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H6515

L-Homoserine

Name: <SC>L</SC>-Homoserine
Brand: SIGMA

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

NACRES:

NA.26

PubChem Substance ID:

24895748

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

211-590-6

MDL number:

MFCD00063090

Beilstein/REAXYS Number:

1721681

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Properties

assay

≥98% (TLC)

Quality Level

100

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

Description

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.

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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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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)

Methionine and threonine synthesis are limited by homoserine availability and not the activity of homoserine kinase in Arabidopsis thaliana.

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

A widely conserved molecular switch controls quorum sensing and symbiosis island transfer in Mesorhizobium loti through expression of a novel antiactivator.

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%

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Global Trade Item Number

SKU	GTIN
H6515-5G	04061832722696
H6515-10MG	04061833801253
H6515-1G	04061826212226
H6515-250MG	04061833801390