(R)-2-[(t-Butoxycarbonyl)amino]-4-bromo-4-pentenoic acid
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(R)-2-[(t-Butoxycarbonyl)amino]-4-bromo-4-pentenoic acid

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Category
BOC-Amino Acids
Catalog number
BAT-003026
CAS number
149930-92-7
Molecular Formula
C10H16BrNO4
Molecular Weight
294.14
(R)-2-[(t-Butoxycarbonyl)amino]-4-bromo-4-pentenoic acid
IUPAC Name
(2R)-4-bromo-2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoic acid
Synonyms
(R)-2-Boc-amino-4-bromo-4-pentenoic acid; (2R)-4-bromo-2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoic acid; Boc-D-2-Amino-4-bromo-4-pentenoic acid
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.407±0.060 g/cm3
Melting Point
102-108 °C
Boiling Point
396.7±42.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H16BrNO4/c1-6(11)5-7(8(13)14)12-9(15)16-10(2,3)4/h7H,1,5H2,2-4H3,(H,12,15)(H,13,14)/t7-/m1/s1
InChI Key
AKUQAUPMGSKZIY-SSDOTTSWSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=C)Br)C(=O)O
1.Histone deacetylase inhibitor-induced cancer stem cells exhibit high pentose phosphate pathway metabolism.
Debeb BG1,2, Lacerda L1,2, Larson R1,2, Wolfe AR1,2, Krishnamurthy S3,2, Reuben JM4,2, Ueno NT5,2, Gilcrease M3, Woodward WA1,2. Oncotarget. 2016 Apr 7. doi: 10.18632/oncotarget.8631. [Epub ahead of print]
PURPOSE: We recently demonstrated that histone deacetylase (HDAC) inhibitors can "reprogram" differentiated triple-negative breast cancer cells to become quiescent stem-like cancer cells. We hypothesized that the metabolic state of such cells differs from that of their differentiated progeny.
2.Omega-9 Oleic Acid Induces Fatty Acid Oxidation and Decreases Organ Dysfunction and Mortality in Experimental Sepsis.
Gonçalves-de-Albuquerque CF1, Medeiros-de-Moraes IM1, Oliveira FM1, Burth P2, Bozza PT1, Castro Faria MV3, Silva AR1, Castro-Faria-Neto HC1,4. PLoS One. 2016 Apr 14;11(4):e0153607. doi: 10.1371/journal.pone.0153607.
Sepsis is characterized by inflammatory and metabolic alterations, which lead to massive cytokine production, oxidative stress and organ dysfunction. In severe systemic inflammatory response syndrome, plasma non-esterified fatty acids (NEFA) are increased. Several NEFA are deleterious to cells, activate Toll-like receptors and inhibit Na+/K+-ATPase, causing lung injury. A Mediterranean diet rich in olive oil is beneficial. The main component of olive oil is omega-9 oleic acid (OA), a monounsaturated fatty acid (MUFA). We analyzed the effect of OA supplementation on sepsis. OA ameliorated clinical symptoms, increased the survival rate, prevented liver and kidney injury and decreased NEFA plasma levels in mice subjected to cecal ligation and puncture (CLP). OA did not alter food intake and weight gain but diminished reactive oxygen species (ROS) production and NEFA plasma levels. Carnitine palmitoyltransferase IA (CPT1A) mRNA levels were increased, while uncoupling protein 2 (UCP2) liver expression was enhanced in mice treated with OA.
3.Positive Impact of Nutritional Interventions on Serum Symmetric Dimethylarginine and Creatinine Concentrations in Client-Owned Geriatric Cats.
Hall JA1, MacLeay J2, Yerramilli M3, Obare E3, Yerramilli M3, Schiefelbein H2, Paetau-Robinson I2, Jewell DE2. PLoS One. 2016 Apr 14;11(4):e0153654. doi: 10.1371/journal.pone.0153654.
A prospective study was conducted in client-owned geriatric cats to evaluate the short- term effects of a test food on serum symmetric dimethylarginine (SDMA) and creatinine (Cr) concentrations. Test food contained functional lipids (fish oil), antioxidants (vitamins C and E), L-carnitine, botanicals (vegetables), highly bioavailable protein, and amino acid supplements. Cats (n = 80) were fed either test food or owner's-choice foods (non-nutritionally controlled cohort). Cats were included based on age (≥ 9 years), indoor only, neutered, and free of chronic disease. At baseline, all cats had serum Cr concentrations within the reference interval. Renal function biomarkers and urinalysis results at baseline and after consuming test food or owner's-choice foods for 3 and 6 months were evaluated. Cats consuming test food showed significant decreases in serum Cr and BUN concentrations across time. Overall, cats consuming owner's-choice foods showed significant increases in serum SDMA concentrations at 3 and 6 months compared with baseline (P ≤ 0.
4.Neutrophil Isolation and Analysis to Determine their Role in Lymphoma Cell Sensitivity to Therapeutic Agents.
Hirz T1, Dumontet C2. J Vis Exp. 2016 Mar 25;(109). doi: 10.3791/53846.
Neutrophils are the most abundant (40% to 75%) type of white blood cells and among the first inflammatory cells to migrate towards the site of inflammation. They are key players in the innate immune system and play major roles in cancer biology. Neutrophils have been proposed as key mediators of malignant transformation, tumor progression, angiogenesis and in the modulation of the antitumor immunity; through their release of soluble factors or their interaction with tumor cells. To characterize the specific functions of neutrophils, a fast and reliable method is coveted for in vitro isolation of neutrophils from human blood. Here, a density gradient separation method is demonstrated to isolate neutrophils as well as mononuclear cells from the blood. The procedure consists of layering the density gradient solution such as Ficoll carefully above the diluted blood obtained from patients diagnosed with chronic lymphocytic leukemia (CLL), followed by centrifugation, isolation of mononuclear layer, separation of neutrophils from RBCsby dextran then lysis of residual erythrocytes.
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