forming a fluorescent, covalent bond to the 1° amine. CGDP was then photoreacted with corneal and tendon tissue samples to produce CGDP fluorescent-labeled samples that were statistically significantly more fluorescent than were the controls. These experiments support the postulate that 1° or 2° (or both) amines in native collagenous tissues are available to serve as targets for photoactivated collagen crosslinkers for wound closure.