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H6515

Sigma-Aldrich

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
Beilstein/REAXYS Number:
1721681
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

assay

≥98% (TLC)

Quality Level

form

powder

color

white to off-white

mp

203 °C (dec.) (lit.)

application(s)

cell analysis
detection

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

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General description

L-Homoserine is a variant of serine with an additional carbon on its side chain.

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.

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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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
Quantification of 3-deoxyglucosone (3DG) as an aging marker in natural and forced aged wines
Oliveira CM, et al.
J. Food Compos. Anal., 70?76-70?76 (2016)
D C Turnell et al.
Clinical chemistry, 28(3), 527-531 (1982-03-01)
This method for estimating clinically important amino acids in serum or urine within 40 min involves o-phthalaldehyde/2-mercaptoethanol derivatization and reversed-phase "high-pressure" liquid chromatography. Homocysteic acid is an internal standard, and homoserine and norvaline are reference peaks. For all the amino
Varnika Roy et al.
Applied microbiology and biotechnology, 97(6), 2627-2638 (2012-10-12)
Quorum sensing (QS), the process of autoinducer-mediated cell-cell signaling among bacteria, facilitates biofilm formation, virulence, and many other multicellular phenotypes. QS inhibitors are being investigated as antimicrobials because of their potential to reduce symptoms of infectious disease while slowing the
Minhao Wu et al.
The Journal of biological chemistry, 288(22), 15878-15887 (2013-04-17)
Quorum-sensing systems are widely used by bacteria to control behavior in response to fluctuations in cell density. Several small diffusible molecules called autoinducers act as signaling molecules in quorum-sensing processes through interplay with sensors. Autoinducers modulate vital physiological functions such

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