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H4021

Sigma-Aldrich

D-Homoserine

≥98% (TLC)

Synonym(s):

(R)-(+)-2-Amino-4-hydroxybutyric acid

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About This Item

Linear Formula:
HOCH2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
119.12
Beilstein/REAXYS Number:
1721680
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

D-Homoserine,

assay

≥98% (TLC)

Quality Level

form

powder

color

white

mp

205 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

N[C@H](CCO)C(O)=O

InChI

1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m1/s1

InChI key

UKAUYVFTDYCKQA-GSVOUGTGSA-N

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Biochem/physiol Actions

D-Homoserine is used for the synthesis of bacterial polysaccharids such as the O-antigen of Acinetobacter lwoffii EK30A. D-Homoserine is used to produce atypical serine protease(s) for mechanism studies.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Nikolay P Arbatsky et al.
Organic & biomolecular chemistry, 8(15), 3571-3577 (2010-06-12)
We established a peculiar structure of the O-specific polysaccharide (O-antigen) of a psychrotrophic strain of Acinetobacter lwoffii, EK30A, isolated from a 1.6-1.8 million-year-old Siberian permafrost subsoil sediment sample. The polysaccharide was released by mild acid degradation of the lipopolysaccharide and
Subhash C Annedi et al.
Bioorganic & medicinal chemistry, 14(1), 214-236 (2005-10-04)
The mechanism of proteolysis by serine proteases is a reasonably well-understood process. Typically, a histidine residue acting as a general base deprotonates the catalytic serine residue and the hydrolytic water molecule. We disclose here, the use of an unnatural d-amino
Kimiyasu Isobe et al.
Enzyme research, 2010, 567210-567210 (2010-11-05)
A simple enzymatic method for production of a wide variety of D-amino acids was developed by kinetic resolution of DL-amino acids using L-amino acid oxidase (L-AAO) with broad substrate specificity from Rhodococcus sp. AIU Z-35-1. The optimum pH of the

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