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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:
672-15-1
Molecular Weight:
119.12
Beilstein:
1721681
EC Number:
211-590-6
MDL number:
MFCD00063090
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895748
NACRES:
NA.26

Assay

≥98% (TLC)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Joshua P Ramsay et al.
Molecular microbiology, 87(1), 1-13 (2012-10-31)
ICEMlSym(R7A) of Mesorhizobium loti is an integrative and conjugative element (ICE) that confers the ability to form a nitrogen-fixing symbiosis with Lotus species. Horizontal transfer is activated by TraR and N-acyl-homoserine lactone (AHL), which can stimulate ICE excision in 100%
Ting Xue et al.
International journal of antimicrobial agents, 41(1), 85-89 (2012-10-23)
Current treatment for Staphylococcus aureus infections relies heavily upon the cell wall synthesis inhibitor antibiotics such as penicillin, oxacillin, vancomycin and teicoplanin. Increasing antibiotic resistance requires the development of new approaches to combating infection. Autoinducer-2 (AI-2) exists widely both in
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