16305-88-7

Basic information

• Product Name: norophthalamic acid
• Synonyms: norophthalamic acid
• CAS NO: 16305-88-7
• Molecular Formula: C10H17N3O6
• Molecular Weight: 275.25848
• Mol File: 16305-88-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 195-199 °C (decomp)
• Boiling Point: 722.5°Cat760mmHg
• Flash Point: 390.7°C
• Appearance: /
• Density: 1.382g/cm³
• PKA: 2.22±0.10(Predicted)
• CAS DataBase Reference: norophthalamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: norophthalamic acid(16305-88-7)
• EPA Substance Registry System: norophthalamic acid(16305-88-7)

Safety Data

• Hazardous Substances Data: 16305-88-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H17N3O6/c1-5(9(17)12-4-8(15)16)13-7(14)3-2-6(11)10(18)19/h5-6H,2-4,11H2,1H3,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1

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Relevant articles and documents

UV-light-driven prebiotic synthesis of iron-sulfur clusters

Iron-sulfur clusters are ancient cofactors that play a fundamental role in metabolism and may have impacted the prebiotic chemistry that led to life. However, it is unclear whether iron-sulfur clusters could have been synthesized on prebiotic Earth. Dissolved iron on early Earth was predominantly in the reduced ferrous state, but ferrous ions alone cannot form polynuclear iron-sulfur clusters. Similarly, free sulfide may not have been readily available. Here we show that UV light drives the synthesis of [2Fe-2S] and [4Fe-4S] clusters through the photooxidation of ferrous ions and the photolysis of organic thiols. Iron-sulfur clusters coordinate to and are stabilized by a wide range of cysteine-containing peptides and the assembly of iron-sulfur cluster-peptide complexes can take place within model protocells in a process that parallels extant pathways. Our experiments suggest that iron-sulfur clusters may have formed easily on early Earth, facilitating the emergence of an iron-sulfur-cluster-dependent metabolism.

A Mild, General, Metal-Free Method for Desulfurization of Thiols and Disulfides Induced by Visible-Light

A visible-light-induced metal-free desulfurization method for thiols and disulfides has been explored. This radical desulfurization features mild conditions, robustness, and excellent functionality compatibility. It was successfully applied not only to the desulfurization of small molecules, but also to peptides.

Visible-light photoredox-catalyzed desulfurization of thiol- and disulfide-containing amino acids and small peptides

A scalable protocol for the desulfurization of cysteine by using visible light, the photocatalyst Ir(dF(CF3)ppy)2(dtb-bpy)PF6 and triethylphosphite under biphasic reaction conditions has been developed. The loading of the catalyst can be as low as 0.01?mol%, which can be efficiently removed during the workup (≤0.3?ppm), giving rise to the corresponding desulfurized product in high yields. This method has been applied also to cystine, penicillamine, and reduced and oxidized glutathione. The desulfurization has been found to be pH sensitive, with an optimal pH value of 6.5 and 7.0 for the cysteine derivatives and glutathione, respectively. In addition, during the desulfurization of a decapeptide containing cysteine and methionine, concurrent oxidation of the two sulfur-containing residues to disulfide and sulfoxide has been observed. Therefore, whereas the presented protocol allows a straightforward visible light-mediated desulfurization of simple thiols by using very low catalyst loading and a cost-effective trialkylphosphite as thiyl radical trapping agent, its application to complex substrates needs to be carefully validated. Copyright