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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/REAXYS Number:
1721413
MDL number:
MFCD00008138
UNSPSC Code:
12352209
PubChem Substance ID:
24857239
NACRES:
NA.22

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
B S Coller et al.
The Journal of biological chemistry, 268(28), 20741-20743 (1993-10-05)
Peptides containing sequences derived from the new NH2 terminus of the seven-transmembrane domain thrombin receptor after thrombin cleavage can activate platelets directly. We recently demonstrated that such peptides are readily cleaved and inactivated by plasma, serum, and endothelial cell-associated aminopeptidase
Nagarjuna Palyam et al.
The Journal of organic chemistry, 74(11), 4390-4392 (2009-05-02)
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 steps include diastereoselective proline-catalyzed syn aldol transformation and a reductive amination/cyclization.
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
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
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