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286338

Sigma-Aldrich

DL-Isoserine

98%

Synonym(s):

(±)-3-Amino-2-hydroxypropionic acid

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About This Item

Linear Formula:
H2NCH2CH(OH)CO2H
CAS Number:
565-71-9
Molecular Weight:
105.09
Beilstein:
1721413
MDL number:
MFCD00008138
UNSPSC Code:
12352209
PubChem Substance ID:
24857239
NACRES:
NA.22

Quality Level

100

Assay

98%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

235 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NCC(O)C(O)=O

InChI

1S/C3H7NO3/c4-1-2(5)3(6)7/h2,5H,1,4H2,(H,6,7)

InChI key

BMYNFMYTOJXKLE-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Mei-Xiang Wang et al.
The Journal of organic chemistry, 70(7), 2439-2444 (2005-03-25)
[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-configured 3-aryl-2-methyloxiranecarbonitriles and 2,3-dimethyl-3-phenyloxiranecarbonitrile were efficiently hydrated by the action
Y Yasohara et al.
Bioscience, biotechnology, and biochemistry, 65(5), 1258-1260 (2001-07-07)
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 IFO13150 gave n-butyl (R)-2-hydroxy-3-nitropropionate with a 92% enantiomeric excess (ee) and
Jan Cz Dobrowolski et al.
Physical chemistry chemical physics : PCCP, 12(36), 10818-10830 (2010-07-10)
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 predicted to be stable
Alexander Titz et al.
Bioorganic & medicinal chemistry, 18(1), 19-27 (2009-12-02)
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 endothelial surface. Blocking this process is
J Du et al.
Nucleosides & nucleotides, 17(1-3), 1-13 (1998-08-26)
Asymmetric synthesis of N-substituted oxazolidinyl nucleosides has been accomplished from L-isoserine, trans- and cis-Oxazolidine intermediates (4 and 5) were stereoselectively constructed from N-protected L-isoserine with a menthoxycarbonyl group by the condensation with benzoyloxy acetaldehyde dimethyl acetal in a ratio of
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