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H6515

Sigma-Aldrich

L-Homoserine

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Synonym(s):
(S)-2-Amino-4-hydroxybutyric acid, Hse
Linear Formula:
HOCH2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
119.12
Beilstein:
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.

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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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)
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)
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

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