286338
DL-Isoserine
98%
Synonym(s):
(±)-3-Amino-2-hydroxypropionic acid
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All Photos(1)
About This Item
Linear Formula:
H2NCH2CH(OH)CO2H
CAS Number:
Molecular Weight:
105.09
Beilstein/REAXYS Number:
1721413
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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)
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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
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.
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
Thomas Rühl et al.
Chemical communications (Cambridge, England), (15)(15), 1630-1631 (2002-08-13)
The photolytic decomposition of trifunctional carbene generating photoaffinity probes in methanolic solution was studied, a cleavage reaction with butylamine in water, the conjugation with a ligand (moenomycin), and experiments that demonstrate that the fully armed probes interact with penicillin-binding protein
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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