4271-30-1Relevant articles and documents
Reactivity of conjugated and unconjugated pterins with singlet oxygen (O2(1Δg)): Physical quenching and chemical reaction
Cabrerizo, Franco M.,Laura Dantola,Petroselli, Gabriela,Capparelli, Alberto L.,Thomas, Andres H.,Braun, Andre M.,Lorente, Carolina,Oliveros, Esther
, p. 526 - 534 (2007)
Pterins (PTs) belong to a class of heterocyclic compounds present in a wide range of living systems. They participate in relevant biological functions and are involved in different photobiological processes. We have investigated the reactivity of conjugated PTs (folic acid [FA], 10-methylfolic acid [MFA], pteroic acid [PA]) and unconjugated PTs (PT, 6-hydroxymethylpterin [HPT], 6-methylpterin [MPT], 6,7-dimethylpterin [DPT], rhamnopterin [RPT]) with singlet oxygen (1O2) in aqueous solutions, and compared the efficiencies of chemical reaction and physical quenching. The chemical reactions between 1O2, produced by photosensitization, and PT derivatives were followed by UV-visible spectrophotometry and high-performance liquid chromatography, and corresponding rate constants (kr) were evaluated. Whenever possible, products were identified and quantified. Rate constants of 1O2 total quenching by the PT derivatives investigated were obtained from steady-state 1O2 luminescence measurements. Results show that the behavior of conjugated PTs differs considerably from that of unconjugated derivatives, and the mechanisms of 1O2 physical quenching by these compounds and of their chemical reaction with 1O2 are discussed in relation to their structural features.
Unexpected photoactivation pathways in a folate-receptor-targetedtrans-diazido Pt(iv) anticancer pro-drug
Gandioso, Albert,Marchán, Vicente,Rovira, Anna,Sadler, Peter J.,Shi, Huayun
, p. 11828 - 11834 (2020)
A conjugate between a photoactivetrans-diazido Pt(iv) pro-drug,trans,trans,trans-[Pt(N3)2(OH)2(py)2], and folic acid has been synthesized and fully characterized by high resolution ESI-MS, NMR and UV-vis spectroscopy. Photoactivation of the Pt-folate conjugate with visible light confirmed the generation of cytotoxic Pt(ii) species capable of binding to guanine nucleobases. Importantly, photoreduction of the Pt(iv) complex triggered the photodecomposition of the folate vector into ap-aminobenzoate-containing fragment and several pterin derivatives, including 6-formylpterin. Besides exhibiting high dark stability in physiological-like conditions, the Pt-folate conjugate wasca. 2× more photocytotoxic towards MCF-7 breast cancer cell line than its parent Pt(iv) complex with a high photoselectivity index (PI > 6.9). The higher photocytotoxicity of the conjugate may be a consequence of its higher cellular accumulation and of the generation of a set of different cytotoxic species, including Pt(ii) photoproducts and several pterin derivatives, which are known to generate ROS.
DEVELOPING A CATALYST FOR HYDROGENATION OF p-NITROBENZOYL-L-GLUTAMIC ACID
Sadykova, D. A.,Kuz'micheva, E. L.,Dmitrieva, I. I.,Abdykadyrov, A. A.,Razikov, K. Kh.
, p. 273 - 275 (1985)
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Preparation method of N (4-aminobenzoyl)-L-glutamic acid
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Paragraph 0029; 0030, (2016/10/31)
The invention provides a preparation method of N (4-aminobenzoyl)-L-glutamic acid. According to the method, p-nitrobenzoic acid is taken as a raw material, BTC/C2H4Cl1 is taken as an acylating chlorination agent, DMF (dimethyl formamide) is added to serve as an initiator, and p-nitrobenzoyl chloride is prepared through reaction at a reflux temperature; p-nitrobenzoyl chloride and sodium glutamate have condensation, and N-(4-nitrobenzoyl)-L-glutamic acid is prepared; N-(4-nitrobenzoyl)-L-glutamic acid is reduced by Pd/C/HCO2NH4, and N (4-aminobenzoyl)-L-glutamic acid is prepared. The preparation method has mild reaction conditions and is simple in process, easy to operate and suitable for industrial production; few three wastes are generated, and a product has high purity and high yield.