Isoserine
Isoserine structure
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Common Name | Isoserine | ||
|---|---|---|---|---|
| CAS Number | 565-71-9 | Molecular Weight | 105.093 | |
| Density | 1.4±0.1 g/cm3 | Boiling Point | 386.6±27.0 °C at 760 mmHg | |
| Molecular Formula | C3H7NO3 | Melting Point | 235ºC (dec.) | |
| MSDS | Chinese USA | Flash Point | 187.6±23.7 °C | |
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Novel parent structures for inhibitors of the murine GABA transporters mGAT3 and mGAT4.
Eur. J. Pharmacol. 519(1-2) , 43-7, (2005) Searching for potent and subtype selective parent structures of the murine gamma-aminobutyric acid (GABA) transporter subtypes mGAT3 and mGAT4 a series of amino acids was characterised in a uniform [3H]GABA uptake test system based on transiently expressed mG... |
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Glycine conjugates in a lepidopteran insect herbivore--the metabolism of benzylglucosinolate in the cabbage white butterfly, Pieris rapae.
ChemBioChem. 7(12) , 1982-9, (2006) Herbivores have developed a wide array of countermeasures to overcome plants' chemical defences. Larvae of the cabbage white butterfly, Pieris rapae, feed exclusively on plants of the Brassicales order, which are defended by the glucosinolate-myrosinase syste... |
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Microbial resolution of 2-hydroxy-3-nitropropionic acid for synthesis of optically active isoserine.
Biosci. Biotechnol. Biochem. 65(5) , 1258-60, (2001) The biocatalytic stereoselective hydrolysis of 2-hydroxy-3-nitropropionic acid esters was studied. Forty enzymes and three hundred microorganism strains were examined for their ability to hydrolyze ethyl 2-hydroxy-3-nitropropionic acid. Nocardia globerula IFO... |
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Probing the carbohydrate recognition domain of E-selectin: the importance of the acid orientation in sLex mimetics.
Bioorg. Med. Chem. 18(1) , 19-27, (2010) The selectin-leukocyte interaction is the initial event in the early inflammatory cascade. This interplay proceeds via the terminal tetrasaccharide sialyl Lewis(x) (sLe(x)), present on physiological selectin ligands and E- and P-selectins located on the endot... |
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Nitrile biotransformations for highly enantioselective synthesis of oxiranecarboxamides with tertiary and quaternary stereocenters; efficient chemoenzymatic approaches to enantiopure alpha-methylated serine and isoserine derivatives.
J. Org. Chem. 70(7) , 2439-44, (2005) [reaction: see text] Biotransformations of a number of differently substituted and configured oxiranecarbonitriles using Rhodococcus sp. AJ270, a microbial whole-cell catalyst that contains nitrile hydratase/amidase, were studied. While almost all trans-confi... |
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IR low-temperature matrix, X-ray and ab initio study on L-isoserine conformations.
Phys. Chem. Chem. Phys. 12(36) , 10818-30, (2010) The IR low-temperature Ar and Kr matrix spectra of l-isoserine were registered for the first time and interpreted by means of the anharmonic DFT frequencies calculated at the B3LYP/aug-cc-pVTZ and B3LYP/aug-cc-pVDZ levels. 54 l-isoserine conformers were predi... |
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The requirement of phosphorylation on a threonine residue in the acute regulation of steroidogenesis in MA-10 mouse Leydig cells.
J. Steroid Biochem. Mol. Biol. 46(3) , 337-47, (1993) In the present study we have used several non-phosphorylatable analogs of the amino acids threonine and serine to determine the role of phosphorylation in the acute regulation of steroidogenesis in MA-10 mouse Leydig tumor cells. Our results indicate that sub... |
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Organocatalytic syn-aldol reactions of dioxanones with (S)-isoserinal hydrate: synthesis of L-deoxymannojirimycin and L-deoxyidonojirimycin.
J. Org. Chem. 74(11) , 4390-2, (2009) We report a new protocol for synthesis of L-1-deoxymannojirimycin, L-1-deoxyidonojirimycin, and the N-isopropyl derivative of the latter compound from the readily available precursors (S)-isoserinal hydrate and 2-tert-butyl-2-methyl-1,3-dioxan-5-one. The key ... |
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A convenient enantioselective synthesis of (S)-alpha-trifluoromethylisoserine.
J. Org. Chem. 70(14) , 5721-4, (2005) [reaction: see text] This report describes two straightforward synthetic methodologies to obtain alpha-CF3-isoserine, a new alpha,alpha-disubstituted beta-amino acid, from alpha-(trifluoromethyl)acrylic acid. The routes involve the synthesis of five-membered ... |
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Regioselective and stereoselective nucleophilic ring opening of trifluoromethylated cyclic sulfates: asymmetric synthesis of both enantiomers of syn-(3-trifluoromethyl)isoserine.
J. Org. Chem. 69(16) , 5486-9, (2004) A novel and efficient enantioselective synthesis of both enantiomers of syn-(3-trifluoromethyl)isoserine was achieved. Ring opening of trifluoromethylated cyclic sulfates 3, derived from enantiopure trifluoromethylated vicinal diols 2, with various nucleophil... |