H6515
L-Homoserine
Synonym(s):
(S)-2-Amino-4-hydroxybutyric acid, Hse
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About This Item
Linear Formula:
HOCH2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
119.12
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
211-590-6
MDL number:
Beilstein/REAXYS Number:
1721681
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-/m0/s1
InChI key
UKAUYVFTDYCKQA-VKHMYHEASA-N
assay
≥98% (TLC)
form
powder
color
white to off-white
mp
203 °C (dec.) (lit.)
application(s)
cell analysis
detection
Quality Level
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Application
L-Homoserine has been used as an internal standard for neurotransmitter analysis and amino acids quantification.
Biochem/physiol Actions
L-Homoserine is synthesized by deoxidation process, catalysed by homoserine dehydrogenase. This is one of the steps in the synthesis of L-threonine. The carbon flux in in bacteria such as E. coli is maintained by this reaction.
L-Homoserine is used in the biosynthesis of methionine, threonine and isoleucine.
General description
L-Homoserine is a variant of serine with an additional carbon on its side chain.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Minsang Lee et al.
The Plant journal : for cell and molecular biology, 41(5), 685-696 (2005-02-11)
Homoserine kinase (HSK) produces O-phospho-l-homoserine (HserP) used by cystathionine gamma-synthase (CGS) for Met synthesis and threonine synthase (TS) for Thr synthesis. The effects of overexpressing Arabidopsis thaliana HSK, CGS, and Escherichia coli TS (eTS), each controlled by the 35S promoter
Neurotoxic effect of maneb in rats as studied by neurochemical and immunohistochemical parameters
Nielsen BS, et al.
Environmental Toxicology and Pharmacology, 21(3), 268-275 (2006)
Reprogramming Microbial Metabolic Pathways, 288-288 (2012)
Chiral recognition of non-natural ?-amino acids
Gal JF, et al.
International Journal of Mass Spectrometry, 222(1?3), 259-267 (2003)
Hsuan-Chen Wu et al.
Molecular systems biology, 9, 636-636 (2013-01-24)
Escherichia coli were genetically modified to enable programmed motility, sensing, and actuation based on the density of features on nearby surfaces. Then, based on calculated feature density, these cells expressed marker proteins to indicate phenotypic response. Specifically, site-specific synthesis of
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