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Merck
CN

06054

L-Isoserine

≥98.0% (TLC)

Synonym(s):

(S)-2-Hydroxy-β-alanine, (S)-3-Amino-2-hydroxypropionic acid

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About This Item

Empirical Formula (Hill Notation):
C3H7NO3
CAS Number:
Molecular Weight:
105.09
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
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InChI

1S/C3H7NO3/c4-1-2(5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1

SMILES string

NC[C@H](O)C(O)=O

InChI key

BMYNFMYTOJXKLE-REOHCLBHSA-N

assay

≥98.0% (TLC)

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

color

white to off-white

mp

197-198 °C

application(s)

peptide synthesis

Quality Level

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Yaqin Sun et al.
Frontiers in pharmacology, 12, 628209-628209 (2021-03-13)
Promoting the differentiation of oligodendrocyte precursor cells (OPCs) is important for fostering remyelination in multiple sclerosis. Catalpol has the potential to promote remyelination and exert neuroprotective effects, but its specific mechanism is still unclear. Recent studies have shown that the
Zhong-Xing Jiang et al.
The Journal of organic chemistry, 69(16), 5486-5489 (2004-08-04)
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 nucleophiles occurred exclusively at C2 with inversion of chirality. Treatment 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
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

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