Boc-1-aminocyclopropane-1-carboxylic acid
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Boc-1-aminocyclopropane-1-carboxylic acid

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Boc-1-aminocyclopropane-1-carboxylic acid is used as a reagent in the synthesis of pyrrolotriazinone derivatives as therapeutic PI3K inhibitors. Also used as a reagent in the synthesis of ether, carbamate and ester derivatives of adarotene as potential antitumor agents.

Category
BOC-Amino Acids
Catalog number
BAT-007939
CAS number
88950-64-5
Molecular Formula
C9H15NO4
Molecular Weight
201.22
Boc-1-aminocyclopropane-1-carboxylic acid
IUPAC Name
1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid
Synonyms
Boc-Acpc-OH; 1-(Boc-amino)cyclopropanecarboxylic acid; 1-[(TERT-BUTOXYCARBONYL)AMINO]CYCLOPROPANECARBOXYLIC ACID; 1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid; N-Boc-1-aminocyclopropanecarboxylic acid; 1-{[(Tert-Butoxy)Carbonyl]Amino}Cyclopropane-1-Carboxylic Acid; MFCD00083257; Cyclopropanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-; 1-tert-Butoxycarbonylamino-cyclopropanecarboxylic acid; Boc ACPC OH
Appearance
White crystalline powder
Purity
≥ 99% (HPLC)
Density
1.210±0.10 g/cm3 (Predicted)
Melting Point
167-178 °C
Boiling Point
347.6±21.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H15NO4/c1-8(2,3)14-7(13)10-9(4-5-9)6(11)12/h4-5H2,1-3H3,(H,10,13)(H,11,12)
InChI Key
DSKCOVBHIFAJRI-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC1(CC1)C(=O)O
1.Vanillic and syringic acids from biomass burning: Behaviour during Fenton-like oxidation in atmospheric aqueous phase and in the absence of light.
Santos GT1, Santos PS2, Duarte AC1. J Hazard Mater. 2016 Apr 7;313:201-208. doi: 10.1016/j.jhazmat.2016.04.006. [Epub ahead of print]
Biomass combustion is a threat to the environment since it emits to the atmosphere organic compounds, which may react and originate others more aggressive. This work studied the behaviours of vanillic and syringic acids, small aromatic tracers of biomass burning, during Fenton-like oxidation in aqueous phase and absence of light. For both compounds, the extent of oxidation increased with pH decrease from neutral to acid in atmospheric waters, but for vanillic acid the neutral pH was not able of promoting the oxidation. With the oxidation of both acids were formed chromophoric compounds, and the formation rate increased with the degree of electron-donator substituents in benzene ring. The initial and produced compounds were not totally degraded up to 24h of reaction at pH 4.5, suggesting that the night period may be not sufficient for their full degradation in atmospheric waters. The major compounds formed were the 3,4-dihydroxybenzoic acid for vanillic acid, and the 1,4-dihydroxy-2,6-dimethoxybenzene for syringic acid.
2.Ultra-trace graphene oxide in a water environment triggers Parkinson's disease-like symptoms and metabolic disturbance in zebrafish larvae.
Ren C1, Hu X2, Li X3, Zhou Q4. Biomaterials. 2016 Mar 31;93:83-94. doi: 10.1016/j.biomaterials.2016.03.036. [Epub ahead of print]
Over the past decade, the safety of nanomaterials has attracted attention due to their rapid development. The relevant health threat of these materials remains largely unknown, particularly at environmentally or biologically relevant ultra-trace concentrations. To address this, we first found that graphene oxide (GO, a carbon nanomaterial that receives extensive attention across various disciplines) at concentrations of 0.01 μg/L-1 μg/L induced Parkinson's disease-like symptoms in zebrafish larvae. In this model, zebrafish showed a loss of more than 90% of dopamine neurons, a 69-522% increase in Lewy bodies (α-synuclein and ubiquitin) and significantly disturbed locomotive activity. Moreover, it was also shown that GO was able to translocate from the water environment to the brain and localize to the nucleus of the diencephalon, thereby inducing structural and morphological damage in the mitochondria. Cell apoptosis and senescence were triggered via oxidative stress, as shown by the upregulation of caspase 8 and β-galactosidase.
3.Effect of alkyl polyglucoside and nitrilotriacetic acid combined application on lead/pyrene bioavailability and dehydrogenase activity in co-contaminated soils.
Chen T1, Liu X2, Zhang X1, Chen X1, Tao K1, Hu X1. Chemosphere. 2016 Apr 13;154:515-520. doi: 10.1016/j.chemosphere.2016.03.127. [Epub ahead of print]
At present, few research focus on the phytoremediation for organic pollutants and heavy metals enhanced by surfactants and chelate agents in the combined contaminated soils or sediments. In this study, the effect of a novel combined addition of alkyl polyglucoside (APG) and nitrilotriacetic acid (NTA) into pyrene and lead (Pb) co-contaminated soils on bioaccessiblity of pyrene/Pb and dehydrogenase activities (DHA) was studied. Through the comparison of the results with the alone and combined application, synergistic effect on bioaccessiblity of pyrene and Pb was found while APG and NTA was applied together. Results also indicated a significant promotion on the DHA in mixed addition of APG and NTA. In addition, correlation and principal component analysis were performed to better understand the relationship among APG/NTA, bioaccessiblity of pyrene/Pb and the DHA. Results showed that APG and NTA can affect DHA directly by themselves but also can affect DHA indirectly by changing bioaccessible pyrene and exchangeable Pb.
4.The bile acid Deoxycholate Elicits defenses in Arabidopsis and reduces bacterial infection.
Zarattini M1,2, Launay A1,3, Farjad M1, Wénès E1, Taconnat L4, Boutet S1, Bernacchia G2, Fagard M1. Mol Plant Pathol. 2016 Apr 16. doi: 10.1111/mpp.12416. [Epub ahead of print]
Crop yield loss is significantly affected by disease. Considering that the worldwide demand for agricultural products is increasing, there is a need to pursue the development of new methods to protect crops from disease. One mechanism of plant protection is through the activation of its immune system. By exogenous application, "plant activator molecules" with elicitor properties, can be used to activate the plant immune system. These defense-inducing molecules represent a powerful and often environment-friendly toolset to fight pathogens. We show that the secondary bile acid deoxycholic acid (DCA) induces defense in Arabidopsis and reduces the proliferation of two bacterial phytopathogens, Erwinia amylovora and Pseudomonas syringae pv. tomato. We describe the global defense response triggered by this new plant activator in Arabidopsis at the transcriptional level. Several induced genes were selected for further analysis by qRT-PCR: we describe the kinetics of their induction and we show that abiotic stress, such as moderate drought or nitrogen limitation, does not impede DCA induction of defense.
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